Record Information
Version1.0
Created at2020-04-17 18:40:26 UTC
Updated at2020-11-18 16:38:47 UTC
CannabisDB IDCDB004823
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameNADPH
DescriptionNADPH is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
Synonyms
ValueSource
Dihydronicotinamide-adenine dinucleotide phosphateChEBI
NADPH dihydro-nicotinamide-adenine-dinucleotide phosphATEChEBI
Reduced nicotinamide adenine dinucleotide phosphateChEBI
Reduced nicotinamide-adenine dinucleotide phosphateChEBI
TPNHChEBI
Dihydronicotinamide-adenine dinucleotide phosphoric acidGenerator
NADPH dihydro-nicotinamide-adenine-dinucleotide phosphoric acidGenerator
Reduced nicotinamide adenine dinucleotide phosphoric acidGenerator
Reduced nicotinamide-adenine dinucleotide phosphoric acidGenerator
Nadph dihydro-nicotinamide-adenine-dinucleotidephosphoric acidGenerator
Coenzyme IIMeSH
Dinucleotide phosphate, nicotinamide-adenineMeSH
NADPMeSH
Nicotinamide adenine dinucleotide phosphateMeSH
Nicotinamide-adenine dinucleotide phosphateMeSH
Nucleotide, triphosphopyridineMeSH
Phosphate, nicotinamide-adenine dinucleotideMeSH
Triphosphopyridine nucleotideMeSH
NADPHHMDB
Nicotinamide-adenine dinucleotide phosphate, reducedHMDB
Reduced triphosphopyridine nucleotideHMDB
Triphosphopyridine nucleotide, reducedHMDB
beta-NADPHHMDB
beta-Nicotinamide-adenine-dinucleotide-phosphoric acidHMDB
beta-TPNHHMDB
β-NADPHHMDB
β-Nicotinamide-adenine-dinucleotide-phosphoric acidHMDB
β-TPNHHMDB
Chemical FormulaC21H30N7O17P3
Average Molecular Weight745.42
Monoisotopic Molecular Weight745.0911
IUPAC Name{[(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-[({[({[(2R,3S,4R,5R)-5-(3-carbamoyl-1,4-dihydropyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid
Traditional Namenadph
CAS Registry Number53-57-6
SMILES
NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O
InChI Identifier
InChI=1S/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChI KeyACFIXJIJDZMPPO-NNYOXOHSSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
Class(5'->5')-dinucleotides
Sub ClassNot Available
Direct Parent(5'->5')-dinucleotides
Alternative Parents
Substituents
  • (5'->5')-dinucleotide
  • Purine nucleotide sugar
  • Purine ribonucleoside 2',5'-bisphosphate
  • Purine ribonucleoside bisphosphate
  • Purine ribonucleoside diphosphate
  • Nicotinamide-nucleotide
  • Pentose phosphate
  • Pentose-5-phosphate
  • N-glycosyl compound
  • Glycosyl compound
  • N-substituted nicotinamide
  • Monosaccharide phosphate
  • Organic pyrophosphate
  • 6-aminopurine
  • Imidazopyrimidine
  • Dihydropyridinecarboxylic acid derivative
  • Purine
  • Dihydropyridine
  • Monoalkyl phosphate
  • Aminopyrimidine
  • N-substituted imidazole
  • Phosphoric acid ester
  • Hydropyridine
  • Alkyl phosphate
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Imidolactam
  • Pyrimidine
  • Azole
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Imidazole
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Carboximidic acid
  • Carboximidic acid derivative
  • Enamine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxide
  • Amine
  • Organic oxygen compound
  • Primary amine
  • Alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.1ALOGPS
logP-6.4ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)0.66ChemAxon
pKa (Strongest Basic)4ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area364.15 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity153.87 m³·mol⁻¹ChemAxon
Polarizability63.54 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-02tj-1838493720-b38b37650e8976905bb0Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0a4r-0841393100-6e4cbc8ac576e3e8b195Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0550-2694875730-0dc522520957880672cbSpectrum
MS/MSLC-MS/MS Spectrum - QTOF 15V, negativesplash10-0006-0000000900-1448a5a4a9a9ec30bc1dSpectrum
MS/MSLC-MS/MS Spectrum - QTOF 17V, negativesplash10-0006-0000000900-84c6720ae2b6d0d9ca35Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 20V, negativesplash10-0006-0000100900-4ddda02ddc90d193fba1Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 23V, negativesplash10-0006-0000201900-cbb70a91b1ac1fcb6e18Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 25V, negativesplash10-0006-0001301900-2ec6727d0b32f09b91b6Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 27V, negativesplash10-0006-0101502900-1d110f57242fe6b3d4ebSpectrum
MS/MSLC-MS/MS Spectrum - QTOF 30V, negativesplash10-054o-1213903700-aa4ca72e492f0f0b7f75Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 33V, negativesplash10-0a6u-1313903400-9a6e4df99ff5a68effeaSpectrum
MS/MSLC-MS/MS Spectrum - QTOF 35V, negativesplash10-0a6r-1324903300-069588f3537afa016ac8Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 40V, negativesplash10-0a6r-3535903000-746e661fe41dfe08b6d1Spectrum
MS/MSLC-MS/MS Spectrum - QTOF 45V, negativesplash10-0a6r-5946701000-9407142d1340518483bfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0921103300-a94dc77e4683c53f1e1cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0901000000-5fcc7bc2ff00254e837aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-0920000000-91a94a0d16f7db6907e1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0036-6900111800-7f73a4ecf431645a13cfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003r-3901000000-b9bf964190caf0afebdeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-057i-6900000000-f6e201cd60ed9314f31aSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
2D NMR[1H,1H] 2D NMR SpectrumSpectrum
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Fatty acid synthaseFASN17q25P49327 details
Methylmalonate-semialdehyde dehydrogenase [acylating], mitochondrialALDH6A114q24.3Q02252 details
Aldo-keto reductase family 1 member C4AKR1C410p15.1P17516 details
Carbonyl reductase [NADPH] 1CBR121q22.13P16152 details
Dehydrogenase/reductase SDR family member 4DHRS414q11.2Q9BTZ2 details
Carbonyl reductase [NADPH] 3CBR321q22.2O75828 details
Aldose reductaseAKR1B17q35P15121 details
Thioredoxin reductase 1, cytoplasmicTXNRD112q23-q24.1Q16881 details
Lathosterol oxidaseSC5DL11q23.3O75845 details
Dimethylaniline monooxygenase [N-oxide-forming] 5FMO51q21.1P49326 details
Heme oxygenase 2HMOX216p13.3P30519 details
Squalene monooxygenaseSQLE8q24.1Q14534 details
Dimethylaniline monooxygenase [N-oxide-forming] 2FMO21q24.3Q99518 details
Delta-1-pyrroline-5-carboxylate dehydrogenase, mitochondrialALDH4A11p36P30038 details
Thioredoxin reductase 2, mitochondrialTXNRD222q11.21Q9NNW7 details
Dimethylaniline monooxygenase [N-oxide-forming] 4FMO41q24.3P31512 details
Dimethylaniline monooxygenase [N-oxide-forming] 3FMO31q24.3P31513 details
NADPH--cytochrome P450 reductasePOR7q11.2P16435 details
Dimethylaniline monooxygenase [N-oxide-forming] 1FMO11q24.3Q01740 details
Methylenetetrahydrofolate reductaseMTHFR1p36.3P42898 details
Glutathione reductase, mitochondrialGSR8p21.1P00390 details
Heme oxygenase 1HMOX122q13.1P09601 details
NADPH:adrenodoxin oxidoreductase, mitochondrialFDXR17q24-q25P22570 details
Squalene synthaseFDFT18p23.1-p22P37268 details
Delta(14)-sterol reductaseTM7SF211q13O76062 details
Methylsterol monooxygenase 1MSMO14q32-q34Q15800 details
Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylatingNSDHLXq28Q15738 details
Lanosterol 14-alpha demethylaseCYP51A17q21.2Q16850 details
4-trimethylaminobutyraldehyde dehydrogenaseALDH9A11q23.1P49189 details
Aldehyde dehydrogenase, dimeric NADP-preferringALDH3A117p11.2P30838 details
Alpha-aminoadipic semialdehyde dehydrogenaseALDH7A15q31P49419 details
Aldehyde dehydrogenase family 1 member A3ALDH1A315q26.3P47895 details
Aldehyde dehydrogenase, mitochondrialALDH212q24.2P05091 details
Fatty aldehyde dehydrogenaseALDH3A217p11.2P51648 details
Aldehyde dehydrogenase X, mitochondrialALDH1B19p11.1P30837 details
Pyrroline-5-carboxylate reductase 1, mitochondrialPYCR117q25.3P32322 details
Pyrroline-5-carboxylate reductase 2PYCR21q42.12Q96C36 details
L-xylulose reductaseDCXR17q25.3Q7Z4W1 details
Glucose-6-phosphate 1-dehydrogenaseG6PDXq28P11413 details
Aldo-keto reductase family 1 member C3AKR1C310p15-p14P42330 details
Aldo-keto reductase family 1 member C1AKR1C110p15-p14Q04828 details
Aldo-keto reductase family 1 member C2AKR1C210p15-p14P52895 details
Glyoxylate reductase/hydroxypyruvate reductaseGRHPR9q12Q9UBQ7 details
Methionine synthase reductaseMTRR5p15.31Q9UBK8 details
Sepiapterin reductaseSPR2p14-p12P35270 details
Estradiol 17-beta-dehydrogenase 2HSD17B216q24.1-q24.2P37059 details
Estradiol 17-beta-dehydrogenase 8HSD17B86p21.3Q92506 details
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenaseDHDH19q13.3Q9UQ10 details
Cholesterol 7-alpha-monooxygenaseCYP7A18q11-q12P22680 details
Alcohol dehydrogenase [NADP(+)]AKR1A11p33-p32P14550 details
Aldehyde dehydrogenase family 3 member B2ALDH3B211q13P48448 details
Aldehyde dehydrogenase family 3 member B1ALDH3B111q13P43353 details
Dihydropteridine reductaseQDPR4p15.31P09417 details
7-dehydrocholesterol reductaseDHCR711q13.4Q9UBM7 details
3-oxo-5-beta-steroid 4-dehydrogenaseAKR1D17q32-q33P51857 details
Glutamate dehydrogenase 2, mitochondrialGLUD2Xq24-q25P49448 details
GMP reductase 2GMPR214q12Q9P2T1 details
GMP reductase 1GMPR6p23P36959 details
Glyceraldehyde-3-phosphate dehydrogenase, testis-specificGAPDHS19q13.12O14556 details
Glutamate dehydrogenase 1, mitochondrialGLUD110q23.3P00367 details
Glyceraldehyde-3-phosphate dehydrogenaseGAPDH12p13P04406 details
3-oxo-5-alpha-steroid 4-dehydrogenase 2SRD5A22p23P31213 details
3-oxo-5-alpha-steroid 4-dehydrogenase 1SRD5A15p15P18405 details
Biliverdin reductase ABLVRA7p13P53004 details
Flavin reductase (NADPH)BLVRB19q13.1-q13.2P30043 details
Corticosteroid 11-beta-dehydrogenase isozyme 2HSD11B216q22P80365 details
Corticosteroid 11-beta-dehydrogenase isozyme 1HSD11B11q32-q41P28845 details
Dihydropyrimidine dehydrogenase [NADP(+)]DPYD1p22Q12882 details
Alcohol dehydrogenase class-3ADH54q23P11766 details
Alcohol dehydrogenase 1BADH1B4q23P00325 details
Alcohol dehydrogenase class 4 mu/sigma chainADH74q23-q24P40394 details
Alcohol dehydrogenase 1AADH1A4q23P07327 details
Alcohol dehydrogenase 6ADH64q23P28332 details
Alcohol dehydrogenase 1CADH1C4q23P00326 details
Dihydrofolate reductaseDHFR5q11.2-q13.2P00374 details
Testosterone 17-beta-dehydrogenase 3HSD17B39q22P37058 details
Estradiol 17-beta-dehydrogenase 1HSD17B117q11-q21P14061 details
3-keto-steroid reductaseHSD17B71q23P56937 details
Alpha-aminoadipic semialdehyde synthase, mitochondrialAASS7q31.3Q9UDR5 details
Delta-1-pyrroline-5-carboxylate synthaseALDH18A110q24.3P54886 details
Isocitrate dehydrogenase [NADP], mitochondrialIDH215q26.1P48735 details
Isocitrate dehydrogenase [NADP] cytoplasmicIDH12q33.3O75874 details
3-hydroxy-3-methylglutaryl-coenzyme A reductaseHMGCR5q13.3-q14P04035 details
NAD(P) transhydrogenase, mitochondrialNNT5p12Q13423 details
C-1-tetrahydrofolate synthase, cytoplasmicMTHFD114q24P11586 details
GDP-L-fucose synthaseTSTA38q24.3Q13630 details
Nitric oxide synthase, inducibleNOS217q11.2-q12P35228 details
Nitric oxide synthase, brainNOS112q24.2-q24.31P29475 details
Nitric oxide synthase, endothelialNOS37q36P29474 details
Cytosolic 10-formyltetrahydrofolate dehydrogenaseALDH1L13q21.3O75891 details
Cysteine dioxygenase type 1CDO15q23.2Q16878 details
Trans-2-enoyl-CoA reductase, mitochondrialMECR1p35.3Q9BV79 details
Peroxisomal trans-2-enoyl-CoA reductasePECR2q35Q9BY49 details
Leukotriene-B(4) omega-hydroxylase 1CYP4F219p13.12P78329 details
Leukotriene-B(4) omega-hydroxylase 2CYP4F319p13.2Q08477 details
Sterol 26-hydroxylase, mitochondrialCYP27A12q33-qterQ02318 details
6-phosphogluconate dehydrogenase, decarboxylatingPGD1p36.22P52209 details
2,4-dienoyl-CoA reductase, mitochondrialDECR18q21.3Q16698 details
Quinone oxidoreductaseCRYZ1p31.1Q08257 details
25-hydroxyvitamin D-1 alpha hydroxylase, mitochondrialCYP27B112q13.1-q13.3O15528 details
Steroid 17-alpha-hydroxylase/17,20 lyaseCYP17A110q24.3P05093 details
Peroxisomal 2,4-dienoyl-CoA reductaseDECR216p13.3Q9NUI1 details
Neutrophil cytosol factor 2NCF21q25P19878 details
Neutrophil cytosol factor 4NCF422q13.1Q15080 details
25-hydroxycholesterol 7-alpha-hydroxylaseCYP7B18q21.3O75881 details
NAD(P)H dehydrogenase [quinone] 1NQO116q22.1P15559 details
Glutaredoxin-1GLRX5q14P35754 details
1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrialCYP24A120q13Q07973 details
Putative dimethylaniline monooxygenase [N-oxide-forming] 6FMO6PO60774 details
Delta(24)-sterol reductaseDHCR241p32.3Q15392 details
Neutrophil cytosol factor 1NCF1P14598 details
Kynurenine 3-monooxygenaseKMO1q42-q44O15229 details
Dehydrogenase/reductase SDR family member 9DHRS92q31.1Q9BPW9 details
Vitamin D 25-hydroxylaseCYP2R111p15.2Q6VVX0 details
17-beta-hydroxysteroid dehydrogenase type 6HSD17B612q13O14756 details
Pyrroline-5-carboxylate reductase 3PYCRL8q24.3Q53H96 details
Retinol dehydrogenase 12RDH1214q24.1Q96NR8 details
3-ketodihydrosphingosine reductaseKDSR18q21.3Q06136 details
Dual oxidase 2DUOX215q15.3Q9NRD8 details
Aflatoxin B1 aldehyde reductase member 2AKR7A21p36.13O43488 details
3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 2HSD3B21p13.1P26439 details
Cholesterol 24-hydroxylaseCYP46A114q32.1Q9Y6A2 details
Retinol dehydrogenase 8RDH819p13.2Q9NYR8 details
Retinol dehydrogenase 14RDH142p24.2Q9HBH5 details
Retinol dehydrogenase 11RDH1114q24.1Q8TC12 details
24-hydroxycholesterol 7-alpha-hydroxylaseCYP39A16p21.1-p11.2Q9NYL5 details
7-alpha-hydroxycholest-4-en-3-one 12-alpha-hydroxylaseCYP8B13p22.1Q9UNU6 details
Retinol dehydrogenase 10RDH108q21.11Q8IZV5 details
Dual oxidase 1DUOX115q15.3Q9NRD9 details
Thioredoxin reductase 3TXNRD33q21.3Q86VQ6 details
Mitochondrial 10-formyltetrahydrofolate dehydrogenaseALDH1L212q23.3Q3SY69 details
Fatty acyl-CoA reductase 1FAR111p15.2Q8WVX9 details
Fatty acyl-CoA reductase 2FAR212p11.22Q96K12 details
Putative uncharacterized protein DKFZp686B0215DKFZp686B0215Q5HYI4 details
Monofunctional C1-tetrahydrofolate synthase, mitochondrialMTHFD1L6q25.1Q6UB35 details
Acyl-CoA synthetase family member 4AASDH4q12Q4L235 details
Aminoadipate-semialdehyde synthaseAASS7q31.3A4D0W4 details
Putative uncharacterized protein PGDPGD1p36.3-p36.13A9Z1X1 details
Cytochrome P450, family 1, subfamily A, polypeptide 1CYP1A115q24.1A0N0X8 details
NADPH oxidase 5NOX515q23Q96PH1 details
NADPH oxidase 3NOX36q25.3Q9HBY0 details
Protein-methionine sulfoxide oxidase MICAL1MICAL16q21Q8TDZ2 details
Protein-methionine sulfoxide oxidase MICAL2MICAL211p15.3O94851 details
Protein-methionine sulfoxide oxidase MICAL3MICAL322q11.21Q7RTP6 details
NADPH oxidase 4NOX411q14.2-q21Q9NPH5 details
Iodotyrosine dehalogenase 1IYD6q25.1Q6PHW0 details
Peroxisomal coenzyme A diphosphatase NUDT7NUDT716q23.1P0C024 details
Estradiol 17-beta-dehydrogenase 12HSD17B1211p11.2Q53GQ0 details
Prostaglandin reductase 2PTGR214q24.3Q8N8N7 details
Short-chain dehydrogenase/reductase 3DHRS31p36.1O75911 details
Oxidoreductase HTATIP2HTATIP211p15.1Q9BUP3 details
Putative neutrophil cytosol factor 1BNCF1B7q11.23A6NI72 details
Putative neutrophil cytosol factor 1CNCF1C7q11.23A8MVU1 details
NADPH oxidase activator 1NOXA19q34.3Q86UR1 details
Polyprenol reductaseSRD5A34q12Q9H8P0 details
Very-long-chain enoyl-CoA reductaseTECR19p13.12Q9NZ01 details
Cytochrome P450, family 21, subfamily A, polypeptide 2CYP21A26p21.3Q08AG9 details
NOS1 mutantNOS112q24.2-q24.31B3VK56 details
L-aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferaseAASDHPPT11q22Q9NRN7 details
Aldo-keto reductase family 1 member B10AKR1B10O60218 details
1,5-anhydro-D-fructose reductaseAKR1E210p15.1Q96JD6 details
Steroid 21-hydroxylaseCYP21A26p21.3P08686 details
Dihydrofolate reductase, mitochondrialDHFRL13q11.1Q86XF0 details
ATP-dependent (S)-NAD(P)H-hydrate dehydrataseCARKD13q34Q8IW45 details
Transporters
Protein NameGene NameLocusUniprot IDDetails
Fatty acid synthaseFASN17q25P49327 details
Aldo-keto reductase family 1 member C4AKR1C410p15.1P17516 details
Nitric oxide synthase, inducibleNOS217q11.2-q12P35228 details
Cytosolic 10-formyltetrahydrofolate dehydrogenaseALDH1L13q21.3O75891 details
Mitochondrial 10-formyltetrahydrofolate dehydrogenaseALDH1L212q23.3Q3SY69 details
Acyl-CoA synthetase family member 4AASDH4q12Q4L235 details
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Fatty acid synthaseFASN17q25P49327 details
Lathosterol oxidaseSC5DL11q23.3O75845 details
Heme oxygenase 2HMOX216p13.3P30519 details
NADPH--cytochrome P450 reductasePOR7q11.2P16435 details
Heme oxygenase 1HMOX122q13.1P09601 details
Methylsterol monooxygenase 1MSMO14q32-q34Q15800 details
Lanosterol 14-alpha demethylaseCYP51A17q21.2Q16850 details
Cytochrome P450 4A11CYP4A111p33Q02928 details
Methionine synthase reductaseMTRR5p15.31Q9UBK8 details
Cholesterol 7-alpha-monooxygenaseCYP7A18q11-q12P22680 details
GMP reductase 2GMPR214q12Q9P2T1 details
GMP reductase 1GMPR6p23P36959 details
Biliverdin reductase ABLVRA7p13P53004 details
Dihydropyrimidine dehydrogenase [NADP(+)]DPYD1p22Q12882 details
Alcohol dehydrogenase class-3ADH54q23P11766 details
Alcohol dehydrogenase 1BADH1B4q23P00325 details
Alcohol dehydrogenase class 4 mu/sigma chainADH74q23-q24P40394 details
Alcohol dehydrogenase 1AADH1A4q23P07327 details
Alcohol dehydrogenase 6ADH64q23P28332 details
Alcohol dehydrogenase 1CADH1C4q23P00326 details
NADP-dependent malic enzymeME16q12P48163 details
NADP-dependent malic enzyme, mitochondrialME311cen-q22.3Q16798 details
NAD-dependent malic enzyme, mitochondrialME218q21P23368 details
Isocitrate dehydrogenase [NADP], mitochondrialIDH215q26.1P48735 details
Isocitrate dehydrogenase [NADP] cytoplasmicIDH12q33.3O75874 details
Nitric oxide synthase, inducibleNOS217q11.2-q12P35228 details
Nitric oxide synthase, brainNOS112q24.2-q24.31P29475 details
Nitric oxide synthase, endothelialNOS37q36P29474 details
Cysteine dioxygenase type 1CDO15q23.2Q16878 details
Trans-2-enoyl-CoA reductase, mitochondrialMECR1p35.3Q9BV79 details
Leukotriene-B(4) omega-hydroxylase 1CYP4F219p13.12P78329 details
Leukotriene-B(4) omega-hydroxylase 2CYP4F319p13.2Q08477 details
Cytochrome P450 3A4CYP3A47q21.1P08684 details
Cytochrome P450 2C9CYP2C910q24P11712 details
Sterol 26-hydroxylase, mitochondrialCYP27A12q33-qterQ02318 details
Cytochrome P450 2C19CYP2C1910q24P33261 details
Quinone oxidoreductaseCRYZ1p31.1Q08257 details
25-hydroxyvitamin D-1 alpha hydroxylase, mitochondrialCYP27B112q13.1-q13.3O15528 details
Steroid 17-alpha-hydroxylase/17,20 lyaseCYP17A110q24.3P05093 details
Cytochrome P450 2E1CYP2E110q24.3-qterP05181 details
Cytochrome P450 4F11CYP4F1119p13.1Q9HBI6 details
Cytochrome P450 3A43CYP3A437q21.1Q9HB55 details
Cytochrome P450 1B1CYP1B12p22.2Q16678 details
Cytochrome P450 2C18CYP2C1810q24P33260 details
Cytochrome P450 2F1CYP2F119q13.2P24903 details
Cytochrome P450 4X1CYP4X11Q8N118 details
Cytochrome P450 2B6CYP2B619q13.2P20813 details
Cytochrome P450 3A5CYP3A57q21.1P20815 details
Cytochrome P450 1A1CYP1A115q24.1P04798 details
Cytochrome P450 2A13CYP2A1319q13.2Q16696 details
Cytochrome P450 3A7CYP3A77q21-q22.1P24462 details
Cytochrome P450 4B1CYP4B11p34-p12P13584 details
Cytochrome P450 4Z1CYP4Z11p33Q86W10 details
Cytochrome P450 1A2CYP1A215q24.1P05177 details
Cytochrome P450 19A1CYP19A115q21.1P11511 details
Cytochrome P450 2C8CYP2C810q23.33P10632 details
Cytochrome P450 2S1CYP2S119q13.1Q96SQ9 details
Cytochrome P450 4F8CYP4F819p13.1P98187 details
Cytochrome P450 2J2CYP2J21p31.3-p31.2P51589 details
Cytochrome P450 2A7CYP2A719q13.2P20853 details
Cytochrome P450 2A6CYP2A619q13.2P11509 details
25-hydroxycholesterol 7-alpha-hydroxylaseCYP7B18q21.3O75881 details
Ubiquinone biosynthesis protein COQ7 homologCOQ7Q99807 details
Cytochrome b-245 heavy chainCYBBP04839 details
1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrialCYP24A120q13Q07973 details
Cytochrome b-245 light chainCYBA16q24P13498 details
Vitamin D 25-hydroxylaseCYP2R111p15.2Q6VVX0 details
Dual oxidase 2DUOX215q15.3Q9NRD8 details
Cholesterol 24-hydroxylaseCYP46A114q32.1Q9Y6A2 details
24-hydroxycholesterol 7-alpha-hydroxylaseCYP39A16p21.1-p11.2Q9NYL5 details
7-alpha-hydroxycholest-4-en-3-one 12-alpha-hydroxylaseCYP8B13p22.1Q9UNU6 details
Dual oxidase 1DUOX115q15.3Q9NRD9 details
Cytochrome P450 4A22CYP4A221p33Q5TCH4 details
Cytochrome P450, family 1, subfamily A, polypeptide 1CYP1A115q24.1A0N0X8 details
NADPH oxidase 5NOX515q23Q96PH1 details
NADPH oxidase 3NOX36q25.3Q9HBY0 details
Protein-methionine sulfoxide oxidase MICAL1MICAL16q21Q8TDZ2 details
Protein-methionine sulfoxide oxidase MICAL2MICAL211p15.3O94851 details
Protein-methionine sulfoxide oxidase MICAL3MICAL322q11.21Q7RTP6 details
NADPH oxidase 4NOX411q14.2-q21Q9NPH5 details
Cytochrome P450 4F22CYP4F22Q6NT55 details
Peroxisomal coenzyme A diphosphatase NUDT7NUDT716q23.1P0C024 details
Prostaglandin reductase 2PTGR214q24.3Q8N8N7 details
Cytochrome P450, family 21, subfamily A, polypeptide 2CYP21A26p21.3Q08AG9 details
NOS1 mutantNOS112q24.2-q24.31B3VK56 details
L-aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferaseAASDHPPT11q22Q9NRN7 details
Receptors
Protein NameGene NameLocusUniprot IDDetails
Aldo-keto reductase family 1 member C3AKR1C310p15-p14P42330 details
Aldo-keto reductase family 1 member C2AKR1C210p15-p14P52895 details
Alcohol dehydrogenase class 4 mu/sigma chainADH74q23-q24P40394 details
Nitric oxide synthase, brainNOS112q24.2-q24.31P29475 details
25-hydroxyvitamin D-1 alpha hydroxylase, mitochondrialCYP27B112q13.1-q13.3O15528 details
25-hydroxycholesterol 7-alpha-hydroxylaseCYP7B18q21.3O75881 details
1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrialCYP24A120q13Q07973 details
Retinol dehydrogenase 11RDH1114q24.1Q8TC12 details
Transcriptional Factors
Protein NameGene NameLocusUniprot IDDetails
Heme oxygenase 1HMOX122q13.1P09601 details
Dihydrofolate reductaseDHFR5q11.2-q13.2P00374 details
Nitric oxide synthase, brainNOS112q24.2-q24.31P29475 details
Concentrations Data
Not Available
HMDB IDHMDB0000221
DrugBank IDDB02338
Phenol Explorer Compound IDNot Available
FoodDB IDFDB021909
KNApSAcK IDC00019545
Chemspider ID5673
KEGG Compound IDC00005
BioCyc IDNADPH
BiGG IDNot Available
Wikipedia LinkNicotinamide adenine dinucleotide phosphate
METLIN ID3691
PubChem Compound5884
PDB IDNot Available
ChEBI ID16474
References
General ReferencesNot Available

Only showing the first 10 proteins. There are 267 proteins in total.

Enzymes

General function:
Involved in transferase activity
Specific function:
Fatty acid synthetase catalyzes the formation of long-chain fatty acids from acetyl-CoA, malonyl-CoA and NADPH. This multifunctional protein has 7 catalytic activities and an acyl carrier protein.
Gene Name:
FASN
Uniprot ID:
P49327
Molecular weight:
273424.06
General function:
Involved in oxidoreductase activity
Specific function:
Plays a role in valine and pyrimidine metabolism. Binds fatty acyl-CoA.
Gene Name:
ALDH6A1
Uniprot ID:
Q02252
Molecular weight:
57839.31
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the transformation of the potent androgen dihydrotestosterone (DHT) into the less active form, 5-alpha-androstan-3-alpha,17-beta-diol (3-alpha-diol). Also has some 20-alpha-hydroxysteroid dehydrogenase activity. The biotransformation of the pesticide chlordecone (kepone) to its corresponding alcohol leads to increased biliary excretion of the pesticide and concomitant reduction of its neurotoxicity since bile is the major excretory route.
Gene Name:
AKR1C4
Uniprot ID:
P17516
Molecular weight:
37094.57
General function:
Involved in oxidoreductase activity
Specific function:
NADPH-dependent reductase with broad substrate specificity. Catalyzes the reduction of a wide variety of carbonyl compounds including quinones, prostaglandins, menadione, plus various xenobiotics. Catalyzes the reduction of the antitumor anthracyclines doxorubicin and daunorubicin to the cardiotoxic compounds doxorubicinol and daunorubicinol. Can convert prostaglandin E2 to prostaglandin F2-alpha. Can bind glutathione, which explains its higher affinity for glutathione-conjugated substrates. Catalyzes the reduction of S-nitrosoglutathione.
Gene Name:
CBR1
Uniprot ID:
P16152
Molecular weight:
30374.73
General function:
Involved in oxidoreductase activity
Specific function:
Reduces all-trans-retinal and 9-cis retinal. Can also catalyze the oxidation of all-trans-retinol with NADP as co-factor, but with much lower efficiency. Reduces alkyl phenyl ketones and alpha-dicarbonyl compounds with aromatic rings, such as pyrimidine-4-aldehyde, 3-benzoylpyridine, 4-benzoylpyridine, menadione and 4-hexanoylpyridine. Has no activity towards aliphatic aldehydes and ketones (By similarity).
Gene Name:
DHRS4
Uniprot ID:
Q9BTZ2
Molecular weight:
29536.885
General function:
Involved in oxidoreductase activity
Specific function:
Has low NADPH-dependent oxidoreductase activity towards 4-benzoylpyridine and menadione (in vitro).
Gene Name:
CBR3
Uniprot ID:
O75828
Molecular weight:
30849.97
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the NADPH-dependent reduction of a wide variety of carbonyl-containing compounds to their corresponding alcohols with a broad range of catalytic efficiencies.
Gene Name:
AKR1B1
Uniprot ID:
P15121
Molecular weight:
35853.125
General function:
Involved in oxidoreductase activity
Specific function:
Isoform 1 may possess glutaredoxin activity as well as thioredoxin reductase activity and induces actin and tubulin polymerization, leading to formation of cell membrane protrusions. Isoform 4 enhances the transcriptional activity of estrogen receptors alpha and beta while isoform 5 enhances the transcriptional activity of the beta receptor only. Isoform 5 also mediates cell death induced by a combination of interferon-beta and retinoic acid.
Gene Name:
TXNRD1
Uniprot ID:
Q16881
Molecular weight:
70905.58
General function:
Involved in iron ion binding
Specific function:
Catalyzes a dehydrogenation to introduce C5-6 double bond into lathosterol.
Gene Name:
SC5DL
Uniprot ID:
O75845
Molecular weight:
35300.55
General function:
Involved in flavin-containing monooxygenase activity
Specific function:
In contrast with other forms of FMO it does not seem to be a drug-metabolizing enzyme.
Gene Name:
FMO5
Uniprot ID:
P49326
Molecular weight:
32480.04

Transporters

General function:
Involved in transferase activity
Specific function:
Fatty acid synthetase catalyzes the formation of long-chain fatty acids from acetyl-CoA, malonyl-CoA and NADPH. This multifunctional protein has 7 catalytic activities and an acyl carrier protein.
Gene Name:
FASN
Uniprot ID:
P49327
Molecular weight:
273424.06
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the transformation of the potent androgen dihydrotestosterone (DHT) into the less active form, 5-alpha-androstan-3-alpha,17-beta-diol (3-alpha-diol). Also has some 20-alpha-hydroxysteroid dehydrogenase activity. The biotransformation of the pesticide chlordecone (kepone) to its corresponding alcohol leads to increased biliary excretion of the pesticide and concomitant reduction of its neurotoxicity since bile is the major excretory route.
Gene Name:
AKR1C4
Uniprot ID:
P17516
Molecular weight:
37094.57
General function:
Involved in oxidoreductase activity
Specific function:
Produces nitric oxide (NO) which is a messenger molecule with diverse functions throughout the body. In macrophages, NO mediates tumoricidal and bactericidal actions. Also has nitrosylase activity and mediates cysteine S-nitrosylation of cytoplasmic target proteins such COX2.
Gene Name:
NOS2
Uniprot ID:
P35228
Molecular weight:
131116.3
General function:
Involved in formyltetrahydrofolate dehydrogenase activity
Specific function:
Not Available
Gene Name:
ALDH1L1
Uniprot ID:
O75891
Molecular weight:
99752.535
General function:
Involved in formyltetrahydrofolate dehydrogenase activity
Specific function:
Not Available
Gene Name:
ALDH1L2
Uniprot ID:
Q3SY69
Molecular weight:
101744.98
General function:
Involved in acyl carrier activity
Specific function:
Acyl-CoA synthases catalyze the initial reaction in fatty acid metabolism, by forming a thioester with CoA
Gene Name:
AASDH
Uniprot ID:
Q4L235
Molecular weight:
122596.1

Only showing the first 10 proteins. There are 267 proteins in total.