Cytochrome P450 - arranged by substrate type

Guengerich FP. Cytochrome P450s and other enzymes in drug metabolism and toxicity. The AAPS Journal. 2006 Mar 01;8(1):e101–11. doi: 10.1208/aapsj080112.; Lewis DF. 57 varieties: the human cytochromes P450. Pharmacogenomics. 2004 Apr;5(3):305–18. doi: 10.1517/phgs.5.3.305.29827. PMID: 15102545.; Nelson DR, Zeldin DC, Hoffman SM, Maltais LJ, Wain HM, Nebert DW. Comparison of cytochrome P450 (CYP) genes from the mouse and human genomes, including nomenclature recommendations for genes, pseudogenes and alternative-splice variants. Pharmacogenetics. 2004 Jan;14(1):1–18. doi: 10.1097/00008571-200401000-00001. PMID: 15128046.; Danielson PB. The cytochrome P450 superfamily: biochemistry, evolution and drug metabolism in humans. Curr Drug Metab. 2002 Dec;3(6):561–97. doi: 10.2174/1389200023337054. PMID: 12369887.

Metabolites

1,7-Dimethylxanthine

Formula: C7H8N4O2 (180.0647228)

CAS ID: 611-59-6

11-Deoxycortisol

Formula: C21H30O4 (346.214398)

CAS ID: 152-58-9

12-Hydroxydodecanoic acid

Formula: C12H24O3 (216.1725354)

CAS ID: 505-95-3

18-Hydroxycorticosterone

Formula: C21H30O5 (362.209313)

CAS ID: 561-65-9

4-Aminobiphenyl

Formula: C12H11N (169.0891446)

CAS ID: 92-67-1

4-Hydroxy-17beta-estradiol

Formula: C18H24O3 (288.1725354)

CAS ID: 5976-61-4

4-Hydroxycyclophosphamide

Formula: C7H15Cl2N2O3P (276.019731)

CAS ID: 40277-05-2

4-Methylpentanal

Formula: C6H12O (100.0888102)

CAS ID: 1119-16-0

6beta-Hydroxytestosterone

Formula: C19H28O3 (304.2038338)

CAS ID: 62-99-7

9-cis-Retinoic acid

Formula: C20H28O2 (300.2089188)

CAS ID: 5300-03-8

Acetaldehyde

Formula: C2H4O (44.0262134)

CAS ID: 75-07-0

Acetaminophen

Formula: C8H9NO2 (151.0633254)

CAS ID: 103-90-2

Aflatoxin B1

Formula: C17H12O6 (312.06338519999997)

CAS ID: 1162-65-8

Aldosterone

Formula: C21H28O5 (360.1936638)

CAS ID: 52-39-1

Androstenedione

Formula: C19H26O2 (286.1932696)

CAS ID: 63-05-8

Benzene

Formula: C6H6 (78.0469476)

CAS ID: 71-43-2

Caffeine

Formula: C8H10N4O2 (194.080372)

CAS ID: 58-08-2

Calcidiol

Formula: C27H44O2 (400.3341124)

CAS ID: 19356-17-3

Calcitriol

Formula: C27H44O3 (416.3290274)

CAS ID: 32222-06-3

Carbon tetrachloride

Formula: CCl4 (151.875412)

CAS ID: 56-23-5

Cerebrosterol

Formula: C27H46O2 (402.34976159999997)

CAS ID: 474-73-7

Chloroethylene oxide

Formula: C2H3ClO (77.9872418)

CAS ID: 7763-77-1

Cholesterol

Formula: C27H46O (386.3548466)

CAS ID: 57-88-5

Cl-

Formula: Cl (34.968853)

CAS ID: 16887-00-6

Corticosterone

Formula: C21H30O4 (346.214398)

CAS ID: 50-22-6

Cortisol

Formula: C21H30O5 (362.209313)

CAS ID: 50-23-7

Coumarin

Formula: C9H6O2 (146.0367776)

CAS ID: 91-64-5

Cyclophosphamide

Formula: C7H15Cl2N2O2P. H2O (278.0353802)

CAS ID: 6055-19-2

Debrisoquin

Formula: C10H13N3 (175.1109418)

CAS ID: 1131-64-2

Estradiol-17beta

Formula: C18H24O2 (272.17762039999997)

CAS ID: 50-28-2

Estrone

Formula: C18H22O2 (270.1619712)

CAS ID: 53-16-7

Ethanol

Formula: C2H6O (46.0418626)

CAS ID: 64-17-5

Ethylene

Formula: C2H4 (28.0312984)

CAS ID: 74-85-1

Ethylene oxide

Formula: C2H4O (44.0262134)

CAS ID: 75-21-8

Formaldehyde

Formula: CH2O (30.0105642)

CAS ID: 50-00-0

H+

Formula: H (1.0078246)

CAS ID: 12408-02-5

H2O

Formula: H2O (18.0105642)

CAS ID: 7732-18-5

Halothane

Formula: C2HBrClF3 (195.89022319999998)

CAS ID: 151-67-7

Hydrogen

Formula: H2 (2.0156492)

CAS ID: 1333-74-0

Indole

Formula: C8H7N (117.0578462)

CAS ID: 120-72-9

Indolin-2-one

Formula: C8H7NO (133.0527612)

CAS ID: 59-48-3

Lanosterol

Formula: C30H50O (426.386145)

CAS ID: 79-63-0

Loperamide

Formula: C29H33ClN2O2 (476.22304280000003)

CAS ID: 53179-11-6

N-Hydroxy-4-aminobiphenyl

Formula: C12H11NO (185.0840596)

CAS ID: 1204-79-1

NADP+

Formula: C21H29N7O17P3 (744.0832754)

CAS ID: 53-59-8

NADPH

Formula: C21H30N7O17P3 (745.0911)

CAS ID: 2646-71-1

Oxygen

Formula: O2 (31.98983)

CAS ID: 7782-44-7

Paclitaxel

Formula: C47H51NO14 (853.3309386)

CAS ID: 33069-62-4

Phenol

Formula: C6H6O (94.0418626)

CAS ID: 108-95-2

Phenytoin

Formula: C15H12N2O2 (252.0898732)

CAS ID: 57-41-0

Pregnenolone

Formula: C21H32O2 (316.24021719999996)

CAS ID: 145-13-1

Progesterone

Formula: C21H30O2 (314.224568)

CAS ID: 57-83-0

Retinoate

Formula: C20H28O2 (300.2089188)

CAS ID: 302-79-4

Skatole

Formula: C9H9N (131.0734954)

CAS ID: 83-34-1

Testosterone

Formula: C19H28O2 (288.2089188)

CAS ID: 58-22-0

Tolbutamide

Formula: C12H18N2O3S (270.1038078)

CAS ID: 64-77-7

Umbelliferone

Formula: C9H6O3 (162.03169259999999)

CAS ID: 93-35-6

Vinyl chloride

Formula: C2H3Cl (61.9923268)

CAS ID: 75-01-4

Vitamin D3

Formula: C27H44O (384.3391974)

CAS ID: 67-97-0

4-Hydroxy tolbutamide

Formula: C12H18N2O4S (286.0987228)

CAS ID: 1185112-19-9

4-Hydroxydebrisoquine

Formula: C10H13N3O (191.1058568)

CAS ID: 59333-79-8

3-Methylene-indolenine

Formula: C9H7N (129.0578462)

CAS ID: 40642-83-9

5-Hydroxyomeprazole

Formula: C17H19N3O4S (361.10962140000004)

CAS ID: 92340-57-3

4-Hydroxyphenytoin

Formula: C15H12N2O3 (268.0847882)

CAS ID: 2784-27-2

Dextrorphan

Formula: C17H23NO (257.1779548)

CAS ID: 125-73-5

NAPQI

Formula: C8H7NO2 (149.0476762)

CAS ID: 50700-49-7

N-desmethyl loperamide

Formula: C28H31ClN2O2 (462.2073936)

CAS ID: 66164-07-6

formate

Formula: CHO2 (44.997654600000004)

CAS ID: 71-47-6

dodecanoate

Formula: C12H23O2 (199.1697958)

CAS ID: 115-05-9

NADPH(4-)

Formula: C21H26N7O17P3 (741.0598016)

CAS ID: 53-57-6

NADP(3-)

Formula: C21H25N7O17P3 (740.051977)

CAS ID: 53-59-8

trifluoroacetyl chloride

Formula: C2ClF3O (131.9589776)

CAS ID: 354-32-5



Enzyme

EC Number name full name note
1.14.14.-
1.14.14.1 unspecific monooxygenase substrate,NADPH-hemoprotein reductase:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
1.14.14.139 5beta-cholestane-3alpha,7alpha-diol 12alpha-hydroxylase 5beta-cholestane-3alpha,7alpha-diol,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (12alpha-hydroxylating)
1.14.14.14 aromatase testosterone monooxygenase (17beta-estradiol-forming)
1.14.14.154 sterol 14alpha-demethylase sterol,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (14-methyl cleaving)
1.14.14.16 steroid 21-monooxygenase steroid,NADPH-hemoprotein reductase:oxygen oxidoreductase (21-hydroxylating)
1.14.14.177 ultra-long-chain fatty acid omega-hydroxylase ultra-long-chain fatty acid,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (omega-hydroxylating)
1.14.14.24 vitamin D 25-hydroxylase calciol,NADPH-hemoprotein reductase:oxygen oxidoreductase (25-hydroxylating)
1.14.14.25 cholesterol 24-hydroxylase cholesterol,NADPH-hemoprotein reductase:oxygen oxidoreductase (24-hydroxylating)
1.14.14.26 24-hydroxycholesterol 7alpha-hydroxylase (24R)-cholest-5-ene-3beta,24-diol,NADPH:oxygen oxidoreductase (7alpha-hydroxylating)
1.14.14.79 docosahexaenoic acid omega-hydroxylase docosahexaenoate,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (22-hydroxydocosahexaenoate forming)
1.14.14.80 long-chain fatty acid omega-monooxygenase long-chain fatty acid,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (omega-hydroxylating)
1.14.15.15 cholestanetriol 26-monooxygenase 5beta-cholestane-3alpha,7alpha,12alpha-triol,adrenodoxin:oxygen oxidoreductase (26-hydroxylating)
1.14.15.16 vitamin D3 24-hydroxylase calcitriol,adrenodoxin:oxygen oxidoreductase (24-hydroxylating)
1.14.15.18 calcidiol 1-monooxygenase calcidiol,adrenodoxin:oxygen oxidoreductase (1-hydroxylating)
1.14.15.4 steroid 11beta-monooxygenase steroid,reduced-adrenal-ferredoxin:oxygen oxidoreductase (11beta-hydroxylating)
1.14.15.5 corticosterone 18-monooxygenase corticosterone,reduced-adrenal-ferredoxin:oxygen oxidoreductase (18-hydroxylating)
1.14.15.6 cholesterol monooxygenase (side-chain-cleaving) cholesterol,reduced-adrenal-ferredoxin:oxygen oxidoreductase (side-chain-cleaving)
1.18.1.6 adrenodoxin-NADP+ reductase adrenodoxin:NADP+ oxidoreductase
1.6.2.4 NADPH-hemoprotein reductase NADPH:hemoprotein oxidoreductase
2.3.1.48 histone acetyltransferase acetyl-CoA:[protein]-L-lysine acetyltransferase
4.2.1.152 hydroperoxy icosatetraenoate dehydratase hydroperoxyicosatetraenoate hydro-lyase (oxoicosatetraenoate-forming)
5.3.99.5 thromboxane-A synthase (5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate isomerase


Proteins

Protein ID name full name