Basic information
- Standard SMILES
CC(=O)NCCc1c[nH]c2ccc(O)cc12- InChIKey
MVAWJSIDNICKHF-UHFFFAOYSA-N- Molecular formula
- C12H14N2O2
- Average molar mass
- 218.25 g/mol
- Monoisotopic mass
- 218.10552769
Overview
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.
Names & identifiers
- Preferred name
- N-Acetylserotonin
- IUPAC
- N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide
- English name
- N-ACETYL-5-HYDROXYTRYPTAMINE
- Molecular formula
- C12H14N2O2
- Molecular weight
- 218.25
Names & synonyms
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
Show more names
NormelatoniAKOS BC-0717N-Acetyl-5-HTACETYL-SEROTONINE
214-916-5N-Acetyl-5-hydroxytryptamineacetylserotoninN-ACETYL SEROTONIN5-Hydroxy-N-acetyltryptamine5-HydroxymelatoninAcetyl-5-hydroxy-tryptamineMFCD00005656
Database identifiers
- CAS
1210-83-9- PubChem CID
- 903
- DTXSID
DTXSID00153106- ChEMBL
CHEMBL33103- ChEBI
CHEBI:17697- UNII
- P4TO3C82WV
- EC Number
- 214-916-5
- Nikkaji
- J125.886I
Properties
Computed structural properties
- XLogP
- 0.5
- Topological polar surface area
- 65.1 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 257
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Solubility>32.7 [ug/mL] (The mean of the results at pH 7.4)
Physical DescriptionSolid
Collision Cross Section
148.65 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
153.5 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
153.8 Ų [M+Na]+
Physicochemical properties
- Melting point
- 120 · 120-122 °C (lit.)
- Boiling point
- 556.8 · 556.8±40.0 °C(Predicted)
- Density
- 1.268 · 1.268±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 50 mg/mL · ethanol: 50 mg/mL
- form
- powder
- pka
- 10.09 · 10.09±0.40(Predicted)
- color
- white
- Stability
- 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 DataBase Reference
- 1210 · 1210-83-9(CAS DataBase Reference)
- FDA UNII
- 4 TO3C82WV · P4TO3C82WV
- UNSPSC Code
- 12352209 · 12352209
- NACRES
- 32 · NA.32
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 319 · H319-H302-H335-H315
- Precautionary statements
- 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Safety Statements
- 22 · 22-24/25
- WGK Germany
- 3 · 3
- HS Code
- 29339900 · 29339900
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
GHS classification
GHS Classification
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.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29339900
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H319-H302-H335-H315
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501
Chemistry & industry
Pharmacology
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
Applications
UsesA metabolite of Melatonin (M215000).
UsesN-Acetyl-5-hydroxytryptamine has been used to treat neuron cells and to analyze its effects onKrüppel-like factor 15 (KLF15) expression.
General DescriptionN-Acetylserotonin (NAS)/normelatonin acts as a precursor of melatonin in the tryptophan metabolic pathway.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
陕西凯尔凯医药科技有限公司029-2148545164 17392779578 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
盐城通铭生物科技有限公司15195160625 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
河南赢创生物科技有限公司16650615803 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
上海仲因实业有限公司2537653158 16621191650 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
Syntechem Co.,Ltd[email protected]
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北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
上海晶抗生物工程有限公司021-54721350 13524668266 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
Allfluoro Pharmaceutical Company Limited+86-400-0216110 +86-15958047586 · [email protected]
孟成科技（上海）有限公司400-820-6829 · [email protected]
广东方信生物科技有限公司0751-2838688 13376594225 · [email protected]
河南阿尔法化工有限公司0371-55013243 15324716602 · [email protected]
怀化市冰峰化工有限公司0745-2866851 17711757908 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
上海泰坦科技股份有限公司400-6009262 15618770481 · [email protected]
上海隆盛化工有限公司58099637 13585536065 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
天津诺康医药科技有限公司022-23989838 13810451150 · [email protected]
ChemeGen 中国18818260767 · [email protected]
杭州云易国科生物科技有限公司18457506494 · [email protected]
湖南汇百侍生物科技有限公司0731-85526065 13308475853 · [email protected]
上海华思格医药科技有限公司13611612777 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
金克隆（北京）生物技术有限公司400-910-1997 15330005590 · [email protected]
赛默飞世尔科技（中国）有限公司800-810-5118 · [email protected]
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
Clearsynth Labs Limited+91-22-26355700 · [email protected]
山东博洛达生物科技有限公司0531-68659041 · [email protected]
陕西麟邦实业有限公司17709134430 · [email protected]
苏州亚科科技股份有限公司0512-87182055 13451648594 · [email protected]
深圳菲斯生物科技有限公司0755-83725350 13380397412 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
北京奥秘佳得医药科技有限公司+86-13522808617 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
Additional notes
DefinitionChEBI: A member of the class of hydroxyindoles that is the N-acetyl derivative of serotonin.
Related reactions
6 records
Linked notes
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