6-Hydroxymelatonin

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

6-Hydroxymelatonin Structure
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
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.

 Names

Name 6-hydroxymelatonin
Synonym More Synonyms

 6-Hydroxymelatonin Biological Activity

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

 Chemical & Physical Properties

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

 Toxicological Information

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

 Safety Information

Symbol GHS07 GHS08
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

 Customs

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%

 Articles32

More Articles
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...

 Synonyms

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