6-Hydroxymelatonin

Modify Date: 2024-01-06 11:30:06

6-Hydroxymelatonin structure	Common Name	6-Hydroxymelatonin
	CAS Number	2208-41-5	Molecular Weight	248.27800
	Density	1.266g/cm3	Boiling Point	564.7ºC at 760mmHg
	Molecular Formula	C₁₃H₁₆N₂O₃	Melting Point	172-175ºC
	MSDS	Chinese USA	Flash Point	295.3ºC
	Symbol	GHS07, GHS08	Signal Word	Warning

Use of 6-Hydroxymelatonin

6-Hydroxymelatonin is a primary metabolic of Melatonin, which is metabolized by cytochrome P450 (CYP) 1A2.

Name	6-hydroxymelatonin
Synonym	More Synonyms

Description	6-Hydroxymelatonin is a primary metabolic of Melatonin, which is metabolized by cytochrome P450 (CYP) 1A2.
Related Catalog	Research Areas >> Metabolic Disease Research Areas >> Neurological Disease Natural Products >> Others
Target	Human Endogenous Metabolite
References	[1]. Härtter S, et al. Orally given melatonin may serve as a probe drug for cytochrome P450 1A2 activity in vivo: a pilot study. Clin Pharmacol Ther. 2001 Jul;70(1):10-6.

Density	1.266g/cm3
Boiling Point	564.7ºC at 760mmHg
Melting Point	172-175ºC
Molecular Formula	C₁₃H₁₆N₂O₃
Molecular Weight	248.27800
Flash Point	295.3ºC
Exact Mass	248.11600
PSA	74.35000
LogP	1.95160
Vapour Pressure	2.35E-13mmHg at 25°C
Index of Refraction	1.627
Storage condition	Refrigerator
Water Solubility	alcohol: soluble

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AC3607000

CHEMICAL NAME :: Acetamide, N-(2-(6-hydroxy-5-methoxyindol-3-yl)ethyl)-

CAS REGISTRY NUMBER :: 2208-41-5

BEILSTEIN REFERENCE NO. :: 0483231

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C13-H16-N2-O3

MOLECULAR WEIGHT :: 248.31

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 8 mg/kg

SEX/DURATION :: male 20 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands

REFERENCE :: BIREBV Biology of Reproduction. (Soc. for the Study of Reproduction, 309 W. Clark St., Champaign, IL 61820) V.1- 1969- Volume(issue)/page/year: 33,618,1985

Symbol	GHS07, GHS08
Signal Word	Warning
Hazard Statements	H302-H351
Precautionary Statements	P281
Personal Protective Equipment	Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard Codes	Xn: Harmful;
Risk Phrases	22-40
Safety Phrases	36/37
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	AC3607000
HS Code	2933990090

3-[2-(Acetylami...

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~64%

6-Hydroxymelatonin

CAS#:2208-41-5

Literature: Karam, Omar; Zunino, Fabien; Chagnaut, Vincent; Jouannetaud, Marie Paule; Jacquesy, Jean Claude Tetrahedron Letters, 2003 , vol. 44, # 7 p. 1511 - 1513

Melatonine

CAS#:73-31-4

6-Hydroxymelatonin

CAS#:2208-41-5

Literature: Tetrahedron Letters, , vol. 44, # 7 p. 1511 - 1513

3-[2-(Acetylami...

CAS#:519186-54-0

6-Hydroxymelatonin

CAS#:2208-41-5

Literature: Tetrahedron Letters, , vol. 44, # 7 p. 1511 - 1513

6-Acetyl-3-[2-(...

CAS#:188397-05-9

6-Hydroxymelatonin

CAS#:2208-41-5

Literature: Tetrahedron Letters, , vol. 44, # 7 p. 1511 - 1513

HS Code	2933990090
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Melatonin and its metabolites accumulate in the human epidermis in vivo and inhibit proliferation and tyrosinase activity in epidermal melanocytes in vitro.

Mol. Cell. Endocrinol. 404 , 1-8, (2015)

Melatonin and its metabolites including 6-hydroxymelatonin (6(OH)M), N(1)-acetyl-N(2)-formyl-5-methoxykynuramine (AFMK) and 5-methoxytryptamine (5MT) are endogenously produced in human epidermis. This...

Predominance of 2-hydroxymelatonin over melatonin in plants.

J. Pineal Res. 59 , 448-54, (2015)

The cloning of the gene encoding melatonin 2-hydroxylase (M2H), which is responsible for the synthesis of 2-hydroxymelatonin, has expanded the study of melatonin metabolism in plants. Kinetic analysis...

Molecular cloning of melatonin 2-hydroxylase responsible for 2-hydroxymelatonin production in rice (Oryza sativa).

J. Pineal Res. 58(3) , 343-51, (2015)

Although melatonin biosynthetic genes from plants have been cloned, the melatonin catabolism mechanisms remain unclear. To clone the genes responsible for melatonin metabolism, we ectopically expresse...

6-HydroxyMelatonin

6-Hydroxy Melatonin

N-[2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl]acetamide

6-Hydroxymelatonin

Use of 6-Hydroxymelatonin

Names