melatonin degradation I

Semak I, Korik E, Antonova M, Wortsman J, Slominski A. Metabolism of melatonin by cytochrome P450s in rat liver mitochondria and microsomes. Journal of Pineal Research. 2008 Oct 09;45(4):515–23. doi: 10.1111/j.1600-079x.2008.00630.x.; Hardeland R. Melatonin, hormone of darkness and more – occurrence, control mechanisms, actions and bioactive metabolites. Cellular and Molecular Life Sciences. 2008 Mar 17;65(13):2001–18. doi: 10.1007/s00018-008-8001-x.; Slominski A, Tobin DJ, Zmijewski MA, Wortsman J, Paus R. Melatonin in the skin: synthesis, metabolism and functions. Trends Endocrinol Metab. 2008 Jan;19(1):17–24. doi: 10.1016/j.tem.2007.10.007. PMID: 18155917.; Tan D, Manchester LC, Terron MP, Flores LJ, Reiter RJ. One molecule, many derivatives: A never-ending interaction of melatonin with reactive oxygen and nitrogen species? Journal of Pineal Research. 2006 Nov 29;42(1):28–42. doi: 10.1111/j.1600-079x.2006.00407.x.; Ma X, Idle JR, Krausz KW, Gonzalez FJ. Metabolism of melatonin by human cytochromes p450. Drug Metab Dispos. 2005 Apr;33(4):489–94. doi: 10.1124/dmd.104.002410. PMID: 15616152.

Metabolites

6-Hydroxymelatonin

Formula: C13H16N2O3 (248.1160866)

CAS ID: 2208-41-5

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

Melatonin

Formula: C13H16N2O2 (232.1211716)

CAS ID: 73-31-4

N-Acetylserotonin

Formula: C12H14N2O2 (218.1055224)

CAS ID: 1210-83-9

Oxygen

Formula: O2 (31.98983)

CAS ID: 7782-44-7

UDP(3-)

Formula: C9H11N2O12P2 (400.9787246)

CAS ID: 86527-70-0

N-acetyl-5-hydroxytryptamine sulfate

Formula: C12H13N2O5S- (297.05451480000005)

CAS ID:

N-acetyl-serotonin glucuronide

Formula: C18H21N2O8- (393.1297846)

CAS ID:

6-Hydroxymelatoninsulfate

Formula: C13H15N2O6S- (327.065079)

CAS ID:



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)
1.14.14.51 (S)-limonene 6-monooxygenase (S)-limonene,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (6-hydroxylating)
1.14.14.52 (S)-limonene 7-monooxygenase (S)-limonene,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (7-hydroxylating)
1.14.14.53 (R)-limonene 6-monooxygenase (R)-limonene,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (6-hydroxylating)
1.14.14.75 fenbendazole monooxygenase (4'-hydroxylating) fenbendazole,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (4'-hydroxylating)
1.14.14.80 long-chain fatty acid omega-monooxygenase long-chain fatty acid,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (omega-hydroxylating)
1.6.2.4 NADPH-hemoprotein reductase NADPH:hemoprotein oxidoreductase
2.4.1.17 glucuronosyltransferase UDP-glucuronate beta-D-glucuronosyltransferase (acceptor-unspecific)
2.8.2.1 aryl sulfotransferase 3'-phosphoadenylyl-sulfate:phenol sulfotransferase
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