| 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 |
|
| 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 |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
|
| Synonyms |
- 2'-(Dihydrogen phosphate) 5'-(trihydrogen pyrophosphate) Adenosine 5'-ester with 1,4-dihydro-1-b-D-ribofuranosylnicotinamide
- 2'-(Dihydrogen phosphate) 5'-(trihydrogen pyrophosphate) Adenosine 5'-ester with 1,4-dihydro-1-beta-delta-ribofuranosylnicotinamide
- Adenosine 5'-(trihydrogen diphosphate) 2'-(dihydrogen phosphate) P'-5'-ester with 1,4-dihydro-1-beta-D-ribofuranosyl-3-pyridinecarboxamide
- Adenosine 5'-(trihydrogen diphosphate) 2'-(dihydrogen phosphate) P'-5'-ester with 1,4-dihydro-1-beta-delta-ribofuranosyl-3-pyridinecarboxamide
- b-NADPH
- b-Nicotinamide-adenine-dinucleotide-phosphorate
- b-Nicotinamide-adenine-dinucleotide-phosphoric acid
- beta-NADPH
- beta-Nicotinamide-adenine-dinucleotide-phosphorate
- beta-Nicotinamide-adenine-dinucleotide-phosphoric acid
- Dihydrocodehydrogenase II
- Dihydronicotinamide adenine dinucleotide phosphate
- Dihydronicotinamide adenine dinucleotide-P
- Dihydrotriphosphopyridine nucleotide reduced
- NADP-reduced
- NADPH
- Nicotinamide adenine dinucleotide phosphate - reduced
- Nicotinamide-adenine-dinucleotide-phosphorate
- Nicotinamide-adenine-dinucleotide-phosphoric acid
- Reduced Codehydrase II
- Reduced Coenzyme II
- Reduced Cozymase II
- Reduced triphosphopyridine nucleotide
- 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 |
|
| 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 |
|
| Spectra |
|
|
| Biological Properties |
| Cellular Locations |
- Cytoplasm (predicted from logP)
|
| Biofluid Locations |
|
| Tissue Location |
|
| Pathways |
|
| Normal Concentrations |
|
| Blood |
Detected and Quantified |
|
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 |
| External Links |
| 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  |
| KEGG Compound ID |
C00005  |
| BioCyc ID |
NADPH  |
| BiGG ID |
33486  |
| Wikipedia Link |
NADPH  |
| NuGOwiki Link |
HMDB00221  |
| Metagene Link |
HMDB00221  |
| METLIN ID |
3691  |
| PubChem Compound |
22833512  |
| PDB ID |
Not Available |
| ChEBI ID |
16474  |
| 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 |
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
|
| 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  |
| 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  |
| 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  |
| 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  |
| 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  |
| 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  |
| 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  |
| 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  |
| 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  |
| 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  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
|
|
|
|
|
|
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|
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|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
| Name: |
Cytochrome P450 4A11
|
| Reactions: |
- octane + reduced rubredoxin + O2 = 1-octanol + oxidized rubredoxin + H2O [RN:R02879]
|
| Gene Name: |
CYP4A11 |
| Uniprot ID: |
Q02928  |
| 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  |
| 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  |
| 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  |
| 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  |
| 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  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
|
|
|
|
|
|
| Name: |
Flavin reductase
|
| Reactions: |
- reduced riboflavin + NADP+ = riboflavin + NADPH + H+ [RN:R05707]
|
| Gene Name: |
BLVRB |
| Uniprot ID: |
P30043  |
| 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  |
| 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  |
| 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  |
| 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  |
| 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  |
| 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  |
| 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  |
| 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  |
| 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  |
| 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  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 2C19
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| Reactions: |
- (R)-limonene + NADPH + H+ + O2 = (+)-trans-carveol + NADP+ + H2O [RN:R06119]
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| Gene Name: |
CYP2C19 |
| Uniprot ID: |
P33261  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 3A43
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP3A43 |
| Uniprot ID: |
Q9HB55  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 1B1
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP1B1 |
| Uniprot ID: |
Q16678  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 2C18
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP2C18 |
| Uniprot ID: |
P33260  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 2F1
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP2F1 |
| Uniprot ID: |
P24903  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 4X1
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP4X1 |
| Uniprot ID: |
Q8N118  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 2B6
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP2B6 |
| Uniprot ID: |
P20813  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 3A5
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP3A5 |
| Uniprot ID: |
P20815  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 1A1
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP1A1 |
| Uniprot ID: |
P04798  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 2A13
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP2A13 |
| Uniprot ID: |
Q16696  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 3A7
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP3A7 |
| Uniprot ID: |
P24462  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 4B1
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP4B1 |
| Uniprot ID: |
P13584  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 4Z1
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP4Z1 |
| Uniprot ID: |
Q86W10  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 1A2
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP1A2 |
| Uniprot ID: |
P05177  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 19A1
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP19A1 |
| Uniprot ID: |
P11511  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 2C8
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP2C8 |
| Uniprot ID: |
P10632  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 2S1
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP2S1 |
| Uniprot ID: |
Q96SQ9  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 2J2
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP2J2 |
| Uniprot ID: |
P51589  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 2A7
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP2A7 |
| Uniprot ID: |
P20853  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 2A6
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| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
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| Gene Name: |
CYP2A6 |
| Uniprot ID: |
P11509  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
25-hydroxycholesterol 7-alpha-hydroxylase
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| 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]
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| Gene Name: |
CYP7B1 |
| Uniprot ID: |
O75881  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Vitamin D 25-hydroxylase
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| Reactions: |
- 5beta-cholestane-3alpha,7alpha,12alpha-triol + NADPH + H+ + O2 = (25R)-5beta-cholestane-3alpha,7alpha,12alpha,26-tetraol + NADP+ + H2O [RN:R04807]
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| Gene Name: |
CYP2R1 |
| Uniprot ID: |
Q6VVX0  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Dual oxidase 2
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| Reactions: |
- NAD(P)H + H+ + O2 = NAD(P)+ + H2O2 [RN:R07171 R07172]
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| Gene Name: |
DUOX2 |
| Uniprot ID: |
Q9NRD8  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cholesterol 24-hydroxylase
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| Reactions: |
- cholesterol + NADPH + H+ + O2 = (24S)-24-hydroxycholesterol + NADP+ + H2O [RN:R07207]
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| Gene Name: |
CYP46A1 |
| Uniprot ID: |
Q9Y6A2  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Dual oxidase 1
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| Reactions: |
- NAD(P)H + H+ + O2 = NAD(P)+ + H2O2 [RN:R07171 R07172]
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| Gene Name: |
DUOX1 |
| Uniprot ID: |
Q9NRD9  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Cytochrome P450 4A22
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| Reactions: |
- octane + reduced rubredoxin + O2 = 1-octanol + oxidized rubredoxin + H2O [RN:R02879]
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| Gene Name: |
CYP4A22 |
| Uniprot ID: |
Q5TCH4  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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| Name: |
Prostaglandin reductase 2
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| Reactions: |
- 11alpha-hydroxy-9,15-dioxoprostanoate + NAD(P)+ = (13E)-11alpha-hydroxy-9,15-dioxoprost-13-enoate + NAD(P)H + H+ [RN:R04556 R04557]
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| Gene Name: |
PTGR2 |
| Uniprot ID: |
Q8N8N7  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
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