CHEBI:78309 - α-asarone

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ChEBI Name α-asarone
ChEBI ID CHEBI:78309
ChEBI ASCII Name alpha-asarone
Definition The trans-isomer of asarone.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H16O3
Net Charge 0
Average Mass 208.25360
Monoisotopic Mass 208.110
InChI InChI=1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3/b6-5+
InChIKey RKFAZBXYICVSKP-AATRIKPKSA-N
SMILES COc1cc(OC)c(\C=C\C)cc1OC
Roles Classification
Biological Role(s): GABA modulator
A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via asarone )
Application(s): anticonvulsant
A drug used to prevent seizures or reduce their severity.
GABA modulator
A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
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ChEBI Ontology
Outgoing α-asarone (CHEBI:78309) has role anticonvulsant (CHEBI:35623)
α-asarone (CHEBI:78309) has role GABA modulator (CHEBI:50268)
α-asarone (CHEBI:78309) is a asarone (CHEBI:78308)
IUPAC Name
1,2,4-trimethoxy-5-[(1E)-prop-1-en-1-yl]benzene
Synonyms Sources
Asarone ChemIDplus
trans-1,2,4-trimethoxy-5-(1-propenyl)benzene ChEBI
trans-Isoasaron ChemIDplus
trans-Isoasarone ChemIDplus
Manual Xrefs Databases
Asarone Wikipedia
C17846 KEGG COMPOUND
HMDB0031469 HMDB
View more database links
Registry Numbers Types Sources
1910606 Reaxys Registry Number Reaxys
2883-98-9 CAS Registry Number KEGG COMPOUND
2883-98-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22878197 PubMed citation Europe PMC
22964166 PubMed citation Europe PMC
22975146 PubMed citation Europe PMC
24498829 PubMed citation Europe PMC
24580506 PubMed citation Europe PMC
Last Modified
28 July 2014