CHEBI:35697 - trans-cinnamic acid

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ChEBI Name trans-cinnamic acid
ChEBI ID CHEBI:35697
ChEBI ASCII Name trans-cinnamic acid
Definition The E (trans) isomer of cinnamic acid
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:27073, CHEBI:45845, CHEBI:10720
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Formula C9H8O2
Net Charge 0
Average Mass 148.15862
Monoisotopic Mass 148.05243
InChI InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+
InChIKey WBYWAXJHAXSJNI-VOTSOKGWSA-N
SMILES OC(=O)\C=C\c1ccccc1
Metabolite of Species Details
Piper sarmentosum (NCBI:txid405319) Found in stem (BTO:0001300). Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence) See: PubMed
Piper sarmentosum (NCBI:txid405319) Found in inflorescence (BTO:0000628). Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence) See: PubMed
Piper sarmentosum (NCBI:txid405319) Found in leaf (BTO:0000713). Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence) See: PubMed
Piper sarmentosum (NCBI:txid405319) Found in twig (BTO:0001411). Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence) 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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via cinnamic acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing trans-cinnamic acid (CHEBI:35697) has role plant metabolite (CHEBI:76924)
trans-cinnamic acid (CHEBI:35697) is a cinnamic acid (CHEBI:27386)
trans-cinnamic acid (CHEBI:35697) is conjugate acid of trans-cinnamate (CHEBI:15669)
Incoming (E)-2-(trifluoromethyl)cinnamic acid (CHEBI:60703) has functional parent trans-cinnamic acid (CHEBI:35697)
(E)-2-methoxycinnamic acid (CHEBI:136676) has functional parent trans-cinnamic acid (CHEBI:35697)
(E)-3-(trifluoromethyl)cinnamic acid (CHEBI:60704) has functional parent trans-cinnamic acid (CHEBI:35697)
(E)-4-(trifluoromethyl)cinnamic acid (CHEBI:60705) has functional parent trans-cinnamic acid (CHEBI:35697)
(Z)-3-(4-iodophenyl)-2-mercaptoacrylic acid (CHEBI:130910) has functional parent trans-cinnamic acid (CHEBI:35697)
1-O-trans-cinnamoyl-β-D-glucopyranose (CHEBI:16279) has functional parent trans-cinnamic acid (CHEBI:35697)
16β-[(O-(2-O-(E)-cinnamoyl-β-D-xylopyranosyl)-(1→2)-2-O-acetyl-α-L-arabinopyranosyl)oxy]-3β-[(β-D-glucopyranosyl)oxy]-17α-hydroxycholest-5-en-22-one (CHEBI:65629) has functional parent trans-cinnamic acid (CHEBI:35697)
2,3-dihydroxy-trans-cinnamic acid (CHEBI:32356) has functional parent trans-cinnamic acid (CHEBI:35697)
3,4-dimethoxycinnamic acid (CHEBI:86549) has functional parent trans-cinnamic acid (CHEBI:35697)
3-nitrocinnamic acid (CHEBI:60706) has functional parent trans-cinnamic acid (CHEBI:35697)
4-chlorocinnamic acid (CHEBI:61116) has functional parent trans-cinnamic acid (CHEBI:35697)
N-trans-cinnamoyltyramine (CHEBI:177872) has functional parent trans-cinnamic acid (CHEBI:35697)
anthemis glycoside A (CHEBI:2747) has functional parent trans-cinnamic acid (CHEBI:35697)
anthemis glycoside B (CHEBI:2748) has functional parent trans-cinnamic acid (CHEBI:35697)
gnidilatimonoein (CHEBI:65978) has functional parent trans-cinnamic acid (CHEBI:35697)
ipomotaoside A (CHEBI:70318) has functional parent trans-cinnamic acid (CHEBI:35697)
ipomotaoside B (CHEBI:70319) has functional parent trans-cinnamic acid (CHEBI:35697)
ipomotaoside C (CHEBI:70320) has functional parent trans-cinnamic acid (CHEBI:35697)
ipomotaoside D (CHEBI:70321) has functional parent trans-cinnamic acid (CHEBI:35697)
methyl trans-cinnamate (CHEBI:194138) has functional parent trans-cinnamic acid (CHEBI:35697)
nigerazine A (CHEBI:133755) has functional parent trans-cinnamic acid (CHEBI:35697)
nigerazine B (CHEBI:133754) has functional parent trans-cinnamic acid (CHEBI:35697)
niruriside (CHEBI:66627) has functional parent trans-cinnamic acid (CHEBI:35697)
pescaprein XXI (CHEBI:67851) has functional parent trans-cinnamic acid (CHEBI:35697)
pescaprein XXII (CHEBI:67852) has functional parent trans-cinnamic acid (CHEBI:35697)
pescaprein XXIII (CHEBI:67853) has functional parent trans-cinnamic acid (CHEBI:35697)
pescaprein XXIV (CHEBI:67854) has functional parent trans-cinnamic acid (CHEBI:35697)
pescaprein XXIX (CHEBI:67859) has functional parent trans-cinnamic acid (CHEBI:35697)
pescaprein XXV (CHEBI:67855) has functional parent trans-cinnamic acid (CHEBI:35697)
pescaprein XXVI (CHEBI:67856) has functional parent trans-cinnamic acid (CHEBI:35697)
pescaprein XXVII (CHEBI:67857) has functional parent trans-cinnamic acid (CHEBI:35697)
pescaprein XXVIII (CHEBI:67858) has functional parent trans-cinnamic acid (CHEBI:35697)
syncarpamide (CHEBI:66539) has functional parent trans-cinnamic acid (CHEBI:35697)
trans-cinnamate (CHEBI:15669) is conjugate base of trans-cinnamic acid (CHEBI:35697)
IUPAC Name
(2E)-3-phenylprop-2-enoic acid
Synonyms Sources
(2E)-3-phenyl-2-propenoic acid NIST Chemistry WebBook
(2E)-3-phenylacrylic acid PDBeChem
(E)-3-phenyl-2-propenoic acid NIST Chemistry WebBook
(E)-Cinnamate KEGG COMPOUND
(E)-cinnamic acid NIST Chemistry WebBook
Benzeneacrylic acid KEGG COMPOUND
PHENYLETHYLENECARBOXYLIC ACID PDBeChem
trans-3-phenylacrylic acid NIST Chemistry WebBook
trans-β-carboxystyrene NIST Chemistry WebBook
trans-Cinnamate KEGG COMPOUND
trans-Cinnamic acid KEGG COMPOUND
trans-Zimtsäure ChEBI
Manual Xrefs Databases
C00000170 KNApSAcK
C00029961 KNApSAcK
C00423 KEGG COMPOUND
C10438 KEGG COMPOUND
Cinnamic_acid Wikipedia
CPD-674 MetaCyc
HMDB0000930 HMDB
TCA PDBeChem
View more database links
Registry Numbers Types Sources
140-10-3 CAS Registry Number ChemIDplus
140-10-3 CAS Registry Number NIST Chemistry WebBook
1905952 Reaxys Registry Number Reaxys
1905952 Beilstein Registry Number ChemIDplus
3731 Gmelin Registry Number Gmelin
621-82-9 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
17439666 PubMed citation Europe PMC
21973101 PubMed citation Europe PMC
Last Modified
29 November 2022