CHEBI:28346 - mescaline

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ChEBI Name mescaline
ChEBI ID CHEBI:28346
Definition A phenethylamine alkaloid that is phenethylamine substituted at positions 3, 4 and 5 by methoxy groups.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:25202, CHEBI:6776
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Formula C11H17NO3
Net Charge 0
Average Mass 211.25760
InChI InChI=1S/C11H17NO3/c1-13-9-6-8(4-5-12)7-10(14-2)11(9)15-3/h6-7H,4-5,12H2,1-3H3
InChIKey RHCSKNNOAZULRK-UHFFFAOYSA-N
SMILES COc1cc(CCN)cc(OC)c1OC
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): hallucinogen
Drugs capable of inducing illusions, hallucinations, delusions, paranoid ideations and other alterations of mood and thinking.
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ChEBI Ontology
Outgoing mescaline (CHEBI:28346) has role hallucinogen (CHEBI:35499)
mescaline (CHEBI:28346) is a methoxybenzene (CHEBI:51683)
mescaline (CHEBI:28346) is a phenethylamine alkaloid (CHEBI:38605)
mescaline (CHEBI:28346) is a primary amino compound (CHEBI:50994)
IUPAC Name
2-(3,4,5-trimethoxyphenyl)ethanamine
Synonyms Sources
1-amino-2-(3,4,5-trimethoxyphenyl)ethane ChemIDplus
3,4,5-trimethoxybenzeneethanamine NIST Chemistry WebBook
3,4,5-trimethoxyphenethylamine NIST Chemistry WebBook
3,4,5-trimethoxyphenylethylamine ChemIDplus
Mescalin ChemIDplus
mescalina ChEBI
Mescaline KEGG COMPOUND
Meskalin ChEBI
mezcalina ChEBI
TMPEA NIST Chemistry WebBook
Database Links Databases
C00001419 KNApSAcK
C06546 KEGG COMPOUND
Mescaline Wikipedia
View more database links
Registry Numbers Types Sources
1374088 Reaxys Registry Number Reaxys
1374088 Beilstein Registry Number ChemIDplus
54-04-6 CAS Registry Number KEGG COMPOUND
54-04-6 CAS Registry Number ChemIDplus
54-04-6 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
14516493 PubMed citation CiteXplore
20890669 PubMed citation CiteXplore
22251567 PubMed citation CiteXplore
22900815 PubMed citation CiteXplore
25036425 PubMed citation CiteXplore
Last Modified
28 July 2014