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Human Metabolome Database Version 3.5

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Showing metabocard for NADPH (HMDB00221)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:08:06 -0700
HMDB ID HMDB00221
Secondary Accession Numbers
  • HMDB00799
  • HMDB06341
Metabolite Identification
Common Name NADPH
Description Nicotinamide adenine dinucleotide phosphate. A coenzyme composed of ribosylnicotinamide 5'-phosphate (NMN) coupled by pyrophosphate linkage to the 5'-phosphate adenosine 2',5'-bisphosphate. It serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH). (Dorland, 27th ed.).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 2'-(Dihydrogen phosphate) 5'-(trihydrogen pyrophosphate) Adenosine 5'-ester with 1,4-dihydro-1-b-D-ribofuranosylnicotinamide
  2. 2'-(Dihydrogen phosphate) 5'-(trihydrogen pyrophosphate) Adenosine 5'-ester with 1,4-dihydro-1-beta-delta-ribofuranosylnicotinamide
  3. Adenosine 5'-(trihydrogen diphosphate) 2'-(dihydrogen phosphate) P'-5'-ester with 1,4-dihydro-1-beta-D-ribofuranosyl-3-pyridinecarboxamide
  4. Adenosine 5'-(trihydrogen diphosphate) 2'-(dihydrogen phosphate) P'-5'-ester with 1,4-dihydro-1-beta-delta-ribofuranosyl-3-pyridinecarboxamide
  5. b-NADPH
  6. b-Nicotinamide-adenine-dinucleotide-phosphorate
  7. b-Nicotinamide-adenine-dinucleotide-phosphoric acid
  8. beta-NADPH
  9. beta-Nicotinamide-adenine-dinucleotide-phosphorate
  10. beta-Nicotinamide-adenine-dinucleotide-phosphoric acid
  11. Dihydrocodehydrogenase II
  12. Dihydronicotinamide adenine dinucleotide phosphate
  13. Dihydronicotinamide adenine dinucleotide-P
  14. Dihydrotriphosphopyridine nucleotide reduced
  15. NADP-reduced
  16. NADPH
  17. Nicotinamide adenine dinucleotide phosphate - reduced
  18. Nicotinamide-adenine-dinucleotide-phosphorate
  19. Nicotinamide-adenine-dinucleotide-phosphoric acid
  20. Reduced Codehydrase II
  21. Reduced Coenzyme II
  22. Reduced Cozymase II
  23. Reduced triphosphopyridine nucleotide
  24. Triphosphopyridine nucleotide reduced
Chemical Formula C21H30N7O17P3
Average Molecular Weight 745.4209
Monoisotopic Molecular Weight 745.091102105
IUPAC Name {[(2S,3S,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-[({[({[(2S,3R,4S,5S)-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 IUPAC Name [(2S,3S,4S,5S)-2-(6-aminopurin-9-yl)-5-{[({[(2S,3R,4S,5S)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxyphosphonic acid
CAS Registry Number 53-57-6
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=C(N)N=CN=C23)[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-/m0/s1
InChI Key ACFIXJIJDZMPPO-NCHANQSKSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Nucleosides, Nucleotides, and Analogues
Class Purine Nucleotides
Sub Class Purine Ribonucleotides
Other Descriptors
  • Aromatic Heteropolycyclic Compounds
Substituents
  • 1,2 Diol
  • 1 Phosphoribosyl Imidazole
  • Aminopyrimidine
  • Carboxamide Group
  • Dihydropyridine
  • Disaccharide Phosphate
  • Enamine
  • Glycosyl Compound
  • Hemiaminal
  • Hydropyridine
  • Imidazole
  • Imidazopyrimidine
  • N Glycosyl Compound
  • Nicotinamide Nucleotide
  • Organic Hypophosphite
  • Organic Phosphite
  • Organic Pyrophosphate
  • Oxolane
  • Pentose Disaccharide
  • Phosphoric Acid Ester
  • Primary Carboxylic Acid Amide
  • Purine
  • Pyrimidine
  • Saccharide
  • Secondary Alcohol
Direct Parent Purine Ribonucleoside 2',5'-Bisphosphates
Ontology
Status Detected and Quantified
Origin
  • Endogenous
Biofunction
  • Component of Androgen and estrogen metabolism
  • Component of Arginine and proline metabolism
  • Component of Bile acid biosynthesis
  • Component of C21-Steroid hormone metabolism
  • Component of Folate biosynthesis
  • Component of Fructose and mannose metabolism
  • Component of Glutamate metabolism
  • Component of Glutathione metabolism
  • Component of Glycerolipid metabolism
  • Component of Glyoxylate and dicarboxylate metabolism
  • Component of Monoterpenoid biosynthesis
  • Component of Nicotinate and nicotinamide metabolism
  • Component of Pantothenate and CoA biosynthesis
  • Component of Porphyrin and chlorophyll metabolism
  • Component of Prostaglandin and leukotriene metabolism
  • Component of Purine metabolism
  • Component of Pyrimidine metabolism
  • Component of Pyruvate metabolism
  • Component of beta-Alanine metabolism
Application Not Available
Cellular locations
  • Cytoplasm (predicted from logP)
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 5.45 g/L ALOGPS
LogP -1.13 ALOGPS
LogP -7.5 ChemAxon
LogS -2.14 ALOGPS
pKa (strongest acidic) 0.66 ChemAxon
pKa (strongest basic) 4.92 ChemAxon
Hydrogen Acceptor Count 18 ChemAxon
Hydrogen Donor Count 9 ChemAxon
Polar Surface Area 364.15 A2 ChemAxon
Rotatable Bond Count 13 ChemAxon
Refractivity 153.87 ChemAxon
Polarizability 60.22 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -4 ChemAxon
Spectra
MS/MS Spectrum Quattro_QQQ 10
MS/MS Spectrum Quattro_QQQ 25
MS/MS Spectrum Quattro_QQQ 40
[1H,1H] 2D NMR Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biofluid Locations
  • Blood
Tissue Location
  • All Tissues
Pathways
Name SMPDB Link KEGG Link
Histidine Metabolism SMP00044 map00340 Link_out
Glycerolipid Metabolism SMP00039 map00561 Link_out
Glucose-Alanine Cycle SMP00127 Not Available
Glutathione Metabolism SMP00015 map00480 Link_out
Phytanic Acid Peroxisomal Oxidation SMP00450 Not Available
Ethanol Degradation SMP00449 Not Available
Vitamin K Metabolism SMP00464 Not Available
Transfer of Acetyl Groups into Mitochondria SMP00466 Not Available
Plasmalogen Synthesis SMP00479 Not Available
Arachidonic Acid Metabolism SMP00075 map00590 Link_out
Pterine Biosynthesis SMP00005 map00790 Link_out
Folate Metabolism SMP00053 map00670 Link_out
Normal Concentrations
Biofluid Status Value Age Sex Condition Comments
Blood Detected and Quantified
Article_icon
51.0 (34.0-81.0) uM Adult (>18 years old) Both Normal Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB021909
KNApSAcK ID Not Available
Chemspider ID 17215925 Link_out
KEGG Compound ID C00005 Link_out
BioCyc ID NADPH Link_out
BiGG ID 33486 Link_out
Wikipedia Link NADPH Link_out
NuGOwiki Link HMDB00221 Link_out
Metagene Link HMDB00221 Link_out
METLIN ID 3691 Link_out
PubChem Compound 22833512 Link_out
PDB ID Not Available
ChEBI ID 16474 Link_out
References
Synthesis Reference Seelbach, Karsten; Riebel, Bettina; Hummel, Werner; Kula, Maria-Regina; Tishkov, Vladimir I.; Egorov, Alexey M.; Wandrey, Christian; Kragl, Udo. A novel, efficient regenerating method of NADPH using a new formate dehydrogenase. Tetrahedron Letters (1996), 37(9), 1377-80.
Material Safety Data Sheet (MSDS) Not Available
General References
  1. Shindo Y, Witt E, Han D, Epstein W, Packer L: Enzymic and non-enzymic antioxidants in epidermis and dermis of human skin. J Invest Dermatol. 1994 Jan;102(1):122-4. Pubmed: 8288904 Link_out
  2. Iwata H, Tezuka Y, Kadota S, Hiratsuka A, Watabe T: Mechanism-based inactivation of human liver microsomal CYP3A4 by rutaecarpine and limonin from Evodia fruit extract. Drug Metab Pharmacokinet. 2005 Feb;20(1):34-45. Pubmed: 15770073 Link_out
  3. Birkmayer GJ, Birkmayer W: Stimulation of endogenous L-dopa biosynthesis--a new principle for the therapy of Parkinson's disease. The clinical effect of nicotinamide adenine dinucleotide (NADH) and nicotinamide adenine dinucleotidephosphate (NADPH). Acta Neurol Scand Suppl. 1989;126:183-7. Pubmed: 2618590 Link_out
  4. Lee AJ, Zhu BT: NADPH-dependent formation of polar and nonpolar estrogen metabolites following incubations of 17 beta-estradiol with human liver microsomes. Drug Metab Dispos. 2004 Aug;32(8):876-83. Pubmed: 15258114 Link_out
  5. Kochansky CJ, Xia YQ, Wang S, Cato B, Creighton M, Vincent SH, Franklin RB, Reed JR: Species differences in the elimination of a peroxisome proliferator-activated receptor agonist highlighted by oxidative metabolism of its acyl glucuronide. Drug Metab Dispos. 2005 Dec;33(12):1894-904. Epub 2005 Sep 23. Pubmed: 16183782 Link_out
  6. Nakayama Y, Kinoshita A, Tomita M: Dynamic simulation of red blood cell metabolism and its application to the analysis of a pathological condition. Theor Biol Med Model. 2005 May 9;2(1):18. Pubmed: 15882454 Link_out
  7. Karanam BV, Hop CE, Liu DQ, Wallace M, Dean D, Satoh H, Komuro M, Awano K, Vincent SH: In vitro metabolism of MK-0767 [(+/-)-5-[(2,4-dioxothiazolidin-5-yl)methyl]-2-methoxy-N-[[(4-trifluoromet hyl) phenyl]methyl]benzamide], a peroxisome proliferator-activated receptor alpha/gamma agonist. I. Role of cytochrome P450, methyltransferases, flavin monooxygenases, and esterases. Drug Metab Dispos. 2004 Sep;32(9):1015-22. Pubmed: 15319344 Link_out
  8. Soglia JR, Contillo LG, Kalgutkar AS, Zhao S, Hop CE, Boyd JG, Cole MJ: A semiquantitative method for the determination of reactive metabolite conjugate levels in vitro utilizing liquid chromatography-tandem mass spectrometry and novel quaternary ammonium glutathione analogues. Chem Res Toxicol. 2006 Mar;19(3):480-90. Pubmed: 16544956 Link_out
  9. Afanas'ev IB, Suslova TB, Cheremisina ZP, Abramova NE, Korkina LG: Study of antioxidant properties of metal aspartates. Analyst. 1995 Mar;120(3):859-62. Pubmed: 7741242 Link_out
  10. Lin CC, Wong BK, Burgey CS, Gibson CR, Singh R: In vitro metabolism of a thrombin inhibitor and quantitation of metabolically generated cyanide. J Pharm Biomed Anal. 2005 Oct 4;39(5):1014-20. Epub 2005 Jul 14. Pubmed: 16023819 Link_out
  11. Conley AJ, Pattison JC, Bird IM: Variations in adrenal androgen production among (nonhuman) primates. Semin Reprod Med. 2004 Nov;22(4):311-26. Pubmed: 15635499 Link_out
Enzymes
Name: Fatty acid synthase
Reactions:
  • a (3R)-3-hydroxypalmitoyl-[acyl-carrier protein] = a hexadec-2-enoyl-[acyl-carrier protein] + H2O [RN:R04462]
Gene Name: FASN
Uniprot ID: P49327 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldo-keto reductase family 1 member C4
Reactions:
  • chlordecone alcohol + NADP+ = chlordecone + NADPH + H+ [RN:R03716]
Gene Name: AKR1C4
Uniprot ID: P17516 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Carbonyl reductase [NADPH] 1
Reactions:
  • (13E)-(15S)-11alpha,15-dihydroxy-9-oxoprost-13-enoate + NADP+ = (13E)-11alpha-hydroxy-9,15-dioxoprost-13-enoate + NADPH + H+ [RN:R04552]
Gene Name: CBR1
Uniprot ID: P16152 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Dehydrogenase/reductase SDR family member 4
Reactions:
  • R-CHOH-R' + NADP+ = R-CO-R' + NADPH + H+ [RN:R03557]
Gene Name: DHRS4
Uniprot ID: Q9BTZ2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Carbonyl reductase [NADPH] 3
Reactions:
  • R-CHOH-R' + NADP+ = R-CO-R' + NADPH + H+ [RN:R03557]
Gene Name: CBR3
Uniprot ID: O75828 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldose reductase
Reactions:
  • alditol + NAD(P)+ = aldose + NAD(P)H + H+ [RN:R02819 R02820]
Gene Name: AKR1B1
Uniprot ID: P15121 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Thioredoxin reductase 1, cytoplasmic
Reactions:
  • thioredoxin + NADP+ = thioredoxin disulfide + NADPH + H+ [RN:R02016]
Gene Name: TXNRD1
Uniprot ID: Q16881 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Lathosterol oxidase
Reactions:
  • 5alpha-cholest-7-en-3beta-ol + NAD(P)H + H+ + O2 = cholesta-5,7-dien-3beta-ol + NAD(P)+ + 2 H2O [RN:R03310 R07215]
Gene Name: SC5DL
Uniprot ID: O75845 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Dimethylaniline monooxygenase [N-oxide-forming] 5
Reactions:
  • N,N-dimethylaniline + NADPH + H+ + O2 = N,N-dimethylaniline N-oxide + NADP+ + H2O [RN:R03344]
Gene Name: FMO5
Uniprot ID: P49326 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Heme oxygenase 2
Reactions:
  • heme + 3 AH2 + 3 O2 = biliverdin + Fe2+ + CO + 3 A + 3 H2O [RN:R00311]
Gene Name: HMOX2
Uniprot ID: P30519 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Dimethylaniline monooxygenase [N-oxide-forming] 2
Reactions:
  • N,N-dimethylaniline + NADPH + H+ + O2 = N,N-dimethylaniline N-oxide + NADP+ + H2O [RN:R03344]
Gene Name: FMO2
Uniprot ID: Q99518 Link_out
Protein Sequence: FASTA
Name: Delta-1-pyrroline-5-carboxylate dehydrogenase, mitochondrial
Reactions:
  • (S)-1-pyrroline-5-carboxylate + NAD(P)+ + 2 H2O = L-glutamate + NAD(P)H + H+ [RN:R00707 R00708]
Gene Name: ALDH4A1
Uniprot ID: P30038 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Thioredoxin reductase 2, mitochondrial
Reactions:
  • thioredoxin + NADP+ = thioredoxin disulfide + NADPH + H+ [RN:R02016]
Gene Name: TXNRD2
Uniprot ID: Q9NNW7 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Dimethylaniline monooxygenase [N-oxide-forming] 4
Reactions:
  • N,N-dimethylaniline + NADPH + H+ + O2 = N,N-dimethylaniline N-oxide + NADP+ + H2O [RN:R03344]
Gene Name: FMO4
Uniprot ID: P31512 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Dimethylaniline monooxygenase [N-oxide-forming] 3
Reactions:
  • N,N-dimethylaniline + NADPH + H+ + O2 = N,N-dimethylaniline N-oxide + NADP+ + H2O [RN:R03344]
Gene Name: FMO3
Uniprot ID: P31513 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADPH--cytochrome P450 reductase
Reactions:
  • NADPH + H+ + n oxidized hemoprotein = NADP+ + n reduced hemoprotein
Gene Name: POR
Uniprot ID: P16435 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Dimethylaniline monooxygenase [N-oxide-forming] 1
Reactions:
  • N,N-dimethylaniline + NADPH + H+ + O2 = N,N-dimethylaniline N-oxide + NADP+ + H2O [RN:R03344]
Gene Name: FMO1
Uniprot ID: Q01740 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Methylenetetrahydrofolate reductase
Reactions:
  • 5-methyltetrahydrofolate + NAD(P)+ = 5,10-methylenetetrahydrofolate + NAD(P)H + H+ [RN:R01224 R07168]
Gene Name: MTHFR
Uniprot ID: P42898 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Glutathione reductase, mitochondrial
Reactions:
  • 2 glutathione + NADP+ = glutathione disulfide + NADPH + H+ [RN:R00115]
Gene Name: GSR
Uniprot ID: P00390 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Heme oxygenase 1
Reactions:
  • heme + 3 AH2 + 3 O2 = biliverdin + Fe2+ + CO + 3 A + 3 H2O [RN:R00311]
Gene Name: HMOX1
Uniprot ID: P09601 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADPH:adrenodoxin oxidoreductase, mitochondrial
Reactions:
  • 2 reduced ferredoxin + NADP+ + H+ = 2 oxidized ferredoxin + NADPH [RN:R01195]
Gene Name: FDXR
Uniprot ID: P22570 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Squalene synthase
Reactions:
  • (1) (1a) 2 farnesyl diphosphate = diphosphate + presqualene diphosphate [RN:R00702]
  • (2) (1b) presqualene diphosphate + NAD(P)H + H+ = squalene + diphosphate + NAD(P)+ [RN:R02872]
Gene Name: FDFT1
Uniprot ID: P37268 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Delta(14)-sterol reductase
Reactions:
  • 4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ = 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + NADPH + H+ [RN:R05639]
Gene Name: TM7SF2
Uniprot ID: O76062 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: C-4 methylsterol oxidase
Reactions:
  • (1) (1a) 4,4-dimethyl-5alpha-cholest-7-en-3beta-ol + NAD(P)H + H+ + O2 = 4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol + NAD(P)+ + H2O [RN:R04501 R05736]
  • (2) (1b) 4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol + NAD(P)H + H+ + O2 = 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + NAD(P)+ + 2 H2O [RN:R05733 R05737]
  • (3) (1c) 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + NAD(P)H + H+ + O2 = 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + NAD(P)+ + H2O [RN:R05734 R05738]
Gene Name: SC4MOL
Uniprot ID: Q15800 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating
Reactions:
  • 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + NAD(P)+ = 4alpha-methyl-5alpha-cholest-7-en-3-one + CO2 + NAD(P)H [RN:R04483 R07149]
Gene Name: NSDHL
Uniprot ID: Q15738 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Lanosterol 14-alpha demethylase
Reactions:
  • obtusifoliol + 3 O2 + 3 NADPH + 3 H+ = 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol + formate + 3 NADP+ + 4 H2O [RN:R05731]
Gene Name: CYP51A1
Uniprot ID: Q16850 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 4-trimethylaminobutyraldehyde dehydrogenase
Reactions:
  • 4-trimethylammoniobutanal + NAD+ + H2O = 4-trimethylammoniobutanoate + NADH + 2 H+ [RN:R03283]
Gene Name: ALDH9A1
Uniprot ID: P49189 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alpha-aminoadipic semialdehyde dehydrogenase
Reactions:
  • L-2-aminoadipate 6-semialdehyde + NAD(P)+ + H2O = L-2-aminoadipate + NAD(P)H + H+ [RN:R03102 R03103]
Gene Name: ALDH7A1
Uniprot ID: P49419 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldehyde dehydrogenase family 1 member A3
Reactions:
  • an aldehyde + NAD(P)+ + H2O = an acid + NAD(P)H + H+ [RN:R00538 R00634]
Gene Name: ALDH1A3
Uniprot ID: P47895 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldehyde dehydrogenase, mitochondrial
Reactions:
  • an aldehyde + NAD+ + H2O = an acid + NADH + H+ [RN:R00538]
Gene Name: ALDH2
Uniprot ID: P05091 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Fatty aldehyde dehydrogenase
Reactions:
  • an aldehyde + NAD+ + H2O = an acid + NADH + H+ [RN:R00538]
Gene Name: ALDH3A2
Uniprot ID: P51648 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldehyde dehydrogenase X, mitochondrial
Reactions:
  • an aldehyde + NAD+ + H2O = an acid + NADH + H+ [RN:R00538]
Gene Name: ALDH1B1
Uniprot ID: P30837 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Pyrroline-5-carboxylate reductase 1, mitochondrial
Reactions:
  • L-proline + NAD(P)+ = 1-pyrroline-5-carboxylate + NAD(P)H + H+ [RN:R01248 R01251]
Gene Name: PYCR1
Uniprot ID: P32322 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Pyrroline-5-carboxylate reductase 2
Reactions:
  • L-proline + NAD(P)+ = 1-pyrroline-5-carboxylate + NAD(P)H + H+ [RN:R01248 R01251]
Gene Name: PYCR2
Uniprot ID: Q96C36 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: L-xylulose reductase
Reactions:
  • xylitol + NADP+ = L-xylulose + NADPH + H+ [RN:R01904]
Gene Name: DCXR
Uniprot ID: Q7Z4W1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Glucose-6-phosphate 1-dehydrogenase
Reactions:
  • D-glucose 6-phosphate + NADP+ = D-glucono-1,5-lactone 6-phosphate + NADPH + H+ [RN:R00835]
Gene Name: G6PD
Uniprot ID: P11413 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: GDH/6PGL endoplasmic bifunctional protein
Reactions:
  • 6-phospho-D-glucono-1,5-lactone + H2O = 6-phospho-D-gluconate [RN:R02035]
Gene Name: H6PD
Uniprot ID: O95479 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldo-keto reductase family 1 member C3
Reactions:
  • trans-1,2-dihydrobenzene-1,2-diol + NADP+ = catechol + NADPH + H+ [RN:R00814]
Gene Name: AKR1C3
Uniprot ID: P42330 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldo-keto reductase family 1 member C1
Reactions:
  • trans-1,2-dihydrobenzene-1,2-diol + NADP+ = catechol + NADPH + H+ [RN:R00814]
Gene Name: AKR1C1
Uniprot ID: Q04828 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldo-keto reductase family 1 member C2
Reactions:
  • trans-1,2-dihydrobenzene-1,2-diol + NADP+ = catechol + NADPH + H+ [RN:R00814]
Gene Name: AKR1C2
Uniprot ID: P52895 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Glyoxylate reductase/hydroxypyruvate reductase
Reactions:
  • D-glycerate + NAD(P)+ = hydroxypyruvate + NAD(P)H + H+ [RN:R01388 R01392]
Gene Name: GRHPR
Uniprot ID: Q9UBQ7 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 4A11
Reactions:
  • octane + reduced rubredoxin + O2 = 1-octanol + oxidized rubredoxin + H2O [RN:R02879]
Gene Name: CYP4A11
Uniprot ID: Q02928 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Methionine synthase reductase
Reactions:
  • 2 [methionine synthase]-methylcob(I)alamin + 2 S-adenosylhomocysteine + NADP+ = 2 [methionine synthase]-cob(II)alamin + NADPH + H+ + 2 S-adenosyl-L-methionine [RN:R05182]
Gene Name: MTRR
Uniprot ID: Q9UBK8 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Sepiapterin reductase
Reactions:
  • (1) 7,8-dihydrobiopterin + NADP+ = sepiapterin + NADPH + H+ [RN:R02975]
  • (2) tetrahydrobiopterin + 2 NADP+ = 6-pyruvoyl-5,6,7,8-tetrahydropterin + 2 NADPH + 2 H+ [RN:R08208]
Gene Name: SPR
Uniprot ID: P35270 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Estradiol 17-beta-dehydrogenase 2
Reactions:
  • testosterone + NAD+ = androst-4-ene-3,17-dione + NADH + H+ [RN:R01836]
Gene Name: HSD17B2
Uniprot ID: P37059 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Estradiol 17-beta-dehydrogenase 8
Reactions:
  • testosterone + NAD+ = androst-4-ene-3,17-dione + NADH + H+ [RN:R01836]
Gene Name: HSD17B8
Uniprot ID: Q92506 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase
Reactions:
  • trans-1,2-dihydrobenzene-1,2-diol + NADP+ = catechol + NADPH + H+ [RN:R00814]
Gene Name: DHDH
Uniprot ID: Q9UQ10 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cholesterol 7-alpha-monooxygenase
Reactions:
  • cholesterol + NADPH + H+ + O2 = 7alpha-hydroxycholesterol + NADP+ + H2O [RN:R01463]
Gene Name: CYP7A1
Uniprot ID: P22680 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase [NADP+]
Reactions:
  • an alcohol + NADP+ = an aldehyde + NADPH + H+ [RN:R07328]
Gene Name: AKR1A1
Uniprot ID: P14550 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldehyde dehydrogenase family 3 member B2
Reactions:
  • an aldehyde + NAD(P)+ + H2O = an acid + NAD(P)H + H+ [RN:R00538 R00634]
Gene Name: ALDH3B2
Uniprot ID: P48448 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aldehyde dehydrogenase family 3 member B1
Reactions:
  • an aldehyde + NAD(P)+ + H2O = an acid + NAD(P)H + H+ [RN:R00538 R00634]
Gene Name: ALDH3B1
Uniprot ID: P43353 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 7-dehydrocholesterol reductase
Reactions:
  • cholesterol + NADP+ = cholesta-5,7-dien-3beta-ol + NADPH + H+ [RN:R01456]
Gene Name: DHCR7
Uniprot ID: Q9UBM7 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 3-oxo-5-beta-steroid 4-dehydrogenase
Reactions:
  • (1) 5beta-cholestan-3-one + NADP+ = cholest-4-en-3-one + NADPH + H+ [RN:R02609]
  • (2) 17,21-dihydroxy-5beta-pregnane-3,11,20-trione + NADP+ = cortisone + NADPH + H+ [RN:R02893]
Gene Name: AKR1D1
Uniprot ID: P51857 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Glutamate dehydrogenase 2, mitochondrial
Reactions:
  • L-glutamate + H2O + NAD(P)+ = 2-oxoglutarate + NH3 + NAD(P)H + H+ [RN:R00243 R00248]
Gene Name: GLUD2
Uniprot ID: P49448 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: GMP reductase 2
Reactions:
  • inosine 5'-phosphate + NH3 + NADP+ = guanosine 5'-phosphate + NADPH + H+ [RN:R01134]
Gene Name: GMPR2
Uniprot ID: Q9P2T1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: GMP reductase 1
Reactions:
  • inosine 5'-phosphate + NH3 + NADP+ = guanosine 5'-phosphate + NADPH + H+ [RN:R01134]
Gene Name: GMPR
Uniprot ID: P36959 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Glyceraldehyde-3-phosphate dehydrogenase, testis-specific
Reactions:
  • D-glyceraldehyde 3-phosphate + phosphate + NAD+ = 3-phospho-D-glyceroyl phosphate + NADH + H+ [RN:R01061]
Gene Name: GAPDHS
Uniprot ID: O14556 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Glutamate dehydrogenase 1, mitochondrial
Reactions:
  • L-glutamate + H2O + NAD(P)+ = 2-oxoglutarate + NH3 + NAD(P)H + H+ [RN:R00243 R00248]
Gene Name: GLUD1
Uniprot ID: P00367 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Glyceraldehyde-3-phosphate dehydrogenase
Reactions:
  • D-glyceraldehyde 3-phosphate + phosphate + NAD+ = 3-phospho-D-glyceroyl phosphate + NADH + H+ [RN:R01061]
Gene Name: GAPDH
Uniprot ID: P04406 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Biliverdin reductase A
Reactions:
  • bilirubin + NAD(P)+ = biliverdin + NAD(P)H + H+ [RN:R02391 R02393]
Gene Name: BLVRA
Uniprot ID: P53004 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Flavin reductase
Reactions:
  • reduced riboflavin + NADP+ = riboflavin + NADPH + H+ [RN:R05707]
Gene Name: BLVRB
Uniprot ID: P30043 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Corticosteroid 11-beta-dehydrogenase isozyme 2
Reactions:
  • --- []
Gene Name: HSD11B2
Uniprot ID: P80365 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Corticosteroid 11-beta-dehydrogenase isozyme 1
Reactions:
  • an 11beta-hydroxysteroid + NADP+ = an 11-oxosteroid + NADPH + H+ [RN:R03203]
Gene Name: HSD11B1
Uniprot ID: P28845 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Dihydropyrimidine dehydrogenase [NADP+]
Reactions:
  • 5,6-dihydrouracil + NADP+ = uracil + NADPH + H+ [RN:R00978]
Gene Name: DPYD
Uniprot ID: Q12882 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase class-3
Reactions:
  • S-(hydroxymethyl)glutathione + NAD(P)+ = S-formylglutathione + NAD(P)H + H+ [RN:R06983 R07140]
Gene Name: ADH5
Uniprot ID: P11766 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase 1B
Reactions:
  • an alcohol + NAD+ = an aldehyde or ketone + NADH + H+ [RN:R07326 R07327]
Gene Name: ADH1B
Uniprot ID: P00325 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase class 4 mu/sigma chain
Reactions:
  • an alcohol + NAD+ = an aldehyde or ketone + NADH + H+ [RN:R07326 R07327]
Gene Name: ADH7
Uniprot ID: P40394 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase 1A
Reactions:
  • an alcohol + NAD+ = an aldehyde or ketone + NADH + H+ [RN:R07326 R07327]
Gene Name: ADH1A
Uniprot ID: P07327 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase 6
Reactions:
  • an alcohol + NAD+ = an aldehyde or ketone + NADH + H+ [RN:R07326 R07327]
Gene Name: ADH6
Uniprot ID: P28332 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alcohol dehydrogenase 1C
Reactions:
  • an alcohol + NAD+ = an aldehyde or ketone + NADH + H+ [RN:R07326 R07327]
Gene Name: ADH1C
Uniprot ID: P00326 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Dihydrofolate reductase
Reactions:
  • 5,6,7,8-tetrahydrofolate + NADP+ = 7,8-dihydrofolate + NADPH + H+ [RN:R00939]
Gene Name: DHFR
Uniprot ID: P00374 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Testosterone 17-beta-dehydrogenase 3
Reactions:
  • testosterone + NADP+ = androst-4-ene-3,17-dione + NADPH + H+ [RN:R01838]
Gene Name: HSD17B3
Uniprot ID: P37058 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Estradiol 17-beta-dehydrogenase 1
Reactions:
  • estradiol-17beta + NAD(P)+ = estrone + NAD(P)H + H+ [RN:R02352 R02353]
Gene Name: HSD17B1
Uniprot ID: P14061 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 3-keto-steroid reductase
Reactions:
  • 4alpha-methyl-5alpha-cholest-7-en-3beta-ol + NADP+ = 4alpha-methyl-5alpha-cholest-7-en-3-one + NADPH + H+ [RN:R05691]
Gene Name: HSD17B7
Uniprot ID: P56937 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alpha-aminoadipic semialdehyde synthase, mitochondrial
Reactions:
  • N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O = L-glutamate + 2-aminoadipate 6-semialdehyde + NADH + H+ [RN:R02313]
Gene Name: AASS
Uniprot ID: Q9UDR5 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Delta-1-pyrroline-5-carboxylate synthase
Reactions:
  • ATP + L-glutamate = ADP + L-glutamate 5-phosphate [RN:R00239]
Gene Name: ALDH18A1
Uniprot ID: P54886 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADP-dependent malic enzyme
Reactions:
  • (S)-malate + NADP+ = pyruvate + CO2 + NADPH [RN:R00216]
Gene Name: ME1
Uniprot ID: P48163 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NADP-dependent malic enzyme, mitochondrial
Reactions:
  • (S)-malate + NADP+ = pyruvate + CO2 + NADPH [RN:R00216]
Gene Name: ME3
Uniprot ID: Q16798 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NAD-dependent malic enzyme, mitochondrial
Reactions:
  • (S)-malate + NAD+ = pyruvate + CO2 + NADH [RN:R00214]
Gene Name: ME2
Uniprot ID: P23368 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Isocitrate dehydrogenase [NADP], mitochondrial
Reactions:
  • (1) isocitrate + NADP+ = 2-oxoglutarate + CO2 + NADPH + H+ (overall reaction) [RN:R00267]
  • (2) (1a) isocitrate + NADP+ = oxalosuccinate + NADPH + H+ [RN:R01899]
  • (3) (1b) oxalosuccinate = 2-oxoglutarate + CO2 [RN:R00268]
Gene Name: IDH2
Uniprot ID: P48735 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Isocitrate dehydrogenase [NADP] cytoplasmic
Reactions:
  • (1) isocitrate + NADP+ = 2-oxoglutarate + CO2 + NADPH + H+ (overall reaction) [RN:R00267]
  • (2) (1a) isocitrate + NADP+ = oxalosuccinate + NADPH + H+ [RN:R01899]
  • (3) (1b) oxalosuccinate = 2-oxoglutarate + CO2 [RN:R00268]
Gene Name: IDH1
Uniprot ID: O75874 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 3-hydroxy-3-methylglutaryl-coenzyme A reductase
Reactions:
  • (R)-mevalonate + CoA + 2 NADP+ = (S)-3-hydroxy-3-methylglutaryl-CoA + 2 NADPH + 2 H+ [RN:R02082]
Gene Name: HMGCR
Uniprot ID: P04035 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: NAD(P) transhydrogenase, mitochondrial
Reactions:
  • NADPH + NAD+ = NADP+ + NADH [RN:R00112]
Gene Name: NNT
Uniprot ID: Q13423 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: C-1-tetrahydrofolate synthase, cytoplasmic
Reactions:
  • ATP + formate + tetrahydrofolate = ADP + phosphate + 10-formyltetrahydrofolate [RN:R00943]
Gene Name: MTHFD1
Uniprot ID: P11586 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: GDP-L-fucose synthase
Reactions:
  • GDP-L-fucose + NADP+ = GDP-4-dehydro-6-deoxy-D-mannose + NADPH + H+ [RN:R05692]
Gene Name: TSTA3
Uniprot ID: Q13630 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nitric oxide synthase, inducible
Reactions:
  • L-arginine + n NADPH + n H+ + m O2 = citrulline + nitric oxide + n NADP+ [RN:R00557]
Gene Name: NOS2
Uniprot ID: P35228 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nitric oxide synthase, brain
Reactions:
  • L-arginine + n NADPH + n H+ + m O2 = citrulline + nitric oxide + n NADP+ [RN:R00557]
Gene Name: NOS1
Uniprot ID: P29475 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nitric oxide synthase, endothelial
Reactions:
  • L-arginine + n NADPH + n H+ + m O2 = citrulline + nitric oxide + n NADP+ [RN:R00557]
Gene Name: NOS3
Uniprot ID: P29474 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 10-formyltetrahydrofolate dehydrogenase
Reactions:
  • 10-formyltetrahydrofolate + NADP+ + H2O = tetrahydrofolate + CO2 + NADPH + H+ [RN:R00941]
Gene Name: ALDH1L1
Uniprot ID: O75891 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cysteine dioxygenase type 1
Reactions:
  • L-cysteine + O2 = 3-sulfinoalanine [RN:R00893]
Gene Name: CDO1
Uniprot ID: Q16878 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Trans-2-enoyl-CoA reductase, mitochondrial
Reactions:
  • acyl-CoA + NADP+ = trans-2,3-dehydroacyl-CoA + NADPH + H+ [RN:R07162]
Gene Name: MECR
Uniprot ID: Q9BV79 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Peroxisomal trans-2-enoyl-CoA reductase
Reactions:
  • acyl-CoA + NADP+ = trans-2,3-dehydroacyl-CoA + NADPH + H+ [RN:R07162]
Gene Name: PECR
Uniprot ID: Q9BY49 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Leukotriene-B(4) omega-hydroxylase 1
Reactions:
  • (6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate + NADPH + H+ + O2 = (6Z,8E,10E,14Z)-(5S,12R)-5,12,20-trihydroxyicosa-6,8,10,14- tetraenoate + NADP+ + H2O [RN:R03866]
Gene Name: CYP4F2
Uniprot ID: P78329 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Leukotriene-B(4) omega-hydroxylase 2
Reactions:
  • (6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate + NADPH + H+ + O2 = (6Z,8E,10E,14Z)-(5S,12R)-5,12,20-trihydroxyicosa-6,8,10,14- tetraenoate + NADP+ + H2O [RN:R03866]
Gene Name: CYP4F3
Uniprot ID: Q08477 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 3A4
Reactions:
  • (1) taurochenodeoxycholate + NADPH + H+ + O2 = taurohyocholate + NADP+ + H2O [RN:R07205]
  • (2) lithocholate + NADPH + H+ + O2 = hyodeoxycholate + NADP+ + H2O [RN:R07206]
Gene Name: CYP3A4
Uniprot ID: P08684 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 2C9
Reactions:
  • (R)-limonene + NADPH + H+ + O2 = (+)-trans-carveol + NADP+ + H2O [RN:R06119]
Gene Name: CYP2C9
Uniprot ID: P11712 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Sterol 26-hydroxylase, mitochondrial
Reactions:
  • 5beta-cholestane-3alpha,7alpha,12alpha-triol + NADPH + H+ + O2 = (25R)-5beta-cholestane-3alpha,7alpha,12alpha,26-tetraol + NADP+ + H2O [RN:R04807]
Gene Name: CYP27A1
Uniprot ID: Q02318 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 2C19
Reactions:
  • (R)-limonene + NADPH + H+ + O2 = (+)-trans-carveol + NADP+ + H2O [RN:R06119]
Gene Name: CYP2C19
Uniprot ID: P33261 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 6-phosphogluconate dehydrogenase, decarboxylating
Reactions:
  • 6-phospho-D-gluconate + NADP+ = D-ribulose 5-phosphate + CO2 + NADPH [RN:R01528]
Gene Name: PGD
Uniprot ID: P52209 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 2,4-dienoyl-CoA reductase, mitochondrial
Reactions:
  • trans-2,3-didehydroacyl-CoA + NADP+ = trans,trans-2,3,4,5-tetradehydroacyl-CoA + NADPH + H+ [RN:R04319]
Gene Name: DECR1
Uniprot ID: Q16698 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Quinone oxidoreductase
Reactions:
  • NADPH + H+ + 2 quinone = NADP+ + 2 semiquinone [RN:R02364]
Gene Name: CRYZ
Uniprot ID: Q08257 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 25-hydroxyvitamin D-1 alpha hydroxylase, mitochondrial
Reactions:
  • calcidiol + NADPH + H+ + O2 = calcitriol + NADP+ + H2O [RN:R03610]
Gene Name: CYP27B1
Uniprot ID: O15528 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Steroid 17-alpha-hydroxylase/17,20 lyase
Reactions:
  • a steroid + AH2 + O2 = a 17alpha-hydroxysteroid + A + H2O [RN:R02131]
Gene Name: CYP17A1
Uniprot ID: P05093 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Peroxisomal 2,4-dienoyl-CoA reductase
Reactions:
  • trans-2,3-didehydroacyl-CoA + NADP+ = trans,trans-2,3,4,5-tetradehydroacyl-CoA + NADPH + H+ [RN:R04319]
Gene Name: DECR2
Uniprot ID: Q9NUI1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 2E1
Reactions:
  • --- []
Gene Name: CYP2E1
Uniprot ID: P05181 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 3A43
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP3A43
Uniprot ID: Q9HB55 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 1B1
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP1B1
Uniprot ID: Q16678 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 2C18
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP2C18
Uniprot ID: P33260 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 2F1
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP2F1
Uniprot ID: P24903 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 4X1
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP4X1
Uniprot ID: Q8N118 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 2B6
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP2B6
Uniprot ID: P20813 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 3A5
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP3A5
Uniprot ID: P20815 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 1A1
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP1A1
Uniprot ID: P04798 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 2A13
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP2A13
Uniprot ID: Q16696 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 3A7
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP3A7
Uniprot ID: P24462 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 4B1
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP4B1
Uniprot ID: P13584 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 4Z1
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP4Z1
Uniprot ID: Q86W10 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 1A2
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP1A2
Uniprot ID: P05177 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 19A1
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP19A1
Uniprot ID: P11511 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 2C8
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP2C8
Uniprot ID: P10632 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 2S1
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP2S1
Uniprot ID: Q96SQ9 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 2J2
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP2J2
Uniprot ID: P51589 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 2A7
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP2A7
Uniprot ID: P20853 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytochrome P450 2A6
Reactions:
  • RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
Gene Name: CYP2A6
Uniprot ID: P11509 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Neutrophil cytosol factor 2
Reactions:
    Gene Name: NCF2
    Uniprot ID: P19878 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Neutrophil cytosol factor 4
    Reactions:
      Gene Name: NCF4
      Uniprot ID: Q15080 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: 25-hydroxycholesterol 7-alpha-hydroxylase
      Reactions:
      • (1) cholest-5-ene-3beta,25-diol + NADPH + H+ + O2 = cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O [RN:R07209]
      • (2) cholest-5-ene-3beta,27-diol + NADPH + H+ + O2 = cholest-5-ene-3beta,7alpha,27-triol + NADP+ + H2O [RN:R07372]
      Gene Name: CYP7B1
      Uniprot ID: O75881 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: NAD(P)H dehydrogenase [quinone] 1
      Reactions:
      • NAD(P)H + H+ + a quinone = NAD(P)+ + a hydroquinone [RN:R07358 R07359]
      Gene Name: NQO1
      Uniprot ID: P15559 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Glutaredoxin-1
      Reactions:
      • --- []
      Gene Name: GLRX
      Uniprot ID: P35754 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Cytochrome b-245 heavy chain
      Reactions:
        Gene Name: CYBB
        Uniprot ID: P04839 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA
        Name: Ras-related C3 botulinum toxin substrate 2
        Reactions:
          Gene Name: RAC2
          Uniprot ID: P15153 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: 1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial
          Reactions:
          • --- []
          Gene Name: CYP24A1
          Uniprot ID: Q07973 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Putative dimethylaniline monooxygenase [N-oxide-forming] 6
          Reactions:
          • N,N-dimethylaniline + NADPH + H+ + O2 = N,N-dimethylaniline N-oxide + NADP+ + H2O [RN:R03344]
          Gene Name: FMO6P
          Uniprot ID: O60774 Link_out
          Protein Sequence: FASTA
          Name: 24-dehydrocholesterol reductase
          Reactions:
            Gene Name: DHCR24
            Uniprot ID: Q15392 Link_out
            Protein Sequence: FASTA
            Gene Sequence: FASTA
            Name: Neutrophil cytosol factor 1
            Reactions:
              Gene Name: NCF1
              Uniprot ID: P14598 Link_out
              Protein Sequence: FASTA
              Gene Sequence: FASTA
              Name: Cytochrome b-245 light chain
              Reactions:
                Gene Name: CYBA
                Uniprot ID: P13498 Link_out
                Protein Sequence: FASTA
                Gene Sequence: FASTA
                Name: Kynurenine 3-monooxygenase
                Reactions:
                • L-kynurenine + NADPH + H+ + O2 = 3-hydroxy-L-kynurenine + NADP+ + H2O [RN:R01960]
                Gene Name: KMO
                Uniprot ID: O15229 Link_out
                Protein Sequence: FASTA
                Gene Sequence: FASTA
                Name: Dehydrogenase/reductase SDR family member 9
                Reactions:
                  Gene Name: DHRS9
                  Uniprot ID: Q9BPW9 Link_out
                  Protein Sequence: FASTA
                  Gene Sequence: FASTA
                  Name: Vitamin D 25-hydroxylase
                  Reactions:
                  • 5beta-cholestane-3alpha,7alpha,12alpha-triol + NADPH + H+ + O2 = (25R)-5beta-cholestane-3alpha,7alpha,12alpha,26-tetraol + NADP+ + H2O [RN:R04807]
                  Gene Name: CYP2R1
                  Uniprot ID: Q6VVX0 Link_out
                  Protein Sequence: FASTA
                  Gene Sequence: FASTA
                  Name: Retinol dehydrogenase 12
                  Reactions:
                    Gene Name: RDH12
                    Uniprot ID: Q96NR8 Link_out
                    Protein Sequence: FASTA
                    Gene Sequence: FASTA
                    Name: 3-ketodihydrosphingosine reductase
                    Reactions:
                    • sphinganine + NADP+ = 3-dehydrosphinganine + NADPH + H+ [RN:R02978]
                    Gene Name: KDSR
                    Uniprot ID: Q06136 Link_out
                    Protein Sequence: FASTA
                    Gene Sequence: FASTA
                    Name: Dual oxidase 2
                    Reactions:
                    • NAD(P)H + H+ + O2 = NAD(P)+ + H2O2 [RN:R07171 R07172]
                    Gene Name: DUOX2
                    Uniprot ID: Q9NRD8 Link_out
                    Protein Sequence: FASTA
                    Gene Sequence: FASTA
                    Name: 3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 2
                    Reactions:
                    • a 3-oxo-Delta5-steroid = a 3-oxo-Delta4-steroid [RN:R02644]
                    Gene Name: HSD3B2
                    Uniprot ID: P26439 Link_out
                    Protein Sequence: FASTA
                    Gene Sequence: FASTA
                    Name: Cholesterol 24-hydroxylase
                    Reactions:
                    • cholesterol + NADPH + H+ + O2 = (24S)-24-hydroxycholesterol + NADP+ + H2O [RN:R07207]
                    Gene Name: CYP46A1
                    Uniprot ID: Q9Y6A2 Link_out
                    Protein Sequence: FASTA
                    Gene Sequence: FASTA
                    Name: Retinol dehydrogenase 8
                    Reactions:
                    • retinol + NADP+ = retinal + NADPH + H+
                    Gene Name: RDH8
                    Uniprot ID: Q9NYR8 Link_out
                    Protein Sequence: FASTA
                    Gene Sequence: FASTA
                    Name: Retinol dehydrogenase 14
                    Reactions:
                      Gene Name: RDH14
                      Uniprot ID: Q9HBH5 Link_out
                      Protein Sequence: FASTA
                      Gene Sequence: FASTA
                      Name: Retinol dehydrogenase 11
                      Reactions:
                        Gene Name: RDH11
                        Uniprot ID: Q8TC12 Link_out
                        Protein Sequence: FASTA
                        Gene Sequence: FASTA
                        Name: 24-hydroxycholesterol 7-alpha-hydroxylase
                        Reactions:
                        • (24R)-cholest-5-ene-3beta,24-diol + NADPH + H+ + O2 = (24R)-cholest-5-ene-3beta,7alpha,24-triol + NADP+ + H2O [RN:R07208]
                        Gene Name: CYP39A1
                        Uniprot ID: Q9NYL5 Link_out
                        Protein Sequence: FASTA
                        Gene Sequence: FASTA
                        Name: 7-alpha-hydroxycholest-4-en-3-one 12-alpha-hydroxylase
                        Reactions:
                        • 7alpha-hydroxycholest-4-en-3-one + NADPH + H+ + O2 = 7alpha,12alpha-dihydroxycholest-4-en-3-one + NADP+ + H2O [RN:R04826]
                        Gene Name: CYP8B1
                        Uniprot ID: Q9UNU6 Link_out
                        Protein Sequence: FASTA
                        Gene Sequence: FASTA
                        Name: Retinol dehydrogenase 10
                        Reactions:
                        • retinol + NADP+ = retinal + NADPH + H+
                        Gene Name: RDH10
                        Uniprot ID: Q8IZV5 Link_out
                        Protein Sequence: FASTA
                        Gene Sequence: FASTA
                        Name: Dual oxidase 1
                        Reactions:
                        • NAD(P)H + H+ + O2 = NAD(P)+ + H2O2 [RN:R07171 R07172]
                        Gene Name: DUOX1
                        Uniprot ID: Q9NRD9 Link_out
                        Protein Sequence: FASTA
                        Gene Sequence: FASTA
                        Name: Thioredoxin reductase 3
                        Reactions:
                        • thioredoxin + NADP+ = thioredoxin disulfide + NADPH + H+ [RN:R02016]
                        Gene Name: TXNRD3
                        Uniprot ID: Q86VQ6 Link_out
                        Protein Sequence: FASTA
                        Gene Sequence: FASTA
                        Name: Probable 10-formyltetrahydrofolate dehydrogenase ALDH1L2
                        Reactions:
                        • 10-formyltetrahydrofolate + NADP+ + H2O = tetrahydrofolate + CO2 + NADPH + H+ [RN:R00941]
                        Gene Name: ALDH1L2
                        Uniprot ID: Q3SY69 Link_out
                        Protein Sequence: FASTA
                        Gene Sequence: FASTA
                        Name: Fatty acyl-CoA reductase 1
                        Reactions:
                          Gene Name: FAR1
                          Uniprot ID: Q8WVX9 Link_out
                          Protein Sequence: FASTA
                          Gene Sequence: FASTA
                          Name: Fatty acyl-CoA reductase 2
                          Reactions:
                            Gene Name: FAR2
                            Uniprot ID: Q96K12 Link_out
                            Protein Sequence: FASTA
                            Gene Sequence: FASTA
                            Name: Cytochrome P450 4A22
                            Reactions:
                            • octane + reduced rubredoxin + O2 = 1-octanol + oxidized rubredoxin + H2O [RN:R02879]
                            Gene Name: CYP4A22
                            Uniprot ID: Q5TCH4 Link_out
                            Protein Sequence: FASTA
                            Gene Sequence: FASTA
                            Name: Putative uncharacterized protein DKFZp686B0215
                            Reactions:
                              Gene Name: DKFZp686B0215
                              Uniprot ID: Q5HYI4 Link_out
                              Protein Sequence: FASTA
                              Gene Sequence: FASTA
                              Name: Dihydrofolate reductase
                              Reactions:
                                Gene Name: DYR
                                Uniprot ID: B0YJ76 Link_out
                                Protein Sequence: FASTA
                                Gene Sequence: FASTA
                                Name: Monofunctional C1-tetrahydrofolate synthase, mitochondrial
                                Reactions:
                                • ATP + formate + tetrahydrofolate = ADP + phosphate + 10-formyltetrahydrofolate [RN:R00943]
                                Gene Name: MTHFD1L
                                Uniprot ID: Q6UB35 Link_out
                                Protein Sequence: FASTA
                                Gene Sequence: FASTA
                                Name: Acyl-CoA synthetase family member 4
                                Reactions:
                                  Gene Name: AASDH
                                  Uniprot ID: Q4L235 Link_out
                                  Protein Sequence: FASTA
                                  Gene Sequence: FASTA
                                  Name: Aminoadipate-semialdehyde synthase
                                  Reactions:
                                    Gene Name: AASS
                                    Uniprot ID: A4D0W4 Link_out
                                    Protein Sequence: FASTA
                                    Gene Sequence: FASTA
                                    Name: Putative uncharacterized protein PGD
                                    Reactions:
                                      Gene Name: PGD
                                      Uniprot ID: A9Z1X1 Link_out
                                      Protein Sequence: FASTA
                                      Gene Sequence: FASTA
                                      Name: Cytochrome P450, family 1, subfamily A, polypeptide 1
                                      Reactions:
                                        Gene Name: CYP1A1
                                        Uniprot ID: A0N0X8 Link_out
                                        Protein Sequence: FASTA
                                        Gene Sequence: FASTA
                                        Name: NADPH oxidase 5
                                        Reactions:
                                          Gene Name: NOX5
                                          Uniprot ID: Q96PH1 Link_out
                                          Protein Sequence: FASTA
                                          Gene Sequence: FASTA
                                          Name: NADPH oxidase 3
                                          Reactions:
                                            Gene Name: NOX3
                                            Uniprot ID: Q9HBY0 Link_out
                                            Protein Sequence: FASTA
                                            Gene Sequence: FASTA
                                            Name: NADPH oxidase 4
                                            Reactions:
                                              Gene Name: NOX4
                                              Uniprot ID: Q9NPH5 Link_out
                                              Protein Sequence: FASTA
                                              Gene Sequence: FASTA
                                              Name: Iodotyrosine dehalogenase 1
                                              Reactions:
                                                Gene Name: IYD
                                                Uniprot ID: Q6PHW0 Link_out
                                                Protein Sequence: FASTA
                                                Gene Sequence: FASTA
                                                Name: Peroxisomal coenzyme A diphosphatase NUDT7
                                                Reactions:
                                                  Gene Name: NUDT7
                                                  Uniprot ID: P0C024 Link_out
                                                  Protein Sequence: FASTA
                                                  Gene Sequence: FASTA
                                                  Name: Prostaglandin reductase 2
                                                  Reactions:
                                                  • 11alpha-hydroxy-9,15-dioxoprostanoate + NAD(P)+ = (13E)-11alpha-hydroxy-9,15-dioxoprost-13-enoate + NAD(P)H + H+ [RN:R04556 R04557]
                                                  Gene Name: PTGR2
                                                  Uniprot ID: Q8N8N7 Link_out
                                                  Protein Sequence: FASTA
                                                  Gene Sequence: FASTA
                                                  Name: Short-chain dehydrogenase/reductase 3
                                                  Reactions:
                                                  • retinol + NADP+ = retinal + NADPH + H+
                                                  Gene Name: DHRS3
                                                  Uniprot ID: O75911 Link_out
                                                  Protein Sequence: FASTA
                                                  Gene Sequence: FASTA
                                                  Name: Oxidoreductase HTATIP2
                                                  Reactions:
                                                    Gene Name: HTATIP2
                                                    Uniprot ID: Q9BUP3 Link_out
                                                    Protein Sequence: FASTA
                                                    Gene Sequence: FASTA
                                                    Name: Putative neutrophil cytosol factor 1B
                                                    Reactions:
                                                      Gene Name: NCF1B
                                                      Uniprot ID: A6NI72 Link_out
                                                      Protein Sequence: FASTA
                                                      Gene Sequence: FASTA
                                                      Name: Putative neutrophil cytosol factor 1C
                                                      Reactions:
                                                        Gene Name: NCF1C
                                                        Uniprot ID: A8MVU1 Link_out
                                                        Protein Sequence: FASTA
                                                        Gene Sequence: FASTA
                                                        Name: NADPH oxidase activator 1
                                                        Reactions:
                                                          Gene Name: NOXA1
                                                          Uniprot ID: Q86UR1 Link_out
                                                          Protein Sequence: FASTA
                                                          Gene Sequence: FASTA
                                                          Name: Cytochrome P450, family 21, subfamily A, polypeptide 2
                                                          Reactions:
                                                            Gene Name: CYP21A2
                                                            Uniprot ID: Q08AG9 Link_out
                                                            Protein Sequence: FASTA
                                                            Gene Sequence: FASTA
                                                            Name: Cytochrome P450 2D6
                                                            Reactions:
                                                              Gene Name: CYP2D6
                                                              Uniprot ID: Q6NWU0 Link_out
                                                              Protein Sequence: FASTA
                                                              Gene Sequence: FASTA
                                                              Name: NOS1 mutant
                                                              Reactions:
                                                                Gene Name: NOS1
                                                                Uniprot ID: B3VK56 Link_out
                                                                Protein Sequence: FASTA
                                                                Gene Sequence: FASTA
                                                                Name: L-aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase
                                                                Reactions:
                                                                  Gene Name: AASDHPPT
                                                                  Uniprot ID: Q9NRN7 Link_out
                                                                  Protein Sequence: FASTA
                                                                  Gene Sequence: FASTA