CHEBI:136676 - (E)-2-methoxycinnamic acid

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ChEBI Name (E)-2-methoxycinnamic acid
ChEBI ID CHEBI:136676
ChEBI ASCII Name (E)-2-methoxycinnamic acid
Definition A member of the class of cinnamic acids that is trans-cinnamic acid carrying a methoxy substituent at position 2 on the benzene ring.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C10H10O3
Net Charge 0
Average Mass 178.185
Monoisotopic Mass 178.06299
InChI InChI=1S/C10H10O3/c1-13-9-5-3-2-4-8(9)6-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-6+
InChIKey FEGVSPGUHMGGBO-VOTSOKGWSA-N
SMILES COC=1C=CC=CC1/C=C/C(=O)O
Metabolite of Species Details
Cinnamomum aromaticum (NCBI:txid119260) Found in bark (BTO:0001301). See: PubMed
Pulsatilla cernua (NCBI:txid231674) Found in root (BTO:0001188). See: PubMed
Brassica napus (NCBI:txid3708) See: MetaboLights Study
Brassica napus (NCBI:txid3708) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Brassica napus metabolite
Any plant metabolite that is produced by rapeseed (Brassica napus).
EC 1.14.18.1 (tyrosinase) inhibitor
Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals.
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ChEBI Ontology
Outgoing (E)-2-methoxycinnamic acid (CHEBI:136676) has functional parent trans-cinnamic acid (CHEBI:35697)
(E)-2-methoxycinnamic acid (CHEBI:136676) has role Brassica napus metabolite (CHEBI:140165)
(E)-2-methoxycinnamic acid (CHEBI:136676) has role EC 1.14.18.1 (tyrosinase) inhibitor (CHEBI:59997)
(E)-2-methoxycinnamic acid (CHEBI:136676) is a cinnamic acids (CHEBI:23252)
(E)-2-methoxycinnamic acid (CHEBI:136676) is a monomethoxybenzene (CHEBI:25235)
IUPAC Name
(2E)-3-(2-methoxyphenyl)prop-2-enoic acid
Synonyms Sources
(E)-3-(2-Methoxyphenyl)-2-propenoic acid NIST Chemistry WebBook
(E)-3-(2-methoxyphenyl)acrylic acid ChEBI
(E)-o-Methoxycinnamic acid ChemIDplus
2-methoxycinnamic acid ChEBI
trans-2-methoxycinnamic acid ChEBI
Manual Xref Database
641429 ChemSpider
View more database links
Registry Numbers Types Sources
1011-54-7 CAS Registry Number NIST Chemistry WebBook
1011-54-7 CAS Registry Number ChemIDplus
2209714 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11600003 PubMed citation Europe PMC
11879010 PubMed citation Europe PMC
20572266 PubMed citation Europe PMC
28265631 PubMed citation Europe PMC
Last Modified
16 February 2018