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N-Acetylserotonin

N-Acetylserotonin structure

CAS No:
1210-83-9
Formula:
C12H14N2O2
Chemical Name:
N-Acetylserotonin
Synonyms:
Acetamide,N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-;Acetamide,N-[2-(5-hydroxyindol-3-yl)ethyl]-;N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]acetamide;N-Acetylserotonin;N-Acetyl-5-hydroxytryptamine;Serotonin,N-acetyl-;5-Hydroxy-N-acetyltryptamine;5-Hydroxymelatonin;N-Acetyl-2-(5-hydroxyindol-3-yl)ethylamine;Normelatonin;O-Demethylmelatonin
Categories:
Organic Chemistry > Amides

Description

white to off-white or slightly pink powderChEBI: A member of the class of hydroxyindoles that is the N-acetyl derivative of serotonin.

Solid

N-acetylserotonin is an N-acylserotonin resulting from the formal condensation of the primary amino group of serotonin with the carboxy group of acetic acid. It has a role as a human metabolite, a mouse metabolite, an antioxidant and a tropomyosin-related kinase B receptor agonist. It is a member of acetamides, a member of phenols and a N-acylserotonin.

N-Acetylserotonin Basic Attributes

Molecular Weight：

218.25

Exact Mass：

218.25

EC Number：

214-916-5

UNII：

P4TO3C82WV

DSSTox ID：

DTXSID00153106

HScode：

29339900

Characteristics

PSA：

65.12000

XLogP3：

-0.13

Appearance：

Solid

Density：

1.268±0.06 g/cm3(Predicted)

Melting Point：

93-94 °C

Boiling Point：

556.8±40.0 °C(Predicted)

Flash Point：

290.6±27.3 °C

Refractive Index：

1.651

Water Solubility：

ethanol: 50mg/mL

Storage Conditions：

2-8ºC

Vapor Pressure：

5.25E-13mmHg at 25°C

Collision Cross Section：

149.8 Å² [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|148.65 Å² [M-H]- [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|149.6 Å² [M+H]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|153.5 Å² [M+Na]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|150.5 Å² [M-H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|150.6 Å² [M-H]-

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

safety instructions：

22-24/25

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

Metabolism/Metabolites：

N-Acetyl-5-hydroxytryptamine has known human metabolites that include (2S,3S,4S,5R)-6-[[3-(2-acetamidoethyl)-1H-indol-5-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid and 3-(2-Acetamidoethyl)-1H-indol-5-yl hydrogen sulfate.

MeSH Entry Terms：

N-acetyl-5-hydroxytryptamine

N-Acetylserotonin Use and Manufacturing

A metabolite of Melatonin (M215000).

Computed Properties

Molecular Weight:218.25
XLogP3:0.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:218.105527694
Monoisotopic Mass:218.105527694
Topological Polar Surface Area:65.1
Heavy Atom Count:16
Complexity:257
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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