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6-Hydroxymelatonin

6-Hydroxymelatonin structure

CAS No:
2208-41-5
Formula:
C13H16N2O3
Chemical Name:
6-Hydroxymelatonin
Synonyms:
Acetamide,N-[2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl]-;Acetamide,N-[2-(6-hydroxy-5-methoxyindol-3-yl)ethyl]-;N-[2-(6-Hydroxy-5-methoxy-1H-indol-3-yl)ethyl]acetamide;6-Hydroxymelatonin;6-Hydroxy-N-acetyl-5-methoxytryptamine
Categories:
Organic Chemistry > Amides

Description

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

Solid

6-hydroxymelatonin is a member of the class of tryptamines that is melatonin with a hydroxy group substituent at position 6. It has a role as a metabolite and a mouse metabolite. It is a member of acetamides and a member of tryptamines. It derives from a melatonin.

6-Hydroxymelatonin Basic Attributes

Molecular Weight：

248.28

Exact Mass：

248.28

EC Number：

217-916-3

UNII：

TV437T5077

DSSTox ID：

DTXSID00176577

HScode：

2933990090

Characteristics

PSA：

74.4

XLogP3：

1.95160

Appearance：

Solid

Density：

1.266g/cm3

Melting Point：

172-175°C

Boiling Point：

564.7ºC at 760mmHg

Flash Point：

295.3ºC

Refractive Index：

1.627

Water Solubility：

alcohol: soluble

Storage Conditions：

Refrigerator

Vapor Pressure：

2.35E-13mmHg at 25°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

22-40-51/53-20

safety instructions：

36/37-60

RTECS Number：

AC3607000

Marks：

Xn,N

Precautionary statement(s)：

P281

Hazard Statements：

H302-H351

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P264, P270, P281, P301+P312, P308+P313, P330, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE). (See all compounds classified as Cardiotonic Agents.)

Metabolism/Metabolites：

6-Hydroxymelatonin has known human metabolites that include 6-[[3-(2-Acetamidoethyl)-5-methoxy-1H-indol-6-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid.

MeSH Entry Terms：

6-hydroxymelatonin

6-Hydroxymelatonin Use and Manufacturing

Methods of Manufacturing

In the presence of tertiary amine, ethylthiol reacts with phosgene to produce ethylthioformyl chloride, and then reacts with diisobutylamine to synthesize butachlor.

Uses

A metabolite of Melatonin (S689050).

Computed Properties

Molecular Weight:248.28
XLogP3:1.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:248.11609238
Monoisotopic Mass:248.11609238
Topological Polar Surface Area:74.4
Heavy Atom Count:18
Complexity:298
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes