CHEBI:28346 - mescaline

ChEBI IDCHEBI:28346
ChEBI Namemescaline
Stars
DefinitionA phenethylamine alkaloid that is phenethylamine substituted at positions 3, 4 and 5 by methoxy groups.
Secondary ChEBI IDsCHEBI:6776, CHEBI:25202
Last Modified9 September 2024
DownloadsMolfile
FormulaC11H17NO3
Net Charge0
Average Mass211.261
Monoisotopic Mass211.12084
SMILESCOc1cc(CCN)cc(OC)c1OC
InChIInChI=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
InChIKeyRHCSKNNOAZULRK-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
hallucinogen  Drugs capable of inducing illusions, hallucinations, delusions, paranoid ideations and other alterations of mood and thinking.
ChEBI Ontology
Outgoing Relation(s)
mescaline (CHEBI:28346) has role hallucinogen (CHEBI:35499)
mescaline (CHEBI:28346) has role plant metabolite (CHEBI:76924)
mescaline (CHEBI:28346) is a methoxybenzenes (CHEBI:51683)
mescaline (CHEBI:28346) is a phenethylamine alkaloid (CHEBI:38605)
mescaline (CHEBI:28346) is a primary amino compound (CHEBI:50994)
mescaline (CHEBI:28346) is conjugate base of mescalinium (CHEBI:231762)
Incoming Relation(s)
N-methylmescaline (CHEBI:7319) has functional parent mescaline (CHEBI:28346)
mescalinium (CHEBI:231762) is conjugate acid of mescaline (CHEBI:28346)
IUPAC Name 
2-(3,4,5-trimethoxyphenyl)ethanamine
Synonyms  Source
1-amino-2-(3,4,5-trimethoxyphenyl)ethaneChemIDplus
3,4,5-trimethoxybenzeneethanamineNIST Chemistry WebBook
3,4,5-trimethoxyphenethylamineNIST Chemistry WebBook
3,4,5-trimethoxyphenylethylamineChemIDplus
MescalinChemIDplus
mescalinaChEBI
Manual XrefsDatabases
C00001419KNApSAcK
C06546KEGG COMPOUND
DB19083DrugBank
HMDB0254474HMDB
MescalineWikipedia
Registry NumbersSources
Reaxys:1374088Reaxys
CAS:54-04-6NIST Chemistry WebBook
CAS:54-04-6KEGG COMPOUND
CAS:54-04-6ChemIDplus
Citations