N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]acetamid

N-Acetylserotonin

HCID 903CAS 1210-83-9

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Grundinformationen

Standard-SMILES: CC(=O)NCCc1c[nH]c2ccc(O)cc12
InChIKey: MVAWJSIDNICKHF-UHFFFAOYSA-N
Summenformel: C12H14N2O2
Durchschnittliche Molmasse: 218,25 g/mol
Monoisotopische Masse: 218,10552769

Überblick

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 tropomyosin-related kinase B receptor agonist, an antioxidant, a mouse metabolite and a human metabolite. It is a N-acylserotonin, a member of acetamides and a member of phenols.

Namen und Bezeichner

Bevorzugter Name: N-Acetylserotonin
IUPAC: N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide
Lokaler Name: N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]acetamid
Englischer Name: N-ACETYL-5-HYDROXYTRYPTAMINE
Summenformel: C12H14N2O2
Molmasse: 218.25

Namen und Synonyme

N-acetylserotonin1210-83-9N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]acetamideNormelatoninO-DemethylmelatoninN-(2-(5-Hydroxy-1H-indol-3-yl)ethyl)acetamideP4TO3C82WVDTXSID00153106CHEBI:17697N-acetylhydroxytryptamineRefChem:828919DTXCID3075597

Weitere Namen anzeigen

NormelatoniAKOS BC-0717N-Acetyl-5-HTACETYL-SEROTONINE

214-916-5N-Acetyl-5-hydroxytryptamineacetylserotoninN-ACETYL SEROTONIN5-Hydroxy-N-acetyltryptamine5-HydroxymelatoninAcetyl-5-hydroxy-tryptamineMFCD00005656

Datenbank-Bezeichner

CAS: 1210-83-9
PubChem CID: 903
DTXSID: DTXSID00153106
ChEMBL: CHEMBL33103
ChEBI: CHEBI:17697
UNII: P4TO3C82WV
EC Number: 214-916-5
Nikkaji: J125.886I

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,5
Polarare Oberfläche (TPSA): 65,1 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 3
Schwere Atome: 16
Formalladung: 0
Komplexität: 257

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15

Solubility>32.7 [ug/mL] (The mean of the results at pH 7.4)

Physical DescriptionSolid

Collision Cross Section · 3 Einträge

148.65 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

153.5 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

153.8 Å² [M+Na]+

Physikochemische Eigenschaften

Schmelzpunkt: 120 · 120-122 °C (lit.)
Siedepunkt: 556.8 · 556.8±40.0 °C(Predicted)
Dichte: 1.268 · 1.268±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
Löslichkeit: 50 mg/mL · ethanol: 50 mg/mL
Aggregatzustand: powder
pka: 10.09 · 10.09±0.40(Predicted)
Farbe: white
Stabilität: Hygroscopic
InChI: 1S/C12H14N2O2/c1-8(15)13-5-4-9-7-14-12-3-2-10(16)6-11(9)12/h2-3,6-7,14,16H,4-5H2,1H3,(H,13,15)
InChIKey: MVAWJSIDNICKHF-UHFFFAOYSA-N
SMILES: CC(=O)NCCc1c[nH]c2ccc(O)cc12
CAS Datenbank: 1210 · 1210-83-9(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Sicherheitsdaten

wgk: 3
hs_code: 29339900
safety_code: 22-24/25
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

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

Tissue LocationsKidney

Cellular LocationsCytoplasm

Metabolite PathwaysTryptophan metabolism