CHEBI:6857 - methyl cinnamate

ChEBI IDCHEBI:6857
ChEBI Namemethyl cinnamate
Stars
DefinitionA methyl ester resulting from the formal condensation of methyl cinnamic acid with methanol. It is found naturally in the essential oils of Alpinia and Basil leaf oil, and widely used in the flavor and perfume industries.
Last Modified29 November 2022
DownloadsMolfile
FormulaC10H10O2
Net Charge0
Average Mass162.188
Monoisotopic Mass162.06808
SMILES[H]C(=Cc1ccccc1)C(=O)OC
InChIInChI=1S/C10H10O2/c1-12-10(11)8-7-9-5-3-2-4-6-9/h2-8H,1H3
InChIKeyCCRCUPLGCSFEDV-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Ocimum (ncbitaxon:39173) - DOI (10.1590/S0103-50532003000500008)
Tricholoma matsutake (ncbitaxon:40145) fruit body (BTO:0000487) PubMed (18066606)
Zanthoxylum armatum (ncbitaxon:67938) - PubMed (22273148)
Roles Classification
Biological Roles:
volatile oil component  Any plant metabolite that is found naturally as a component of a volatile oil.
flavouring agent  A food additive that is used to added improve the taste or odour of a food.
insect attractant  A chemical that attracts insects.
Applications:
fragrance  A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
flavouring agent  A food additive that is used to added improve the taste or odour of a food.
ChEBI Ontology
Outgoing Relation(s)
methyl cinnamate (CHEBI:6857) has role anti-inflammatory agent (CHEBI:67079)
methyl cinnamate (CHEBI:6857) has role flavouring agent (CHEBI:35617)
methyl cinnamate (CHEBI:6857) has role fragrance (CHEBI:48318)
methyl cinnamate (CHEBI:6857) has role insect attractant (CHEBI:24850)
methyl cinnamate (CHEBI:6857) has role volatile oil component (CHEBI:27311)
methyl cinnamate (CHEBI:6857) is a alkyl cinnamate (CHEBI:17958)
methyl cinnamate (CHEBI:6857) is a methyl ester (CHEBI:25248)
Incoming Relation(s)
methyl cis-cinnamate (CHEBI:194139) is a methyl cinnamate (CHEBI:6857)
methyl trans-cinnamate (CHEBI:194138) is a methyl cinnamate (CHEBI:6857)
IUPAC Name 
methyl 3-phenylprop-2-enoate
Synonyms  Source
cinnamic acid methyl esterChemIDplus
FEMA 2698ChemIDplus
methyl 3-phenyl-2-propenoateChemIDplus
methyl 3-phenylacrylateChemIDplus
methyl 3-phenylpropenoateChemIDplus
methyl cinnamylateChemIDplus
Manual XrefsDatabases
C06358KEGG COMPOUND
C00053486KNApSAcK
HMDB0033833HMDB
FDB012001FooDB
Methyl_cinnamateWikipedia
Registry NumbersSources
Reaxys:386468Reaxys
CAS:103-26-4ChemIDplus
CAS:103-26-4NIST Chemistry WebBook
Citations