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

ChEBI IDCHEBI:136676
ChEBI Name(E)-2-methoxycinnamic acid
Stars
ASCII Name(E)-2-methoxycinnamic acid
DefinitionA member of the class of cinnamic acids that is trans-cinnamic acid carrying a methoxy substituent at position 2 on the benzene ring.
Last Modified16 February 2018
Submittermwilliams
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FormulaC10H10O3
Net Charge0
Average Mass178.187
Monoisotopic Mass178.06299
SMILESCOc1ccccc1/C=C/C(=O)O
InChIInChI=1S/C10H10O3/c1-13-9-5-3-2-4-8(9)6-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-6+
InChIKeyFEGVSPGUHMGGBO-VOTSOKGWSA-N
Species of MetaboliteComponentSourceComments
Cinnamomum aromaticum (ncbitaxon:119260) bark (BTO:0001301) PubMed (20572266)
Brassica napus (ncbitaxon:3708)
- PubMed (26641455)
- MetaboLights (MTBLS309)
Pulsatilla cernua (ncbitaxon:231674) root (BTO:0001188) PubMed (11600003)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
(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  Source
(E)-o-Methoxycinnamic acidChemIDplus
2-methoxycinnamic acidChEBI
trans-2-methoxycinnamic acidChEBI
(E)-3-(2-Methoxyphenyl)-2-propenoic acidNIST Chemistry WebBook
(E)-3-(2-methoxyphenyl)acrylic acidChEBI
Manual XrefsDatabases
641429ChemSpider
Registry NumbersSources
Reaxys:2209714Reaxys
CAS:1011-54-7ChemIDplus
CAS:1011-54-7NIST Chemistry WebBook
Citations