From 545d5ab2d6b4a46366e23cdc3c0fbba927128269 Mon Sep 17 00:00:00 2001 From: Matthias Koenig Date: Tue, 30 Jul 2019 16:40:27 +0200 Subject: [PATCH] documentation updated --- README.md | 2332 +++++++++++++++++++++++++++++++++++++++++- brendapy/examples.py | 14 +- 2 files changed, 2282 insertions(+), 64 deletions(-) diff --git a/README.md b/README.md index 62cd6be..818fca2 100644 --- a/README.md +++ b/README.md @@ -30,6 +30,10 @@ If you use brendapy in your project cite and [![DOI](https://zenodo.org/badge/199438774.svg)](https://zenodo.org/badge/latestdoi/199438774) +**Funding** +Matthias König is supported by the Federal Ministry of Education and Research (BMBF, Germany) +within the research network Systems Medicine of the Liver (**LiSyM**, grant number 031L0054). + ## Installation `brendapy` is available from [pypi](https://pypi.python.org/pypi/brendapy) ``` @@ -42,6 +46,7 @@ Examples are provided in [./brendapy/examples.py](./brendapy/examples.py) or in ```python from brendapy import BrendaParser, BrendaProtein + def parse_proteins_for_ec(): """Parse the protein entries for a given EC number in BRENDA. @@ -49,7 +54,7 @@ def parse_proteins_for_ec(): """ brenda = BrendaParser() ec = "1.1.1.1" - proteins = brenda.parse_proteins(ec) + proteins = brenda.get_proteins(ec) print(f"{len(proteins)} proteins for EC {ec} in BRENDA") print(f"Protein identifier: {proteins.keys()}") @@ -68,59 +73,2282 @@ if __name__ == "__main__": 167 proteins for EC 1.1.1.1 in BRENDA Protein identifier: dict_keys([1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123, 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, 134, 135, 136, 137, 138, 139, 140, 141, 142, 143, 144, 145, 146, 147, 148, 149, 150, 151, 152, 153, 154, 155, 156, 157, 158, 159, 160, 161, 162, 163, 164, 165, 166, 167]) -------------------------------------------------------------------------------- -Protein ID 8 -EC 1.1.1.1 -Organism Homo sapiens -Source Tissue ['liver', 'hepatocyte', 'retina', 'stomach', 'more', 'skin', 'hepatoma cell', 'serum', 'adenocarcinoma cell', 'aorta', 'esophagus', 'blood serum', 'colorectum', 'cervical cancer cell', 'pancreas', 'uterus', 'kidney', 'lung', 'cornea', 'testis'] -Localisation ['cytosol'] -NSP [['all-trans-retinol + NAD+ = all-trans-retinal + NADH', '#8# ADH4 might be involved in biosynthesis of retinoic acid <124>'], ['all-trans-retinol + NAD+ = all-trans-retinal + NADH', '#8# ADH4 might be involved in biosynthesis of retinoic acid <124>'], ['ethanol + NAD+ = acetaldehyde + NADH', '#5# role of the major liver isoenzyme A2 in ethanol metabolism <48>; #41# plays an important role in the metabolism of ethanol <102>; #8# chi-ADH plays an important role in the metabolism of long chain alcohols and aldehydes <21>; #8# the anodic enzyme form may contribute significantly to alcohol elimination in man, particularly at high concentrations when the other enzyme species are saturated <18>; #8# the enzyme plays a significant role in first-pass metabolism of ethanol in human <96>; #8# enzyme is responsible for the major ethanol oxidation capacity in the body. The products acetaldehyde and NADH are responsible for the most of the toxic effects and metabolic disturbances produced by ethanol ingestion <10>; #10# rate-limiting step of the alcoholic fermentation <122>; #5# DH3 plays an important role in systemic ethanol metabolism at higher levels of blood ethanol through activation by cytoplasmic solution hydrophobicity <141>'], ['ethanol + NAD+ = acetaldehyde + NADH', '#5# role of the major liver isoenzyme A2 in ethanol metabolism <48>; #41# plays an important role in the metabolism of ethanol <102>; #8# chi-ADH plays an important role in the metabolism of long chain alcohols and aldehydes <21>; #8# the anodic enzyme form may contribute significantly to alcohol elimination in man, particularly at high concentrations when the other enzyme species are saturated <18>; #8# the enzyme plays a significant role in first-pass metabolism of ethanol in human <96>; #8# enzyme is responsible for the major ethanol oxidation capacity in the body. The products acetaldehyde and NADH are responsible for the most of the toxic effects and metabolic disturbances produced by ethanol ingestion <10>; #10# rate-limiting step of the alcoholic fermentation <122>; #5# DH3 plays an important role in systemic ethanol metabolism at higher levels of blood ethanol through activation by cytoplasmic solution hydrophobicity <141>'], ['ethanol + NAD+ = acetaldehyde + NADH', '#5# role of the major liver isoenzyme A2 in ethanol metabolism <48>; #41# plays an important role in the metabolism of ethanol <102>; #8# chi-ADH plays an important role in the metabolism of long chain alcohols and aldehydes <21>; #8# the anodic enzyme form may contribute significantly to alcohol elimination in man, particularly at high concentrations when the other enzyme species are saturated <18>; #8# the enzyme plays a significant role in first-pass metabolism of ethanol in human <96>; #8# enzyme is responsible for the major ethanol oxidation capacity in the body. The products acetaldehyde and NADH are responsible for the most of the toxic effects and metabolic disturbances produced by ethanol ingestion <10>; #10# rate-limiting step of the alcoholic fermentation <122>; #5# DH3 plays an important role in systemic ethanol metabolism at higher levels of blood ethanol through activation by cytoplasmic solution hydrophobicity <141>'], ['isobutyramide + NAD+ = ? {r}', ''], ['1-butanol + NAD+ = butanal + NADH + H+', ''], ['1-butanol + NAD+ = butanal + NADH + H+ {r}', ''], ['TADH is a NAD(H)-dependent enzyme and shows a very broad substrate spectrum producing exclusively the (S)-enantiomer in high enantiomeric excess', '#10# constitutive enzyme <94>; #42# key enzyme in ethanol production <68>; #52# one constitutive enzyme, ADH-MI and one inducible enzyme, ADH-MII <82>; #53# enzyme may be involved in the metabolism of dietary wax esters in salmonid fish <59>; #78# the enzyme oxidizes alcohols to aldehydes or ketones both for detoxification and metabolic purposes <38>; #36# involvement in the development of male hamster reproductive system <47>; #60# alcohol dehydrogenase activity may not limit alcohol supply for ester production during ripening <146>; #41# activity is severely reduced towards aliphatic alcohols of more than 8 carbon atoms for the free enzyme, but not so with immobilized HLAD, exhibiting an activity towards C22 and C24 aliphatic alcohols higher than 50% of the highest value, obtained with C8 <204>; #8# differences in the activities of total ADH and class I ADH isoenzyme between cancer liver tissues and healthy hepatocytes may be a factor in ethanol metabolism disorders, which can intensify carcinogenesis <180>; #112# TADH is a NAD(H)-dependent enzyme and shows a very broad substrate spectrum producing exclusively the (S)-enantiomer in high enantiomeric excess (more than 99%) during asymmetric reduction of ketones <197>; #123# the physiological direction of the catalytic reaction is reduction rather than oxidation <219>'], ['TADH is a NAD(H)-dependent enzyme and shows a very broad substrate spectrum producing exclusively the (S)-enantiomer in high enantiomeric excess', '#10# constitutive enzyme <94>; #42# key enzyme in ethanol production <68>; #52# one constitutive enzyme, ADH-MI and one inducible enzyme, ADH-MII <82>; #53# enzyme may be involved in the metabolism of dietary wax esters in salmonid fish <59>; #78# the enzyme oxidizes alcohols to aldehydes or ketones both for detoxification and metabolic purposes <38>; #36# involvement in the development of male hamster reproductive system <47>; #60# alcohol dehydrogenase activity may not limit alcohol supply for ester production during ripening <146>; #41# activity is severely reduced towards aliphatic alcohols of more than 8 carbon atoms for the free enzyme, but not so with immobilized HLAD, exhibiting an activity towards C22 and C24 aliphatic alcohols higher than 50% of the highest value, obtained with C8 <204>; #8# differences in the activities of total ADH and class I ADH isoenzyme between cancer liver tissues and healthy hepatocytes may be a factor in ethanol metabolism disorders, which can intensify carcinogenesis <180>; #112# TADH is a NAD(H)-dependent enzyme and shows a very broad substrate spectrum producing exclusively the (S)-enantiomer in high enantiomeric excess (more than 99%) during asymmetric reduction of ketones <197>; #123# the physiological direction of the catalytic reaction is reduction rather than oxidation <219>']] -Turnover Number [['-999', 'more', 'turnover-numbers for the class I isoenzymes with the substrates ethanol, methanol, ethylene glycol, benzyl alcohol, octanol, cyclohexanol and 16-hydroxyhexadecanoic acid <13>; Km-values of active-site Co(II)substituted enzyme <31>; kinetics of ethanol oxidation <63>; kcat for isozymes ADH1, and ADH4 for all retinoid substrates in forward and reverse reaction <119>; kcat for isozymes ADH1B1, ADH1B2, and ADH4 for all retinoid substrates in forward and reverse reaction <119>; effects of tert-butanol, butyramide, valeramide and capronamide on turnover-number of ethanol <141>; kinetic data füor wild-type enzyme and chimeric enzyme created by insertion of an RTX domain from the adenylate cyclase of Bordetella pertussis into a loop near the catalytic active site of the thermostable alcohol dehydrogenase D (AdhD) from Pyrococcus furiosus <289>'], ['0.55', 'all-trans-retinal', 'pH 7.5, 25C, isozyme ADH1B2 <107>'], ['0.4', 'all-trans-retinol', ''], ['8', 'Pentanol', ''], ['0.7', 'ethanol', 'pH 7.5, anodic enzyme form <18>'], ['0.7', 'butanol', 'pH 7.5, anodic enzyme form <18>'], ['0.9', 'all-trans-retinol', 'pH 7.5, 25C, isozyme ADH4 <107>'], ['0.04', 'Octanol', 'recombinant allozyme Val308, pH 7.5, 25C <115>'], ['16', 'Pentanol', ''], ['2.5', 'ethanol', 'per active site <12>'], ['2.5', '3,4-dihydro-retinol', 'pH 7.5, 25C, isozyme ADH4 <107>'], ['6.17', '16-hydroxyhexadecanoate', ''], ['20', '4-oxo-retinal', 'pH 7.5, 25C, isozyme ADH4 <107>'], ['4', 'ethanol', 'isoenzyme alpha,gamma1 <13>'], ['4', '12-hydroxydodecanoate', ''], ['0.11', 'retinol', 'recombinant allozyme Val308, pH 7.5, 25C <115>'], ['3.83', 'ethanol', 'isoenzyme gamma1,gamma1 <13>'], ['4.33', 'Octanol', 'isoenzyme alpha,gamma1 <13>'], ['0.167', 'ethanol', 'recombinant allozyme Ile308, pH 7.5, 25C <115>'], ['0.167', '4-oxo-retinal', 'pH 7.5, 25C, isozyme ADH1B1 <107>'], ['0.183', '1-Pentanol', ''], ['0.583', 'Cyclohexanol', ''], ['0.75', '2-propanol', ''], ['0.75', 'ethylene glycol', ''], ['2.83', '1-Octanol', ''], ['2.83', '2-deoxy-D-ribose', ''], ['2.83', '4-hydroxy-retinol', 'pH 7.5, 25C, isozyme ADH1B2 <107>'], ['7.5', '3-Phenyl-1-propanol', ''], ['3.33', 'octanal', ''], ['7.33', 'Octanol', ''], ['0.333', '12-Hydroxydodecanoic acid', ''], ['2.17', '(S)-2-butanol', ''], ['0.018', 'all-trans-retinal', 'pH 7.5, 25C, isozyme ADH1B1 <107>'], ['0.092', '4-hydroxy-retinol', 'pH 7.5, 25C, isozyme ADH1B1 <107>'], ['0.25', 'all-trans-retinol', 'pH 7.5, 25C, isozyme ADH1B2 <107>'], ['0.667', 'Pentanol', 'pH 7.5, anodic enzyme form <18>'], ['0.038', 'Octanol', 'recombinant allozyme Ile308, pH 7.5, 25C <115>'], ['2.95', '12-hydroxydodecanoate', ''], ['8.33', 'Octanol', ''], ['9.17', 'benzyl alcohol', ''], ['0.22', '3,4-dihydro-retinal', 'pH 7.5, 25C, isozyme ADH1B2 <107>'], ['4.67', 'benzyl alcohol', 'isoenzyme alpha,gamma1 <13>'], ['17.2', 'Propanol', ''], ['0.245', 'Pentanol', ''], ['0.717', 'NAD+', 'pH 7.5, anodic enzyme form <18>'], ['1.83', 'all-trans-retinal', 'pH 7.5, 25C, isozyme ADH4 <107>'], ['1.83', 'tryptophol', ''], ['0.102', 'methanol', ''], ['0.467', 'Vanillyl alcohol', ''], ['0.683', '3-Pyridylcarbinol', 'pH 7.5, anodic enzyme form <18>'], ['1.22', '3,4-dihydro-retinal', 'pH 7.5, 25C, isozyme ADH4 <107>'], ['3.03', '12-hydroxydodecanoate', ''], ['7.83', 'ethanol', ''], ['7.83', '4-oxo-retinal', 'pH 7.5, 25C, isozyme ADH1B2 <107>'], ['8.67', 'Vanillyl alcohol', ''], ['10.2', 'ethanol', 'pH 10.0, anodic enzyme form <18>'], ['19.5', 'Hexanol', ''], ['30.7', 'ethanol', ''], ['34.8', 'butanol', ''], ['0.175', 'ethanol', 'recombinant allozyme Val308, pH 7.5, 25C <115>'], ['0.028', 'all-trans-retinol', 'pH 7.5, 25C, isozyme ADH1B1 <107>'], ['0.087', 'retinol', 'recombinant allozyme Ile308, pH 7.5, 25C <115>'], ['34.2', '4-hydroxy-retinol', 'pH 7.5, 25C, isozyme ADH4 <107>'], ['0.088', '3,4-dihydro-retinol', 'pH 7.5, 25C, isozyme ADH1B2 <107>']] -Km [['-999', 'more', 'kinetics <117,121>; pH-dependence of Km-value <89>; kinetics of ethanol oxidation <63>; kinetics of native and modified enzyme with coenzyme analogues <54>; Km-values of active-site Co(II)substituted enzyme <31>; Km values for the class I isoenzymes with the substrates ethanol, methanol, ethylene glycol, benzyl alcohol, octanol, cyclohexanol and 16-hydroxyhexadecanoic acid <13>; steady-state kinetics <116>; detailed kinetic mechanism, steady-state kinetics for wild-type and mutant enzymes, investigation of pH-dependency <111>; detailed kinetics, computational analysis of the reaction mechanism <130>; Km for isozymes ADH1, and ADH4 for all retinoid substrates in forward and reverse reaction <119>; Km for isozymes ADH1B1, ADH1B2, and ADH4 for all retinoid substrates in forward and reverse reaction <119>; Michaelis-Menten kinetics <105,226,288>; steady-state kinetics, kinetic mechanism <124>; steady-state kinetics, MW 25 kDa <115>; wild-type and mutant forms of the 3 isozymes, steady-state kinetics, detailed kinetic analysis, at different pH values and temperatures <120>; effects of tert-butanol, butyramide, valeramide and capronamide on KM-value for ethanol <141>; kinetic data füor wild-type enzyme and chimeric enzyme created by insertion of an RTX domain from the adenylate cyclase of Bordetella pertussis into a loop near the catalytic active site of the thermostable alcohol dehydrogenase D (AdhD) from Pyrococcus furiosus <289>'], ['10.6', 'ethanol', 'recombinant allozyme Val308, pH 7.5, 25C <115>'], ['0.06', '16-hydroxyhexadecanoate', '0.1 M glycine-NaOH buffer, pH 10.0, 25C <14>'], ['0.55', '1-Octanol', ''], ['0.004', '4-hydroxy-retinol', 'pH 7.5, 25C, isozyme ADH1B1 <107>'], ['0.012', 'all-trans-retinal', 'pH 7.5, 25C, isozyme ADH1B2 <107>'], ['0.012', 'retinol', 'recombinant allozyme Val308, pH 7.5, 25C <115>'], ['0.008', 'Cyclohexanol', 'isoenzyme alpha,gamma1 <13>'], ['0.013', 'NAD+', 'isoenzyme alpha,alpha <16,17>'], ['0.049', 'ethanol', 'isoenzyme beta1,beta1 <17>'], ['0.015', '4-hydroxy-retinol', 'pH 7.5, 25C, isozyme ADH4 <107>'], ['0.018', '11-cis-retinol', 'isozyme ADH1B2, pH 7.5, 25C <119>'], ['0.022', 'NAD+', ''], ['0.027', '5beta-Pregnan-3beta-ol-20-one', 'pH 7.3, 37C, ADH1C*2 (gamma2gamma2) <116>'], ['0.027', '4-oxo-retinal', 'pH 7.5, 25C, isozyme ADH1B2 <107>'], ['0.032', '3-Phenyl-1-propanol', '0.1 M glycine-NaOH buffer, pH 10.0, 25C <14>'], ['0.09', 'Pentanol', '0.1 M glycine-NaOH buffer, pH 10.0, 25C <14>'], ['0.025', 'NAD+', ''], ['0.025', '4-oxo-retinal', 'pH 7.5, 25C, isozyme ADH1B1 <107>'], ['0.025', '3,4-dihydro-retinal', 'pH 7.5, 25C, isozyme ADH1B2 <107>'], ['0.2', 'tryptophol', '0.1 M glycine-NaOH buffer, pH 10.0, 25C <14>'], ['1', 'ethanol', 'isoenzyme gamma1,gamma1 <15>'], ['0.009', 'all-trans-retinol', ''], ['0.009', 'Octanol', 'recombinant allozyme Ile308, pH 7.5, 25C <115>'], ['0.023', 'all-trans-retinol', 'pH 7.5, 25C, isozyme ADH4 <107>'], ['0.023', '9-cis-retinol', 'isozyme ADH1B2, pH 7.5, 25C <119>'], ['0.25', '5beta-cholanic acid-3-one', 'pH 7.3, 37C, ADH1C*2 (gamma2gamma2) <116>'], ['0.28', 'Pentanol', ''], ['0.0025', 'NADH', ''], ['0.8', 'Octanol', ''], ['2.4', 'octanal', ''], ['1.8', 'ethanol', ''], ['0.23', '12-hydroxydodecanoate', '0.1 M glycine-NaOH buffer, pH 10.0, 25C <14>'], ['0.028', '3,4-dihydro-retinol', 'pH 7.5, 25C, isozyme ADH4 <107>'], ['0.15', 'benzyl alcohol', ''], ['0.0036', '5alpha-androstan-17beta-ol-3-one', 'pH 7.3, 37C, ADH1C*2 (gamma2gamma2) <116>'], ['0.0036', '5beta-pregnan-3,20-dione', 'pH 7.3, 37C, ADH1C*2 (gamma2gamma2) <116>'], ['0.011', 'NADH', 'isoenzyme alpha,alpha <16>'], ['0.011', 'all-trans-retinal', 'pH 7.5, 25C, isozyme ADH1B1 <107>'], ['0.011', 'retinol', 'recombinant allozyme Ile308, pH 7.5, 25C <115>'], ['0.011', '9-cis-retinol', 'isozyme ADH1B1, pH 7.5, 25C <119>'], ['0.011', '4-hydroxy-retinol', 'pH 7.5, 25C, isozyme ADH1B2 <107>'], ['1.2', 'Octanol', ''], ['4.3', 'acetaldehyde', 'isoenzyme alpha,alpha <15>'], ['0.007', 'NADH', 'isoenzyme gamma1,gamma1 <16>'], ['0.007', 'benzyl alcohol', '0.1 M glycine-NaOH buffer, pH 10.0, 25C <14>'], ['0.007', 'Octanol', '0.1 M glycine-NaOH buffer, pH 10.0, 25C <14>'], ['0.033', 'all-trans-retinol', 'isozyme ADH1B2, pH 7.5, 25C <119>; pH 7.5, 25C, isozyme ADH1B2 <107>'], ['0.034', 'all-trans-retinal', 'pH 7.5, 25C, isozyme ADH4 <107>'], ['0.034', 'Vanillyl alcohol', '0.1 M glycine-NaOH buffer, pH 10.0, 25C <14>'], ['0.08', 'Octanol', 'isoenzyme alpha,gamma1 <13>'], ['0.085', 'acetaldehyde', 'isoenzyme beta1,beta1 <15>; isoenzyme beta1,beta1, 0.1 M sodium phosphate buffer, pH 7.5, at 25 C <20>'], ['0.84', 'ethanol', 'isoenzyme beta2,beta2, 0.1 M sodium phosphate buffer, pH 7.5, 25C <20>'], ['0.017', '4-oxo-retinal', 'pH 7.5, 25C, isozyme ADH4 <107>'], ['0.046', '5beta-androstan-17beta-ol-3-one', 'pH 7.3, 37C, ADH1C*2 (gamma2gamma2) <116>'], ['0.33', 'acetaldehyde', 'isoenzyme gamma1,gamma1 <15>'], ['0.13', 'Hexanol', ''], ['0.34', 'NAD+', ''], ['0.024', '3,4-dihydro-retinol', 'pH 7.5, 25C, isozyme ADH1B2 <107>'], ['0.035', '11-cis-retinol', 'isozyme ADH1B1, pH 7.5, 25C <119>'], ['0.048', '12-hydroxydodecanoate', ''], ['9', 'ethanol', 'recombinant allozyme Ile308, pH 7.5, 25C <115>'], ['17', 'Hexanol', ''], ['0.026', '3,4-dihydro-retinal', 'pH 7.5, 25C, isozyme ADH4 <107>'], ['0.63', 'ethanol', 'isoenzyme gamma2,gamma2 <15>'], ['11', 'Vanillyl alcohol', ''], ['1.6', 'ethanol', 'isoenzyme beta1,beta1 <17>'], ['4.2', 'ethanol', 'isoenzyme alpha,alpha <15,17>'], ['0.016', 'Octanol', 'recombinant allozyme Val308, pH 7.5, 25C <115>'], ['0.056', '12-Hydroxydodecanoic acid', ''], ['0.91', 'Propanol', ''], ['50', 'ethylene glycol', 'isoenzyme alpha,gamma1 <13>'], ['260', 'NADH', 'isoenzyme beta3,beta3, 0.1 M sodium phospahte buffer, pH 7.5, 25C <20>'], ['0.047', '12-hydroxydodecanoate', ''], ['150', 'methanol', 'isoenzyme alpha,gamma1 <13>'], ['0.24', 'acetaldehyde', 'isoenzyme gamma2,gamma2 <15>; isoenzymes beta2,beta2 <15>; isoenzyme beta2,beta2, 0.1 M sodium phosphate buffer, pH 7.5, 25C <20>'], ['0.24', 'butanol', ''], ['0.94', 'ethanol', 'isoenzyme beta2,beta2 <15>'], ['10.4', 'methanol', ''], ['3.4', 'acetaldehyde', 'isoenzyme beta3,beta3, 0.1 M sodium phospahte buffer, pH 7.5, 25C <20>'], ['6.4', 'NADH', 'isoenzyme beta1,beta1, 0.1 M sodium phosphate buffer, pH 7.5, at 25 C <20>'], ['0.044', 'Pentanol', ''], ['0.058', '5beta-androstan-3beta-ol-17-one', 'pH 7.3, 37C, ADH1C*2 (gamma2gamma2) <116>'], ['0.0064', 'NADH', 'isoenzyme beta1,beta1 <16>'], ['36', 'ethanol', 'isoenzyme beta3,beta3, 0.1 M sodium phospahte buffer, pH 7.5, 25C <20>'], ['120', 'ethanol', '0.1 M glycine-NaOH buffer, pH 10.0, 25C <14>'], ['120', '(S)-2-butanol', ''], ['7.4', 'NAD+', 'isoenzyme beta1,beta1, 0.1 M sodium phosphate buffer, pH 7.5, at 25 C <20>'], ['18', 'ethanol', ''], ['23', 'Cyclohexanol', 'isoenzyme beta1,beta1 <13>'], ['3.2', 'ethanol', 'isoenzyme gamma1,gamma1 <17>'], ['27', '1-Pentanol', ''], ['210', 'Cyclohexanol', '0.1 M glycine-NaOH buffer, pH 10.0, 25C <14>'], ['290', 'ethylene glycol', '0.1 M glycine-NaOH buffer, pH 10.0, 25C <14>'], ['0.0074', 'NAD+', 'isoenzyme beta1,beta1 <17>; isoenzyme beta2,beta2 <16>'], ['0.0087', 'NAD+', 'isoenzyme gamma2,gamma2 <16,17>'], ['0.79', 'butanol', ''], ['180', 'NAD+', 'isoenzyme beta2,beta2, 0.1 M sodium phosphate buffer, pH 7.5, 25C <20>'], ['310', '2-deoxy-D-ribose', '0.1 M glycine-NaOH buffer, pH 10.0, 25C <14>'], ['1.39', 'Propanol', ''], ['0.0079', 'NAD+', 'isoenzyme gamma1,gamma1 <16,17>'], ['105', 'NADH', 'isoenzyme beta2,beta2, 0.1 M sodium phosphate buffer, pH 7.5, 25C <20>'], ['560', '2-propanol', '0.1 M glycine-NaOH buffer, pH 10.0, 25C <14>'], ['710', 'NAD+', 'isoenzyme beta3,beta3, 0.1 M sodium phospahte buffer, pH 7.5, 25C <20>'], ['1.5', 'ethanol', 'isoenzyme alpha,alpha <17>; mutant C257L, pH 8.0, 60C <246>'], ['0.45', 'ethanol', ''], ['0.18', 'NAD+', 'isoenzyme beta1,beta1 <16>; 65C, pH 10.5 <218>'], ['0.105', 'NADH', 'isoenzyme beta2,beta2 <16>; cosubstrate acetoin, pH 6.0, 70C <243>'], ['1.7', 'ethanol', 'isoenzyme III <79>; isoenzyme alpha,gamma1 <13>; isoenzyme gamma2,gamma2 <17>'], ['0.063', 'NAD+', 'recombinant allozyme Ile308, pH 7.5, 25C <115>; 45C, pH 8.8, cosubstrate: 2,3-butanediol, wild-type enzyme <290>'], ['0.022', 'ethanol', '70C, pH 9.0, 50 mM Tris-HCl, 4 M NaCl <181>; isoenzyme beta1,beta1, 0.1 M sodium phosphate buffer, pH 7.5, at 25 C <20>'], ['0.03', 'all-trans-retinol', 'isoenzyme BB-ADH <95>; isozyme ADH1B1, pH 7.5, 25C <119>; pH 7.5, 25C, isozyme ADH1B1 <107>'], ['28', 'ethanol', ''], ['0.074', 'NAD+', 'oxidation of ethanol <99>; recombinant allozyme Val308, pH 7.5, 25C <115>'], ['0.1', '12-hydroxydodecanoate', '']] -Specific Activity [['3.3', ''], ['0.6', ''], ['0.65', ''], ['1.47', ''], ['1.3', '']] -Cofactors [] -Inhibitors [['4-Methylpyrazole', '1 mM, 31% inhibition <23>; class III enzyme is completely insensitive to inhibition <11,16>; poor inhibitor, class II isoenzyme <14>; no inhibition by 12 mM <21>; competitive against ethanol <96>'], ['1,10-phenanthroline', ''], ['pyrazole', '0.05 mM, 50% inhibition <10>; no inhibition at 1.0 mM <23>'], ['NADP+', ''], ['4-bromopyrazole', ''], ['4-pentylpyrazole', ''], ['sulfonic acid', ''], ['8-Amino-6-methoxyquinoline', ''], ['4-cyanopyrazole', ''], ['4-nitropyrazole', ''], ['4-octylpyrazole', ''], ['4-propylpyrazole', ''], ['all-trans-retinal', 'product inhibition <124>'], ['4-androsten-3,17-dione', 'competitive against substrate cyclohexanone <116>'], ['3-butylthiolan 1-oxide', 'dead-end inhibitor to the enzyme-cofactor complex, inhibition of oxidation reaction <116>'], ['5alpha-androstan-17beta-ol-3-one', 'i.e. 5alpha-dihydrotestosterone, allosteric, competitive against substrate cyclohexanone, noncompetitive against NAD+ nd ethanol <116>'], ['N-cyclopentyl-N-cyclobutylformamide', 'inhibits isozyme alphaalpha, complex structure <109>'], ['N-benzylformamide', 'inhibits isozyme beta(1)beta(1) <109>'], ['N-heptylformamide', 'inhibits isozyme beta(1)beta(1) <109>'], ['N-1-methylheptylformamide', 'inhibits isozyme gamma(2)gamma(2) <109>'], ['all-trans-retinoic acid', 'weak feedback inhibition <124>'], ['cimetidine', '0.2 mM, 2.5% inhibition of hepatic allotype ADH1B*1/*1 activity, 12% inhibition of hepatic allotype ADH1B*2/*2 activity <273>'], ['acetaminophen', '0.5 mM, 16% inhibition of hepatic allotype ADH1B*1/*1 activity, 6.1% inhibition of hepatic allotype ADH1B*2/*2 activity <273>'], ['Acetylsalicylate', '1 mM, 4.4% inhibition of hepatic allotype ADH1B*1/*1 activity, 2.8% inhibition of hepatic allotype ADH1B*2/*2 activity <273>'], ['salicylate', '1.5 mM, 12% inhibition of hepatic allotype ADH1B*1/*1 activity, 31% inhibition of hepatic allotype ADH1B*2/*2 activity <273>'], ['trifluoroethanol', 'competitive against retinol, noncompetitive against NAD+ <124>'], ['dipicolinic acid', ''], ['EDTA', ''], ['Isobutyramide', 'substrate inhibition, competitive against retinol, noncompetitive against NADH <124>'], ["2,2'-bipyridine", ''], ['4-iodopyrazole', ''], ['8-hydroxyquinoline 5-sulfonic acid', ''], ['4-methoxypyrazole', '1 mM, 28% inhibition <23>'], ['13% relative activity at 10%', 'competitive, stabilizes the retinoid compounds, elevates the Km values of the substrates, most effective at 0.1% w/v <107>']] -Ki [['0.014', '5alpha-androstan-17beta-ol-3-one', 'pH 7.3, 37C, versus ethanol <116>'], ['0.028', '5alpha-androstan-17beta-ol-3-one', 'pH 7.3, 37C, versus NAD+ <116>'], ['0.0047', '5alpha-androstan-17beta-ol-3-one', 'pH 7.3, 37C, versus cyclohexanone <116>'], ['0.0047', '4-androsten-3,17-dione', 'pH 7.3, 37C, versus cyclohexanone <116>'], ['-999', 'more', 'inhibition kinetics <116>']] -Metal Ions [['Zn2+', 'catalytic zinc <109>'], ['Zinc', 'enzyme contains 7.59 zinc atoms per molecule <96>; contains 3.8 mol of Zn per mol of protein <16,45>; zinc containing enzyme <12>; from beta1gamma1 and gamma1gamma1 isoenzyme the active-site zinc is extracted much more slowly than from beta1beta1 isoenzyme. Characterization of active-site-specific zinc-depleted and reconstituted cobalt(II) alcohol dehydrogenase <19>; contains 3.7 gatom of zinc per mol of enzyme <23>; 3.6-4.2 gatom of zinc per mol <21>']] -References [124, 150, 180, 186, 191, 194, 206, 228, 229, 273] -Pubmed {124: '<124> Chou, C.F.; Lai, C.L.; Chang, Y.C.; Duester, G.; Yin, S.J.: Kinetic mechanism of human class IV alcohol dehydrogenase functioning as retinol dehydrogenase. J. Biol. Chem. (2002) 277, 25209-25216. {Pubmed:11997393}', 150: '<150> Jelski, W.; Chrostek, L.; Markiewicz, W.; Szmitkowski, M.: Activity of alcohol dehydrogenase (ADH) isoenzymes and aldehyde dehydrogenase (ALDH) in the sera of patients with breast cancer. J. Clin. Lab. Anal. (2006) 20, 105-108. {Pubmed:16721836}', 180: '<180> Jelski, W.; Zalewski, B.; Szmitkowski, M.: The activity of class I, II, III, and IV alcohol dehydrogenase (ADH) isoenzymes and aldehyde dehydrogenase (ALDH) in liver cancer. Digest. Dis. Sci. (2008) 53, 2550-2555. {Pubmed:18224440}', 186: '<186> Jelski, W.; Zalewski, B.; Szmitkowski, M.: Alcohol dehydrogenase (ADH) isoenzymes and aldehyde dehydrogenase (ALDH) activity in the sera of patients with liver cancer. J. Clin. Lab. Anal. (2008) 22, 204-209. {Pubmed:18484658}', 191: '<191> Jelski, W.; Chrostek, L.; Szmitkowski, M.: The activity of class I, II, III, and IV of alcohol dehydrogenase isoenzymes and aldehyde dehydrogenase in pancreatic cancer. Pancreas (2007) 35, 142-146. {Pubmed:17632320}', 194: '<194> Jelski, W.; Szmitkowski, M.: Alcohol dehydrogenase (ADH) and aldehyde dehydrogenase (ALDH) in the cancer diseases. Clin. Chim. Acta (2008) 395, 1-5. {Pubmed:18505683}', 206: '<206> Jelski, W.; Orywal, K.; Panek, B.; Gacko, M.; Mroczko, B.; Szmitkowski, M.: The activity of class I, II, III and IV of alcohol dehydrogenase (ADH) isoenzymes and aldehyde dehydrogenase (ALDH) in the wall of abdominal aortic aneurysms. Exp. Mol. Pathol. (2009) 87, 59-62. {Pubmed:19332052}', 228: '<228> Ostberg, L.J.; Stroemberg, P.; Hedberg, J.J.; Persson, B.; Hoeoeg, J.O.: Analysis of mammalian alcohol dehydrogenase 5 (ADH5): Characterisation of rat ADH5 with comparisons to the corresponding human variant. Chem. Biol. Interact. (2013) 202, 97-103. {Pubmed:23159888}', 229: '<229> Orywal, K.; Jelski, W.; Zdrodowski, M.; Szmitkowski, M.: The activity of class I, II, III and IV alcohol dehydrogenase isoenzymes and aldehyde dehydrogenase in cervical cancer. Clin. Biochem. (2011) 44, 1231-1234. {Pubmed:21784063}', 273: '<273> Chi, Y.C.; Lee, S.L.; Lai, C.L.; Lee, Y.P.; Lee, S.P.; Chiang, C.P.; Yin, S.J.: Ethanol oxidation and the inhibition by drugs in human liver, stomach and small intestine: Quantitative assessment with numerical organ modeling of alcohol dehydrogenase isozymes. Chem. Biol. Interact. (2016) 258, 134-141. {Pubmed:27544634}'} --------------------------------------------------------------------------------- -Protein ID 106 -EC 1.1.1.1 -Organism Homo sapiens -Source Tissue ['liver', 'buccal mucosa'] -Localisation ['cytosol'] -NSP [] -Turnover Number [] -Km [['0.00024', '1-formyl-8-methylpyrene', 'isozyme ADH2, at 21-23C <214>'], ['0.0005', '1-formylpyrene', 'isozyme ADH1C, at 21-23C <214>'], ['0.0009', '1-formyl-6-methylpyrene', 'isozyme ADH1C, at 21-23C <214>'], ['0.001', '4-formylpyrene', 'isozyme ADH1C, at 21-23C <214>'], ['0.001', '4-hydroxymethylpyrene', 'isozyme ADH1C, at 21-23C <214>'], ['0.012', '1-formylpyrene', 'isozyme ADH2, at 21-23C <214>'], ['0.04', '4-hydroxymethylpyrene', 'isozyme ADH2, at 21-23C <214>'], ['0.009', '2-formylpyrene', 'isozyme ADH3, at 21-23C <214>'], ['0.00055', '1-formylpyrene', 'isozyme ADH3, at 21-23C <214>'], ['0.0021', '2-formylpyrene', 'isozyme ADH1C, at 21-23C <214>'], ['0.0021', '4-formylpyrene', 'isozyme ADH3, at 21-23C <214>'], ['0.00031', '1-hydroxymethyl-8-methylpyrene', 'isozyme ADH3, at 21-23C <214>'], ['0.39', '1-Octanol', 'isozyme ADH3, at 21-23C <214>'], ['0.076', '1-hydroxymethylpyrene', 'isozyme ADH2, at 21-23C <214>'], ['0.77', 'ethanol', 'isozyme ADH1C, at 21-23C <214>'], ['0.00057', '1-hydroxymethyl-6-methylpyrene', 'isozyme ADH3, at 21-23C <214>'], ['0.34', 'acetaldehyde', 'isozyme ADH1C, at 21-23C <214>'], ['0.0029', '2-formylpyrene', 'isozyme ADH2, at 21-23C <214>'], ['0.059', '1-hydroxymethyl-8-methylpyrene', 'isozyme ADH1C, at 21-23C <214>'], ['26', 'acetaldehyde', 'isozyme ADH2, at 21-23C <214>'], ['0.0044', '2-hydroxymethylpyrene', 'isozyme ADH2, at 21-23C <214>'], ['33', 'ethanol', 'isozyme ADH2, at 21-23C <214>'], ['0.0064', '1-hydroxymethyl-6-methylpyrene', 'isozyme ADH2, at 21-23C <214>'], ['0.0064', '1-hydroxymethyl-8-methylpyrene', 'isozyme ADH2, at 21-23C <214>'], ['0.0038', '4-formylpyrene', 'isozyme ADH2, at 21-23C <214>'], ['0.0038', '1-formyl-6-methylpyrene', 'isozyme ADH3, at 21-23C <214>'], ['9.6', 'octanal', 'isozyme ADH3, at 21-23C <214>'], ['0.106', '2-hydroxymethylpyrene', 'isozyme ADH3, at 21-23C <214>'], ['0.00059', '1-hydroxymethylpyrene', 'isozyme ADH3, at 21-23C <214>'], ['0.00032', '1-formyl-6-methylpyrene', 'isozyme ADH2, at 21-23C <214>'], ['0.00075', '1-hydroxymethylpyrene', 'isozyme ADH1C, at 21-23C <214>'], ['0.00131', '1-formyl-8-methylpyrene', 'isozyme ADH1C, at 21-23C <214>'], ['0.00048', '2-hydroxymethylpyrene', 'isozyme ADH1C, at 21-23C <214>'], ['0.00037', '4-hydroxymethylpyrene', 'isozyme ADH3, at 21-23C <214>'], ['0.00115', '1-hydroxymethyl-6-methylpyrene', 'isozyme ADH1C, at 21-23C <214>'], ['0.00149', '1-formyl-8-methylpyrene', 'isozyme ADH3, at 21-23C <214>']] -Specific Activity [] -Cofactors [] -Inhibitors [['4-Methylpyrazole', ''], ['50%', 'ethanol competitively inhibits the oxidation of 1-hydroxymethylpyrene by ADH1C and ADH3 <214>'], ['50%', 'DMSO inhibits isozyme ADH2-catalysed oxidation in an uncompetitive mode and reduction in a mixed mode <214>; DMSO inhibits isozymes ADH1C-catalysed oxidation in an uncompetitive mode and reduction in a mixed mode, no inhibition is detected with isozyme ADH3 <214>']] -Ki [['1.7', 'ethanol', 'isozyme ADH1C, using 1-hydroxymethylpyrene as substrate <214>'], ['1470', 'ethanol', 'isozyme ADH3, using 1-hydroxymethylpyrene as substrate <214>']] -Metal Ions [] -References [214] -Pubmed {214: '<214> Kollock, R.; Frank, H.; Seidel, A.; Meinl, W.; Glatt, H.: Oxidation of alcohols and reduction of aldehydes derived from methyl- and dimethylpyrenes by cDNA-expressed human alcohol dehydrogenases. Toxicology (2008) 245, 65-75. {Pubmed:18242813}'} --------------------------------------------------------------------------------- -Protein ID 109 -EC 1.1.1.1 -Organism Homo sapiens -Source Tissue ['buccal mucosa'] -Localisation ['cytosol'] -NSP [] -Turnover Number [] -Km [['0.00028', '1-hydroxymethyl-6-methylpyrene', 'isozyme ADH4, at 21-23C <214>'], ['0.033', '2-hydroxymethylpyrene', 'isozyme ADH4, at 21-23C <214>'], ['0.0016', '1-hydroxymethyl-8-methylpyrene', 'isozyme ADH4, at 21-23C <214>'], ['0.00092', '1-formylpyrene', 'isozyme ADH4, at 21-23C <214>'], ['0.0029', '4-hydroxymethylpyrene', 'isozyme ADH4, at 21-23C <214>'], ['0.0069', '2-formylpyrene', 'isozyme ADH4, at 21-23C <214>'], ['3.6', 'ethanol', 'isozyme ADH4, at 21-23C <214>'], ['0.000035', '1-formyl-8-methylpyrene', 'isozyme ADH4, at 21-23C <214>'], ['12.7', 'acetaldehyde', 'isozyme ADH4, at 21-23C <214>'], ['0.0283', '1-hydroxymethylpyrene', 'isozyme ADH4, at 21-23C <214>'], ['0.00048', '4-formylpyrene', 'isozyme ADH4, at 21-23C <214>'], ['0.000036', '1-formyl-6-methylpyrene', 'isozyme ADH4, at 21-23C <214>']] -Specific Activity [] -Cofactors [] -Inhibitors [['4-Methylpyrazole', ''], ['50%', 'ethanol competitively inhibits the oxidation of 1-hydroxymethylpyrene by ADH4 <214>'], ['50%', 'DMSO inhibits isozymes ADH4-catalysed oxidation in an uncompetitive mode and reduction in a mixed mode <214>']] -Ki [['3.3', 'ethanol', 'isozyme ADH4, using 1-hydroxymethylpyrene as substrate <214>']] -Metal Ions [] -References [214] -Pubmed {214: '<214> Kollock, R.; Frank, H.; Seidel, A.; Meinl, W.; Glatt, H.: Oxidation of alcohols and reduction of aldehydes derived from methyl- and dimethylpyrenes by cDNA-expressed human alcohol dehydrogenases. Toxicology (2008) 245, 65-75. {Pubmed:18242813}'} +OrderedDict([('protein_id', 8), + ('ec', '1.1.1.1'), + ('organism', 'Homo sapiens'), + ('AP', [{'data': 'medicine', 'refs': [8, 24]}]), + ('CF', + [{'data': 'NAD+', + 'refs': [1, + 2, + 3, + 4, + 5, + 6, + 7, + 8, + 9, + 10, + 11, + 12, + 13, + 14, + 15, + 16, + 17, + 18, + 19, + 21, + 22, + 23, + 24, + 27, + 28, + 32, + 33, + 34, + 36, + 38, + 39, + 41, + 42, + 43, + 44, + 45, + 46, + 47, + 48, + 50, + 51, + 52, + 53, + 55, + 59, + 60, + 61, + 63, + 64, + 66, + 67, + 68, + 69, + 70, + 71, + 72, + 73, + 74, + 75, + 76, + 77, + 78, + 79, + 80, + 81, + 82, + 83, + 84, + 85, + 86, + 87, + 88, + 90, + 91, + 92, + 93, + 94, + 95, + 96, + 98, + 105, + 106, + 107, + 108, + 109, + 110, + 111, + 112, + 113, + 114, + 115, + 119, + 122, + 123, + 124, + 125, + 126, + 127, + 128, + 129, + 130, + 133, + 137, + 138, + 139, + 140, + 142, + 143, + 150, + 153, + 161, + 162, + 163, + 166]}, + {'data': 'NADH', + 'refs': [1, + 2, + 3, + 4, + 5, + 6, + 8, + 9, + 10, + 11, + 12, + 13, + 14, + 15, + 16, + 17, + 18, + 19, + 21, + 22, + 23, + 24, + 27, + 28, + 29, + 32, + 33, + 36, + 38, + 39, + 40, + 41, + 42, + 43, + 44, + 45, + 46, + 47, + 48, + 52, + 53, + 54, + 55, + 59, + 61, + 63, + 64, + 67, + 68, + 69, + 70, + 72, + 73, + 74, + 75, + 76, + 77, + 78, + 79, + 80, + 81, + 82, + 83, + 84, + 85, + 88, + 89, + 90, + 93, + 115, + 119, + 122, + 123, + 124, + 125, + 126, + 127, + 128, + 136, + 137, + 138, + 141, + 144, + 147, + 149, + 153, + 156, + 157, + 161, + 162, + 163, + 164]}]), + ('EN', + [{'data': 'A93F', 'refs': [8]}, + {'data': 'S48T', 'refs': [8]}, + {'data': 'V141L', 'refs': [8]}]), + ('IN', + [{'data': '4-Methylpyrazole', + 'refs': [5, + 7, + 8, + 27, + 34, + 36, + 41, + 43, + 46, + 66, + 73, + 79, + 106, + 109]}, + {'data': '1,10-phenanthroline', + 'refs': [5, 8, 12, 18, 26, 36, 42, 43, 68, 73, 79, 92, 101]}, + {'data': 'pyrazole', + 'refs': [5, 8, 9, 10, 12, 19, 43, 46, 69, 78, 79, 88]}, + {'data': 'NADP+', 'refs': [8]}, + {'data': '4-bromopyrazole', 'refs': [8]}, + {'data': '4-pentylpyrazole', 'refs': [8]}, + {'data': 'sulfonic acid', 'refs': [8]}, + {'data': '8-Amino-6-methoxyquinoline', 'refs': [8]}, + {'data': '4-cyanopyrazole', 'refs': [8]}, + {'data': '4-nitropyrazole', 'refs': [8]}, + {'data': '4-octylpyrazole', 'refs': [8]}, + {'data': '4-propylpyrazole', 'refs': [8]}, + {'data': 'all-trans-retinal', 'refs': [8]}, + {'data': '4-androsten-3,17-dione', 'refs': [8]}, + {'data': '3-butylthiolan 1-oxide', 'refs': [8]}, + {'data': '5alpha-androstan-17beta-ol-3-one', 'refs': [8]}, + {'data': 'N-cyclopentyl-N-cyclobutylformamide', 'refs': [8]}, + {'data': 'N-benzylformamide', 'refs': [8]}, + {'data': 'N-heptylformamide', 'refs': [8]}, + {'data': 'N-1-methylheptylformamide', 'refs': [8]}, + {'data': 'all-trans-retinoic acid', 'refs': [8]}, + {'data': 'cimetidine', 'refs': [8]}, + {'data': 'acetaminophen', 'refs': [8]}, + {'data': 'Acetylsalicylate', 'refs': [8]}, + {'data': 'salicylate', 'refs': [8]}, + {'data': 'trifluoroethanol', 'refs': [8, 10]}, + {'data': 'dipicolinic acid', 'refs': [8, 10, 79]}, + {'data': 'EDTA', + 'refs': [8, 18, 26, 43, 46, 48, 55, 57, 58, 61, 79, 112, 124]}, + {'data': 'Isobutyramide', 'refs': [8, 41]}, + {'data': "2,2'-bipyridine", 'refs': [8, 43]}, + {'data': '4-iodopyrazole', 'refs': [8, 46]}, + {'data': '8-hydroxyquinoline 5-sulfonic acid', 'refs': [8, 79]}, + {'data': '4-methoxypyrazole', 'refs': [8, 9, 10, 12, 36]}, + {'data': 'Tween 80', 'refs': [8, 99, 112]}]), + ('KI', + [{'data': '0.014 {5alpha-androstan-17beta-ol-3-one}', + 'refs': [8]}, + {'data': '0.028 {5alpha-androstan-17beta-ol-3-one}', + 'refs': [8]}, + {'data': '0.0047 {5alpha-androstan-17beta-ol-3-one}', + 'refs': [8]}, + {'data': '0.0047 {4-androsten-3,17-dione}', 'refs': [8]}, + {'data': '0.014 {5alpha-androstan-17beta-ol-3-one}', + 'refs': [8]}, + {'data': '0.028 {5alpha-androstan-17beta-ol-3-one}', + 'refs': [8]}, + {'data': '0.0047 {5alpha-androstan-17beta-ol-3-one}', + 'refs': [8]}, + {'data': '0.0047 {4-androsten-3,17-dione}', 'refs': [8]}, + {'data': '0.014 {5alpha-androstan-17beta-ol-3-one}', + 'refs': [8]}, + {'data': '0.028 {5alpha-androstan-17beta-ol-3-one}', + 'refs': [8]}, + {'data': '0.0047 {5alpha-androstan-17beta-ol-3-one}', + 'refs': [8]}, + {'data': '0.0047 {4-androsten-3,17-dione}', 'refs': [8]}]), + ('KM', + [{'data': '10.6 {ethanol}', 'refs': [7, 8]}, + {'data': '0.06 {16-hydroxyhexadecanoate}', 'refs': [8]}, + {'data': '0.55 {1-Octanol}', 'refs': [8]}, + {'data': '0.004 {4-hydroxy-retinol}', 'refs': [8]}, + {'data': '0.012 {all-trans-retinal}', 'refs': [8]}, + {'data': '0.012 {retinol}', 'refs': [8]}, + {'data': '0.008 {Cyclohexanol}', 'refs': [8]}, + {'data': '0.013 {NAD+}', 'refs': [8]}, + {'data': '0.049 {ethanol}', 'refs': [8]}, + {'data': '0.015 {4-hydroxy-retinol}', 'refs': [8]}, + {'data': '0.018 {11-cis-retinol}', 'refs': [8]}, + {'data': '0.022 {NAD+}', 'refs': [8]}, + {'data': '0.027 {5beta-Pregnan-3beta-ol-20-one}', 'refs': [8]}, + {'data': '0.027 {4-oxo-retinal}', 'refs': [8]}, + {'data': '0.032 {3-Phenyl-1-propanol}', 'refs': [8]}, + {'data': '0.09 {Pentanol}', 'refs': [8]}, + {'data': '0.025 {NAD+}', 'refs': [8]}, + {'data': '0.025 {4-oxo-retinal}', 'refs': [8]}, + {'data': '0.025 {3,4-dihydro-retinal}', 'refs': [8]}, + {'data': '0.2 {tryptophol}', 'refs': [8]}, + {'data': '1 {ethanol}', 'refs': [8]}, + {'data': '0.009 {all-trans-retinol}', 'refs': [8]}, + {'data': '0.009 {Octanol}', 'refs': [8]}, + {'data': '0.023 {all-trans-retinol}', 'refs': [8]}, + {'data': '0.023 {9-cis-retinol}', 'refs': [8]}, + {'data': '0.25 {5beta-cholanic acid-3-one}', 'refs': [8]}, + {'data': '0.28 {Pentanol}', 'refs': [8]}, + {'data': '0.0025 {NADH}', 'refs': [8]}, + {'data': '0.8 {Octanol}', 'refs': [8]}, + {'data': '2.4 {octanal}', 'refs': [8]}, + {'data': '1.8 {ethanol}', 'refs': [8]}, + {'data': '0.23 {12-hydroxydodecanoate}', 'refs': [8]}, + {'data': '0.028 {3,4-dihydro-retinol}', 'refs': [8]}, + {'data': '0.15 {benzyl alcohol}', 'refs': [8]}, + {'data': '0.0036 {5alpha-androstan-17beta-ol-3-one}', + 'refs': [8]}, + {'data': '0.0036 {5beta-pregnan-3,20-dione}', 'refs': [8]}, + {'data': '0.011 {NADH}', 'refs': [8]}, + {'data': '0.011 {all-trans-retinal}', 'refs': [8]}, + {'data': '0.011 {retinol}', 'refs': [8]}, + {'data': '0.011 {9-cis-retinol}', 'refs': [8]}, + {'data': '0.011 {4-hydroxy-retinol}', 'refs': [8]}, + {'data': '1.2 {Octanol}', 'refs': [8]}, + {'data': '4.3 {acetaldehyde}', 'refs': [8]}, + {'data': '0.007 {NADH}', 'refs': [8]}, + {'data': '0.007 {benzyl alcohol}', 'refs': [8]}, + {'data': '0.007 {Octanol}', 'refs': [8]}, + {'data': '0.033 {all-trans-retinol}', 'refs': [8]}, + {'data': '0.034 {all-trans-retinal}', 'refs': [8]}, + {'data': '0.034 {Vanillyl alcohol}', 'refs': [8]}, + {'data': '0.08 {Octanol}', 'refs': [8]}, + {'data': '0.085 {acetaldehyde}', 'refs': [8]}, + {'data': '0.84 {ethanol}', 'refs': [8]}, + {'data': '0.017 {4-oxo-retinal}', 'refs': [8]}, + {'data': '0.046 {5beta-androstan-17beta-ol-3-one}', 'refs': [8]}, + {'data': '0.33 {acetaldehyde}', 'refs': [8]}, + {'data': '0.13 {Hexanol}', 'refs': [8]}, + {'data': '0.34 {NAD+}', 'refs': [8]}, + {'data': '0.024 {3,4-dihydro-retinol}', 'refs': [8]}, + {'data': '0.035 {11-cis-retinol}', 'refs': [8]}, + {'data': '0.048 {12-hydroxydodecanoate}', 'refs': [8]}, + {'data': '9 {ethanol}', 'refs': [8]}, + {'data': '17 {Hexanol}', 'refs': [8]}, + {'data': '0.026 {3,4-dihydro-retinal}', 'refs': [8]}, + {'data': '0.63 {ethanol}', 'refs': [8]}, + {'data': '11 {Vanillyl alcohol}', 'refs': [8]}, + {'data': '1.6 {ethanol}', 'refs': [8]}, + {'data': '4.2 {ethanol}', 'refs': [8]}, + {'data': '0.016 {Octanol}', 'refs': [8]}, + {'data': '0.056 {12-Hydroxydodecanoic acid}', 'refs': [8]}, + {'data': '0.91 {Propanol}', 'refs': [8]}, + {'data': '50 {ethylene glycol}', 'refs': [8]}, + {'data': '260 {NADH}', 'refs': [8]}, + {'data': '0.047 {12-hydroxydodecanoate}', 'refs': [8]}, + {'data': '150 {methanol}', 'refs': [8]}, + {'data': '0.24 {acetaldehyde}', 'refs': [8]}, + {'data': '0.24 {butanol}', 'refs': [8]}, + {'data': '0.94 {ethanol}', 'refs': [8]}, + {'data': '10.4 {methanol}', 'refs': [8]}, + {'data': '3.4 {acetaldehyde}', 'refs': [8]}, + {'data': '6.4 {NADH}', 'refs': [8]}, + {'data': '0.044 {Pentanol}', 'refs': [8]}, + {'data': '0.058 {5beta-androstan-3beta-ol-17-one}', 'refs': [8]}, + {'data': '0.0064 {NADH}', 'refs': [8]}, + {'data': '36 {ethanol}', 'refs': [8]}, + {'data': '120 {ethanol}', 'refs': [8]}, + {'data': '120 {', 'refs': [8]}, + {'data': '7.4 {NAD+}', 'refs': [8]}, + {'data': '18 {ethanol}', 'refs': [8]}, + {'data': '23 {Cyclohexanol}', 'refs': [8]}, + {'data': '3.2 {ethanol}', 'refs': [8]}, + {'data': '27 {1-Pentanol}', 'refs': [8]}, + {'data': '210 {Cyclohexanol}', 'refs': [8]}, + {'data': '290 {ethylene glycol}', 'refs': [8]}, + {'data': '0.0074 {NAD+}', 'refs': [8]}, + {'data': '0.0087 {NAD+}', 'refs': [8]}, + {'data': '0.79 {butanol}', 'refs': [8]}, + {'data': '180 {NAD+}', 'refs': [8]}, + {'data': '310 {2-deoxy-D-ribose}', 'refs': [8]}, + {'data': '1.39 {Propanol}', 'refs': [8]}, + {'data': '0.0079 {NAD+}', 'refs': [8]}, + {'data': '105 {NADH}', 'refs': [8]}, + {'data': '560 {2-propanol}', 'refs': [8]}, + {'data': '710 {NAD+}', 'refs': [8]}, + {'data': '1.5 {ethanol}', 'refs': [8, 119]}, + {'data': '0.45 {ethanol}', 'refs': [8, 12, 127]}, + {'data': '0.18 {NAD+}', 'refs': [8, 124]}, + {'data': '0.105 {NADH}', 'refs': [8, 150]}, + {'data': '1.7 {ethanol}', 'refs': [8, 16]}, + {'data': '0.063 {NAD+}', 'refs': [8, 23]}, + {'data': '0.022 {ethanol}', 'refs': [8, 31]}, + {'data': '0.03 {all-trans-retinol}', 'refs': [8, 36]}, + {'data': '28 {ethanol}', 'refs': [8, 36]}, + {'data': '0.074 {NAD+}', 'refs': [8, 55]}, + {'data': '0.1 {12-hydroxydodecanoate}', 'refs': [8, 9]}]), + ('LO', + [{'data': 'cytosol', + 'refs': [7, 8, 24, 27, 34, 50, 61, 66, 106, 109]}]), + ('ME', + [{'data': 'Zn2+', + 'refs': [5, + 6, + 8, + 10, + 13, + 26, + 27, + 41, + 44, + 46, + 61, + 87, + 94, + 110, + 111, + 122, + 149, + 161]}, + {'data': 'Zinc', + 'refs': [5, + 8, + 9, + 12, + 14, + 18, + 36, + 41, + 42, + 43, + 46, + 55, + 68, + 79, + 103, + 104, + 105]}]), + ('MW', + [{'data': '40000', + 'refs': [1, + 8, + 9, + 10, + 36, + 42, + 53, + 79, + 80, + 92, + 106, + 109, + 112, + 131, + 132, + 153]}, + {'data': '78000', 'refs': [8]}, + {'data': '78000-85000', 'refs': [8]}, + {'data': '79000-84000', 'refs': [8]}, + {'data': '82700', 'refs': [8]}, + {'data': '42000', 'refs': [8, 23, 61, 68, 69, 70]}, + {'data': '41000', 'refs': [8, 36]}]), + ('NSP', + [{'data': 'all-trans-retinol + NAD+ = all-trans-retinal + NADH', + 'refs': [5, 8]}, + {'data': 'all-trans-retinol + NAD+ = all-trans-retinal + NADH', + 'refs': [5, 8]}, + {'data': 'ethanol + NAD+ = acetaldehyde + NADH', + 'refs': [5, 8, 10, 31, 41]}, + {'data': 'ethanol + NAD+ = acetaldehyde + NADH', + 'refs': [5, 8, 10, 31, 41]}, + {'data': 'ethanol + NAD+ = acetaldehyde + NADH', + 'refs': [5, 8, 10, 31, 41]}, + {'data': 'isobutyramide + NAD+ = ? {r}', 'refs': [8]}, + {'data': '1-butanol + NAD+ = butanal + NADH + H+', 'refs': [8]}, + {'data': '1-butanol + NAD+ = butanal + NADH + H+ {r}', + 'refs': [8]}]), + ('PHO', + [{'data': '7.5', 'refs': [3, 5, 8, 10, 46, 55, 75]}, + {'data': '8.5', 'refs': [3, 8, 18, 46, 61, 90, 128]}, + {'data': '8', + 'refs': [4, + 8, + 18, + 25, + 41, + 48, + 72, + 114, + 115, + 119, + 132, + 136, + 151]}, + {'data': '10.5', 'refs': [5, 8, 9, 20, 73, 122, 132]}, + {'data': '7.4', 'refs': [8]}, + {'data': '7-7.5', 'refs': [8]}, + {'data': '7.6', 'refs': [8]}, + {'data': '8.5-8.8', 'refs': [8]}, + {'data': '10-10.5', 'refs': [8]}, + {'data': '7', + 'refs': [8, 10, 52, 89, 122, 137, 138, 139, 163, 164]}, + {'data': '10.8', 'refs': [8, 12]}, + {'data': '10', 'refs': [8, 18, 42, 88, 124, 129, 133, 161]}, + {'data': '5.9', 'refs': [8, 29]}, + {'data': '7.3', 'refs': [8, 41]}, + {'data': '10.4', 'refs': [8, 47]}]), + ('PHR', + [{'data': '8-10.5', 'refs': [8]}, + {'data': '8-12', 'refs': [8, 31, 47]}]), + ('PHS', [{'data': '7-10.6', 'refs': [8]}]), + ('SA', + [{'data': '3.3', 'refs': [8]}, + {'data': '0.6', 'refs': [8]}, + {'data': '0.65', 'refs': [8]}, + {'data': '1.47', 'refs': [8]}, + {'data': '1.3', 'refs': [8, 9]}]), + ('SP', + [{'data': 'ethanol + NAD+ = acetaldehyde + NADH', + 'refs': [4, + 5, + 7, + 8, + 9, + 10, + 12, + 13, + 14, + 18, + 19, + 21, + 24, + 27, + 28, + 31, + 32, + 34, + 36, + 41, + 42, + 43, + 45, + 47, + 50, + 52, + 53, + 55, + 58, + 61, + 66, + 67, + 68, + 69, + 70, + 71, + 72, + 73, + 75, + 79, + 80, + 81, + 82, + 83, + 88, + 90, + 98]}, + {'data': 'ethanol + NAD+ = acetaldehyde + NADH', + 'refs': [4, + 5, + 7, + 8, + 9, + 10, + 12, + 13, + 14, + 18, + 19, + 21, + 24, + 27, + 28, + 31, + 32, + 34, + 36, + 41, + 42, + 43, + 45, + 47, + 50, + 52, + 53, + 55, + 58, + 61, + 66, + 67, + 68, + 69, + 70, + 71, + 72, + 73, + 75, + 79, + 80, + 81, + 82, + 83, + 88, + 90, + 98]}, + {'data': 'ethanol + NAD+ = acetaldehyde + NADH', + 'refs': [4, + 5, + 7, + 8, + 9, + 10, + 12, + 13, + 14, + 18, + 19, + 21, + 24, + 27, + 28, + 31, + 32, + 34, + 36, + 41, + 42, + 43, + 45, + 47, + 50, + 52, + 53, + 55, + 58, + 61, + 66, + 67, + 68, + 69, + 70, + 71, + 72, + 73, + 75, + 79, + 80, + 81, + 82, + 83, + 88, + 90, + 98]}, + {'data': 'propan-2-ol + NAD+ = acetone + NADH', + 'refs': [4, + 8, + 10, + 12, + 14, + 18, + 38, + 41, + 42, + 46, + 55, + 70, + 72, + 75, + 78]}, + {'data': 'propan-2-ol + NAD+ = acetone + NADH', + 'refs': [4, + 8, + 10, + 12, + 14, + 18, + 38, + 41, + 42, + 46, + 55, + 70, + 72, + 75, + 78]}, + {'data': 'propanol + NADH = propionaldehyde + NADH', + 'refs': [4, + 8, + 10, + 12, + 18, + 19, + 38, + 42, + 46, + 53, + 55, + 67, + 70, + 78, + 81, + 82]}, + {'data': 'propanol + NADH = propionaldehyde + NADH {}', + 'refs': [4, + 8, + 10, + 12, + 18, + 19, + 38, + 42, + 46, + 53, + 55, + 67, + 70, + 78, + 81, + 82]}, + {'data': 'butan-2-ol + NAD+ = butan-2-one + NADH', + 'refs': [4, 8, 18, 36, 38, 41, 46, 53, 70, 72, 75, 78, 82]}, + {'data': 'butan-2-ol + NAD+ = butan-2-one + NADH', + 'refs': [4, 8, 18, 36, 38, 41, 46, 53, 70, 72, 75, 78, 82]}, + {'data': 'butanol + NAD+ = butyraldehyde + NADH', + 'refs': [4, + 8, + 9, + 10, + 12, + 18, + 36, + 38, + 41, + 42, + 46, + 53, + 67, + 69, + 72, + 75, + 78, + 81, + 82, + 83]}, + {'data': 'butanol + NAD+ = butyraldehyde + NADH', + 'refs': [4, + 8, + 9, + 10, + 12, + 18, + 36, + 38, + 41, + 42, + 46, + 53, + 67, + 69, + 72, + 75, + 78, + 81, + 82, + 83]}, + {'data': '7-cis-retinol + NAD+ = 7-cis-retinal + NADH', + 'refs': [5, 8]}, + {'data': 'octanol + NAD+ = octanal + NADH', 'refs': [5, 8]}, + {'data': 'ethanol + NAD+ = acetaldehyde + NADH + H+', + 'refs': [5, + 8, + 10, + 20, + 31, + 41, + 42, + 46, + 48, + 51, + 57, + 71, + 86, + 91, + 92, + 94, + 95, + 99, + 100, + 102, + 105, + 106, + 107, + 108, + 109, + 110, + 111, + 112, + 119, + 125, + 126, + 127, + 132, + 133, + 136, + 137, + 138, + 139, + 155, + 161, + 163]}, + {'data': 'ethanol + NAD+ = acetaldehyde + NADH + H+', + 'refs': [5, + 8, + 10, + 20, + 31, + 41, + 42, + 46, + 48, + 51, + 57, + 71, + 86, + 91, + 92, + 94, + 95, + 99, + 100, + 102, + 105, + 106, + 107, + 108, + 109, + 110, + 111, + 112, + 119, + 125, + 126, + 127, + 132, + 133, + 136, + 137, + 138, + 139, + 155, + 161, + 163]}, + {'data': 'ethanol + NAD+ = acetaldehyde + NADH + H+', + 'refs': [5, + 8, + 10, + 20, + 31, + 41, + 42, + 46, + 48, + 51, + 57, + 71, + 86, + 91, + 92, + 94, + 95, + 99, + 100, + 102, + 105, + 106, + 107, + 108, + 109, + 110, + 111, + 112, + 119, + 125, + 126, + 127, + 132, + 133, + 136, + 137, + 138, + 139, + 155, + 161, + 163]}, + {'data': 'all-trans-retinol + NAD+ = all-trans-retinal + NADH', + 'refs': [5, 8, 36, 41]}, + {'data': 'all-trans-retinol + NAD+ = all-trans-retinal + NADH', + 'refs': [5, 8, 36, 41]}, + {'data': 'hexanol + NAD+ = n-hexanal + NADH', + 'refs': [5, 8, 36, 41, 42, 70, 83]}, + {'data': 'hexanol + NAD+ = n-hexanal + NADH', + 'refs': [5, 8, 36, 41, 42, 70, 83]}, + {'data': 'ethylene glycol + NAD+ = ? + NADH', + 'refs': [5, 8, 38, 69]}, + {'data': 'ethylene glycol + NAD+ = ? + NADH', + 'refs': [5, 8, 38, 69]}, + {'data': '9-cis-retinol + NAD+ = 9-cis-retinal + NADH', + 'refs': [5, 8, 41]}, + {'data': '11-cis-retinol + NAD+ = 11-cis-retinal + NADH', + 'refs': [5, 8, 41]}, + {'data': '13-cis-retinol + NAD+ = 13-cis-retinal + NADH', + 'refs': [5, 8, 41]}, + {'data': 'pentanal + NAD+ = pentanone + NADH', + 'refs': [5, 8, 41, 43, 70, 79]}, + {'data': 'methanol + NAD+ = formaldehyde + NADH + H+', + 'refs': [5, + 8, + 9, + 12, + 18, + 38, + 42, + 43, + 52, + 53, + 57, + 58, + 69, + 70, + 79, + 83, + 88, + 99, + 100, + 111]}, + {'data': 'methanol + NAD+ = formaldehyde + NADH + H+', + 'refs': [5, + 8, + 9, + 12, + 18, + 38, + 42, + 43, + 52, + 53, + 57, + 58, + 69, + 70, + 79, + 83, + 88, + 99, + 100, + 111]}, + {'data': 'methanol + NAD+ = formaldehyde + NADH + H+', + 'refs': [5, + 8, + 9, + 12, + 18, + 38, + 42, + 43, + 52, + 53, + 57, + 58, + 69, + 70, + 79, + 83, + 88, + 99, + 100, + 111]}, + {'data': 'methanol + NAD+ = formaldehyde + NADH + H+', + 'refs': [5, + 8, + 9, + 12, + 18, + 38, + 42, + 43, + 52, + 53, + 57, + 58, + 69, + 70, + 79, + 83, + 88, + 99, + 100, + 111]}, + {'data': 'benzyl alcohol + NAD+ = benzaldehyde + NADH', + 'refs': [5, 8, 9, 18, 36, 41, 46, 58, 69]}, + {'data': 'benzyl alcohol + NAD+ = benzaldehyde + NADH', + 'refs': [5, 8, 9, 18, 36, 41, 46, 58, 69]}, + {'data': 'benzyl alcohol + NAD+ = benzaldehyde + NADH', + 'refs': [5, 8, 9, 18, 36, 41, 46, 58, 69]}, + {'data': 'cyclohexanol + NAD+ = cyclohexanone + NADH', + 'refs': [5, 8, 9, 18, 36, 43, 67, 69, 78, 81, 83]}, + {'data': 'cyclohexanol + NAD+ = cyclohexanone + NADH', + 'refs': [5, 8, 9, 18, 36, 43, 67, 69, 78, 81, 83]}, + {'data': 'octan-1-ol + NAD+ = n-octanal + NADH', + 'refs': [5, 8, 9, 18, 38, 42, 43, 69, 70, 83]}, + {'data': '3-phenyl-1-propanol + NAD+ = 3-phenyl-1-propanone + ' + 'NADH {}', + 'refs': [8]}, + {'data': '3-phenyl-1-propanol + NAD+ = 3-phenyl-1-propanone + ' + 'NADH', + 'refs': [8]}, + {'data': 'isobutyl alcohol + NAD+ = ? + NADH', 'refs': [8]}, + {'data': 'isopentenyl alcohol + NAD+ = isopentanone + NADH', + 'refs': [8]}, + {'data': '16-hydroxyhexadecanoate + NAD+ = 16-oxohexadecanoic ' + 'acid + NADH', + 'refs': [8]}, + {'data': 'vanillyl alcohol + NAD+ = vanillin + NADH', + 'refs': [8]}, + {'data': 'tryptophol + NAD+ = ? + NADH', 'refs': [8]}, + {'data': '2-deoxy-D-ribose + NAD+ = ? + NADH', 'refs': [8]}, + {'data': '17beta-hydroxyetiocholan-3-one + NAD+ = ' + 'ethiocholan-3,17-dione + NADH', + 'refs': [8]}, + {'data': 'phenylalaninol + NAD+ = ? + NADH', 'refs': [8]}, + {'data': 'digitose + NAD+ = ? + NADH', 'refs': [8]}, + {'data': '3-pyridylcarbinol + NAD+ = pyridine-3-carbaldehyde + ' + 'NADH', + 'refs': [8]}, + {'data': 'trans-4-', 'refs': [8]}, + {'data': 'retinol + NAD+ = retinal + NADH', 'refs': [8]}, + {'data': '5alpha-pregnan-3beta-ol-20-one + NAD+ = ' + '5alpha-pregnan-3,20-dione + NADH', + 'refs': [8]}, + {'data': 'isobutyramide + NAD+ = ? {r}', 'refs': [8]}, + {'data': '3,4-dihydro-retinol + NAD+ = 3,4-dihydro-retinal {r}', + 'refs': [8]}, + {'data': '4-hydroxy-retinol + NAD+ = 4-oxo-retinal + NADH {r}', + 'refs': [8]}, + {'data': '5beta-cholanic acid-3-one + NADH = 5beta-cholanic ' + 'acid-3-ol + NAD+', + 'refs': [8]}, + {'data': '5beta-pregnan-3,20-dione + NADH = ?', 'refs': [8]}, + {'data': '5beta-pregnan-3beta-ol-20-one + NAD+ = ' + '5beta-pregnan-3,20-dione + NADH', + 'refs': [8]}, + {'data': 'hexanol + NAD+ = hexanal + NADH', 'refs': [8]}, + {'data': '4-methoxy-1-naphthaldehyde + NAD+ = ' + '4-methoxy-1-naphthyl alcohol + NADH + H+', + 'refs': [8]}, + {'data': '4-methoxy-1-naphthaldehyde + NADH + H+ = ' + '4-methoxynaphthalene-1-carbaldehyde + NAD+', + 'refs': [8]}, + {'data': '6-methoxy-2-naphthaldehyde + NADH + H+ = ' + '6-methoxy-2-naphthyl alcohol + NAD+', + 'refs': [8]}, + {'data': '6-methoxy-2-naphthaldehyde + NADH + H+ =', + 'refs': [8]}, + {'data': 'm-nitrobenzaldehyde + NAD+ = m-nitrobenzyl alcohol + ' + 'NADH + H+', + 'refs': [8]}, + {'data': 'n-butanol + NAD+ = butylaldehyde + NADH + H+', + 'refs': [8]}, + {'data': 'n-butanol + NAD+ = butylaldehyde + NADH + H+ {r}', + 'refs': [8]}, + {'data': 'p-nitrobenzaldehyde + NADH + H+ = p-nitrobenzyl ' + 'alcohol + NAD+', + 'refs': [8]}, + {'data': 'retinal + NADH + H+ = retinol + NAD+', 'refs': [8]}, + {'data': '4-methoxy-1-naphthaldehyde + NAD+ = ' + '4-methoxy-1-naphthol + NADH + H+', + 'refs': [8]}, + {'data': '4-nitrosodimethylaniline + NAD+ = ? + NADH + H+', + 'refs': [8]}, + {'data': '6-methoxy-2-naphthaldehyde + NADH + H+ = ' + '6-methoxy-2-naphtol + NAD+', + 'refs': [8]}, + {'data': 'n-butanol + NAD+ = n-butanal + NADH', 'refs': [8, 10]}, + {'data': 'n-butanol + NAD+ = n-butanal + NADH {r}', + 'refs': [8, 10]}, + {'data': 'benzyl alcohol + NAD+ = benzaldehyde + NADH + H+', + 'refs': [8, + 10, + 41, + 46, + 47, + 57, + 71, + 95, + 96, + 105, + 112, + 113, + 119, + 132, + 142]}, + {'data': 'benzyl alcohol + NAD+ = benzaldehyde + NADH + H+', + 'refs': [8, + 10, + 41, + 46, + 47, + 57, + 71, + 95, + 96, + 105, + 112, + 113, + 119, + 132, + 142]}, + {'data': 'cyclohexanone + NADH + H+ = cyclohexanol + NAD+', + 'refs': [8, 124, 143]}, + {'data': 'cyclohexanone + NADH + H+ = cyclohexanol + NAD+', + 'refs': [8, 124, 143]}, + {'data': '3-nitrobenzaldehyde + NADH + H+ = 3-nitrobenzyl ' + 'alcohol + NAD+', + 'refs': [8, 128]}, + {'data': '3-nitrobenzaldehyde + NADH + H+ = 3-nitrobenzyl ' + 'alcohol + NAD+', + 'refs': [8, 128]}, + {'data': '1-butanol + NAD+ = butanal + NADH + H+', + 'refs': [8, + 31, + 48, + 57, + 92, + 96, + 98, + 105, + 110, + 111, + 112, + 127, + 132, + 161]}, + {'data': '1-butanol + NAD+ = butanal + NADH + H+', + 'refs': [8, + 31, + 48, + 57, + 92, + 96, + 98, + 105, + 110, + 111, + 112, + 127, + 132, + 161]}, + {'data': '5beta-androstan-3beta-ol-17-one + NAD+ = ' + '5beta-androstan-3,17-dione + NADH', + 'refs': [8, 41]}, + {'data': '5beta-androstan-17beta-ol-3-one + NAD+ = ' + '5beta-androstan-3,17-dione + NADH', + 'refs': [8, 41]}, + {'data': 'octan-2-ol + NAD+ = octan-2-one + NADH', + 'refs': [8, 41, 70, 78]}, + {'data': 'furfuryl alcohol + NAD+ = furfural + NADH', + 'refs': [8, 42]}, + {'data': 'furfuryl alcohol + NAD+ = furfural + NADH', + 'refs': [8, 42]}, + {'data': '5alpha-androstan-17beta-ol-3-one + NADH + H+ = ' + '3beta,17beta-dihydroxy-5alpha-androstan + NAD+ {}', + 'refs': [8, 9]}, + {'data': '5alpha-androstan-17beta-ol-3-one + NADH + H+ = ' + '3beta,17beta-dihydroxy-5alpha-androstan + NAD+', + 'refs': [8, 9]}, + {'data': 'm-nitrobenzaldehyde + NADH + H+ = m-nitrobenzyl ' + 'alcohol + NAD+', + 'refs': [8, 9]}, + {'data': 'm-nitrobenzaldehyde + NADH + H+ = m-nitrobenzyl ' + 'alcohol + NAD+', + 'refs': [8, 9]}, + {'data': 'pentanol + NAD+ = n-pentanal + NADH', + 'refs': [8, 9, 12, 18, 19, 38, 42, 67, 68, 69, 78, 81]}, + {'data': '12-hydroxydodecanoate + NAD+ = 12-oxododecanoic acid ' + '+ NADH', + 'refs': [8, 9, 36, 69]}, + {'data': '12-hydroxydodecanoate + NAD+ = 12-oxododecanoic acid ' + '+ NADH', + 'refs': [8, 9, 36, 69]}, + {'data': 'octanal + NADH + H+ = octanol + NAD+', + 'refs': [8, 9, 69]}]), + ('ST', + [{'data': 'liver', + 'refs': [1, + 2, + 5, + 8, + 9, + 12, + 36, + 41, + 43, + 53, + 59, + 69, + 73, + 79, + 80, + 83, + 106, + 130, + 131]}, + {'data': 'hepatocyte', 'refs': [5, 8]}, + {'data': 'retina', 'refs': [5, 8]}, + {'data': 'stomach', 'refs': [5, 8, 9, 84]}, + {'data': 'skin', 'refs': [8]}, + {'data': 'hepatoma cell', 'refs': [8]}, + {'data': 'serum', 'refs': [8]}, + {'data': 'adenocarcinoma cell', 'refs': [8]}, + {'data': 'aorta', 'refs': [8]}, + {'data': 'esophagus', 'refs': [8]}, + {'data': 'blood serum', 'refs': [8]}, + {'data': 'colorectum', 'refs': [8]}, + {'data': 'cervical cancer cell', 'refs': [8]}, + {'data': 'pancreas', 'refs': [8, 9]}, + {'data': 'uterus', 'refs': [8, 9]}, + {'data': 'kidney', 'refs': [8, 9]}, + {'data': 'lung', 'refs': [8, 9]}, + {'data': 'cornea', 'refs': [8, 9]}, + {'data': 'testis', 'refs': [8, 9, 36]}]), + ('SU', + [{'data': '?', + 'refs': [1, + 8, + 14, + 15, + 24, + 25, + 31, + 73, + 80, + 85, + 98, + 103, + 104, + 126, + 131, + 149, + 151, + 153, + 158]}, + {'data': 'dimer', + 'refs': [3, + 4, + 5, + 8, + 9, + 10, + 12, + 16, + 18, + 19, + 20, + 21, + 26, + 36, + 41, + 42, + 44, + 45, + 46, + 53, + 61, + 67, + 68, + 69, + 72, + 75, + 78, + 79, + 81, + 88, + 100, + 149, + 161]}, + {'data': 'More', 'refs': [8, 27, 48, 124]}]), + ('SY', + [{'data': 'alcohol dehydrogenase 1', 'refs': [5, 8, 10]}, + {'data': 'ADH', + 'refs': [5, + 8, + 10, + 13, + 27, + 37, + 41, + 46, + 61, + 71, + 87, + 88, + 91, + 95, + 105, + 108, + 111, + 112, + 125, + 126, + 166]}, + {'data': 'ALDH', 'refs': [8]}, + {'data': 'ADH1C*1', 'refs': [8]}, + {'data': 'ADH1C*2', 'refs': [8]}, + {'data': 'aldehyde dehydrogenase', 'refs': [8]}, + {'data': 'class III ADH', 'refs': [8]}, + {'data': 'class I ADH', 'refs': [8]}, + {'data': 'class II ADH', 'refs': [8]}, + {'data': 'class IV ADH', 'refs': [8]}, + {'data': 'ADH1B', 'refs': [8]}, + {'data': 'ADH1', 'refs': [8, 10, 96, 98, 113, 114, 136, 162]}, + {'data': 'ADH4', 'refs': [8, 102, 104, 109, 139]}]), + ('TN', + [{'data': '0.55 {all-trans-retinal}', 'refs': [8]}, + {'data': '0.4 {all-trans-retinol}', 'refs': [8]}, + {'data': '8 {Pentanol}', 'refs': [8]}, + {'data': '0.7 {ethanol}', 'refs': [8]}, + {'data': '0.7 {butanol}', 'refs': [8]}, + {'data': '0.9 {all-trans-retinol}', 'refs': [8]}, + {'data': '0.04 {Octanol}', 'refs': [8]}, + {'data': '16 {Pentanol}', 'refs': [8]}, + {'data': '2.5 {ethanol}', 'refs': [8]}, + {'data': '2.5 {3,4-dihydro-retinol}', 'refs': [8]}, + {'data': '6.17 {16-hydroxyhexadecanoate}', 'refs': [8]}, + {'data': '20 {4-oxo-retinal}', 'refs': [8]}, + {'data': '4 {ethanol}', 'refs': [8]}, + {'data': '4 {12-hydroxydodecanoate}', 'refs': [8]}, + {'data': '0.11 {retinol}', 'refs': [8]}, + {'data': '3.83 {ethanol}', 'refs': [8]}, + {'data': '4.33 {Octanol}', 'refs': [8]}, + {'data': '0.167 {ethanol}', 'refs': [8]}, + {'data': '0.167 {4-oxo-retinal}', 'refs': [8]}, + {'data': '0.183 {1-Pentanol}', 'refs': [8]}, + {'data': '0.583 {Cyclohexanol}', 'refs': [8]}, + {'data': '0.75 {2-propanol}', 'refs': [8]}, + {'data': '0.75 {ethylene glycol}', 'refs': [8]}, + {'data': '2.83 {1-Octanol}', 'refs': [8]}, + {'data': '2.83 {2-deoxy-D-ribose}', 'refs': [8]}, + {'data': '2.83 {4-hydroxy-retinol}', 'refs': [8]}, + {'data': '7.5 {3-Phenyl-1-propanol}', 'refs': [8]}, + {'data': '3.33 {octanal}', 'refs': [8]}, + {'data': '7.33 {Octanol}', 'refs': [8]}, + {'data': '0.333 {12-Hydroxydodecanoic acid}', 'refs': [8]}, + {'data': '2.17 {', 'refs': [8]}, + {'data': '0.018 {all-trans-retinal}', 'refs': [8]}, + {'data': '0.092 {4-hydroxy-retinol}', 'refs': [8]}, + {'data': '0.25 {all-trans-retinol}', 'refs': [8]}, + {'data': '0.667 {Pentanol}', 'refs': [8]}, + {'data': '0.038 {Octanol}', 'refs': [8]}, + {'data': '2.95 {12-hydroxydodecanoate}', 'refs': [8]}, + {'data': '8.33 {Octanol}', 'refs': [8]}, + {'data': '9.17 {benzyl alcohol}', 'refs': [8]}, + {'data': '0.22 {3,4-dihydro-retinal}', 'refs': [8]}, + {'data': '4.67 {benzyl alcohol}', 'refs': [8]}, + {'data': '17.2 {Propanol}', 'refs': [8]}, + {'data': '0.245 {Pentanol}', 'refs': [8]}, + {'data': '0.717 {NAD+}', 'refs': [8]}, + {'data': '1.83 {all-trans-retinal}', 'refs': [8]}, + {'data': '1.83 {tryptophol}', 'refs': [8]}, + {'data': '0.102 {methanol}', 'refs': [8]}, + {'data': '0.467 {Vanillyl alcohol}', 'refs': [8]}, + {'data': '0.683 {3-Pyridylcarbinol}', 'refs': [8]}, + {'data': '1.22 {3,4-dihydro-retinal}', 'refs': [8]}, + {'data': '3.03 {12-hydroxydodecanoate}', 'refs': [8]}, + {'data': '7.83 {ethanol}', 'refs': [8]}, + {'data': '7.83 {4-oxo-retinal}', 'refs': [8]}, + {'data': '8.67 {Vanillyl alcohol}', 'refs': [8]}, + {'data': '10.2 {ethanol}', 'refs': [8]}, + {'data': '19.5 {Hexanol}', 'refs': [8]}, + {'data': '30.7 {ethanol}', 'refs': [8]}, + {'data': '34.8 {butanol}', 'refs': [8]}, + {'data': '0.175 {ethanol}', 'refs': [8]}, + {'data': '0.028 {all-trans-retinol}', 'refs': [8]}, + {'data': '0.087 {retinol}', 'refs': [8]}, + {'data': '34.2 {4-hydroxy-retinol}', 'refs': [8]}, + {'data': '0.088 {3,4-dihydro-retinol}', 'refs': [8]}]), + ('TO', + [{'data': '25', 'refs': [5, 8, 10, 25, 40, 61]}, + {'data': '30-37', 'refs': [8, 41]}]), + ('TS', [{'data': '23', 'refs': [8]}]), + ('references', + {1: {'info': 'Talbot, B.G.; Qureshi, A.A.; Cohen, R.; Thirion, ' + 'J.P.: Purification and properties of two distinct ' + 'groups of ADH isozymes from Chinese hamster liver. 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