cinnamic acid

Term ID

CHEBI:27386

Synonyms

3-phenyl-2-propenoic acid
3-phenylacrylic acid
3-phenylprop-2-enoic acid
3-phenylpropenoic acid
benzenepropenoic acid
benzylideneacetic acid
beta-phenylacrylic acid
Cinnamic acid
PhCH=CHCO2H
phenylacrylic acid
Zimtsaeure

Definition

A monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia.

References

Beilstein:507757
CAS:621-82-9
Gmelin:328659
HMDB:HMDB0000567
KEGG:C10438
PMID:19238838
PMID:24636064
PMID:24868863
PMID:7628877
Reaxys:507757
Wikipedia:Cinnamic_acid

Ontology

ChEBI ( EBI )

Relationships

is a type of: cinnamic acids styrenes

cinnamic acids styrenes Show first 5 Terms
has subtype: cis-cinnamic acid trans-cinnamic acid

cis-cinnamic acid trans-cinnamic acid Show first 5 Terms
has_role: plant metabolite

plant metabolite Show first 5 Terms
inverse has_functional_parent: (3E)-4-[3-(2-hydroxyethyl)-1H-indol-5-yl]but-3-en-2-one (E)-1-Cinnamoylpyrrolidine (E)-Herclavine (E)-N-Cinnamoylpiperidine 1-(1-benzimidazolyl)-3-(3,4,5-trimethoxyphenyl)-2-propen-1-one ... Show All 88 Terms

(3E)-4-[3-(2-hydroxyethyl)-1H-indol-5-yl]but-3-en-2-one (E)-1-Cinnamoylpyrrolidine (E)-Herclavine (E)-N-Cinnamoylpiperidine 1-(1-benzimidazolyl)-3-(3,4,5-trimethoxyphenyl)-2-propen-1-one 1-(2,4-dichlorophenyl)-5-(dimethylamino)-3-penta-1,4-dienone 1-(3,4-dihydro-1H-isoquinolin-2-yl)-3-(4-methylphenyl)-2-propen-1-one 1-(3-furanyl)-3-(4-methoxyphenyl)-2-propen-1-one 1-[(2E)-3-(3,4,5-Trimethoxyphenyl)prop-2-enoyl]piperidin-2-one 1-[1-oxo-3-(3,4,5-trimethoxyphenyl)prop-2-enyl]-2,3-dihydropyridin-6-one 1-[4-(3,4-dihydroxyphenyl)-6-phenyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-5-yl]ethanone 1-Cinnamoylpyrrolidine 2,3-dihydroxycinnamic acid 2-(1H-benzimidazol-2-yl)-3-(3-chloro-5-ethoxy-4-methoxyphenyl)-1-(4-morpholinyl)-2-propen-1-one 3-(1,3-benzodioxol-5-yl)-1-(5-methyl-2-furanyl)-2-propen-1-one 3-(2,5-dimethoxyphenyl)-N-methyl-N-[2-(4-methylanilino)-2-oxoethyl]-2-propenamide 3-(2-chlorophenyl)-1-(1H-pyrrol-2-yl)-2-propen-1-one 3-(2-chlorophenyl)-N-[[[(5-methyl-1H-pyrazol-3-yl)-oxomethyl]hydrazo]-sulfanylidenemethyl]-2-propenamide 3-(3,4-dichlorophenyl)-N-(4,5-dihydrothiazol-2-yl)-2-propenamide 3-(3,4-dimethoxyphenyl)-N-[[(1-oxo-2-thiophen-2-ylethyl)hydrazo]-sulfanylidenemethyl]-2-propenamide 3-(3-bromo-4-methoxyphenyl)-N,N-di(propan-2-yl)-2-propenamide 3-(4-bromophenyl)-1-(2-methyl-5,6,7,8-tetrahydroquinolin-3-yl)-2-propen-1-one 3-(4-fluorophenyl)-N-[[[oxo(2-pyrazinyl)methyl]hydrazo]-sulfanylidenemethyl]-2-propenamide 3-(4-methoxyphenyl)-N-[[[oxo(thiophen-2-yl)methyl]hydrazo]-sulfanylidenemethyl]-2-propenamide 3-(4-tert-butylphenyl)-N-(4,5-dihydrothiazol-2-yl)-2-propenamide 3-[1-[(2,4-dichlorophenyl)methyl]-5-fluoro-3-methyl-7-indolyl]-N-[(4,5-dichloro-2-thiophenyl)sulfonyl]-2-propenamide 4,6-dimethyl-3-[1-oxo-3-(4-propan-2-ylphenyl)prop-2-enyl]-1H-pyridin-2-one 4,6-dimethyl-3-[3-(1-naphthalenyl)-1-oxoprop-2-enyl]-1H-pyridin-2-one 4-(1-naphthalenyl)-2-oxo-3-(2-quinolinyl)-3-butenoic acid 4-(3-chlorophenyl)-2-oxo-3-(2-quinolinyl)-3-butenoic acid 4-(3-Hydroxy-2-naphthyl)-2-oxobut-3-enoic acid 4-methoxycinnamic acid 4-oxo-3-(phenylmethylene)pentanoic acid 5-[3-(2-chlorophenyl)-1-oxoprop-2-enyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid methyl ester 5-[3-(2-fluorophenyl)-1-oxoprop-2-enyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid methyl ester 5-[3-(3-chlorophenyl)-1-oxoprop-2-enyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid methyl ester 6,6,6-trifluoro-5-hydroxy-1,5-diphenyl-1-hexen-3-one acetic acid [2-[2-(1-oxo-3-phenylprop-2-enyl)-3-phenyl-3,4-dihydropyrazol-5-yl]phenyl] ester alkyl cinnamate cadiolide B cinepazide Desmosdumotin C ethyl p-methoxycinnamate feruloylacetic acid Hancockiamide A Hancockiamide B Hancockiamide C Hancockiamide E Hancockiamide G Hancockiamide I Lahorenoic acid A Lahorenoic acid B Linderone LSM-4526 LSM-4818 LSM-4819 LSM-4820 LSM-4821 LSM-4925 LSM-6206 LSM-6645 LSM-6681 LSM-24504 LSM-31444 LSM-36615 LSM-36617 LSM-36623 Lucidone methyl 4-hydroxy-2-oxo-4-phenyl-3-butenoate N-(1-cinnamoylpyrrolidin-2-yl)cinnamamide N-(2-methoxyethyl)-3-phenyl-N-[5-(3-pyridinyl)-1,3,4-thiadiazol-2-yl]-2-propenamide N-(4,5-dihydrothiazol-2-yl)-3-(2,4-dimethoxyphenyl)-2-propenamide N-(4,5-dihydrothiazol-2-yl)-3-(4-methylphenyl)-2-propenamide N-(4,5-dihydrothiazol-2-yl)-3-(4-propan-2-ylphenyl)-2-propenamide N-[6-acetamido-3-(2-ethoxyethyl)-1,3-benzothiazol-2-ylidene]-3-(2-chlorophenyl)-2-propenamide N-[[(1-oxo-2-thiophen-2-ylethyl)hydrazo]-sulfanylidenemethyl]-3-phenyl-2-propenamide N-[[(4-methyl-2-pyridinyl)amino]-sulfanylidenemethyl]-3-phenyl-2-propenamide N-[[[2-furanyl(oxo)methyl]hydrazo]-sulfanylidenemethyl]-3-(4-methoxyphenyl)-2-propenamide N-cyclohexyl-3-(3,4-dimethoxyphenyl)-N-(2-pyridinyl)-2-propenamide N-cyclohexyl-3-(4-nitrophenyl)-N-(2-pyridinyl)-2-propenamide N-hydroxy-3-[3-(phenylsulfamoyl)phenyl]-2-propenamide N-methyl-3-(2-nitrophenyl)-N-(thiophen-2-ylmethyl)-2-propenamide N-trans-cinnamoyl 2-amino-3a,4,5,6,7,8,9,10,11,12,13,13a-dodecahydrocyclododeca[d]oxazole Swerilactone O Syzygiol Xenocockiamide B Xenocockiamide C Xenocockiamide D Show first 5 Terms
inverse is_conjugate_base_of: cinnamate

cinnamate Show first 5 Terms
is_conjugate_acid_of: cinnamate

cinnamate Show first 5 Terms

Phenotype

Phenotype resulting from cinnamic acid

Phenotype where environments contain cinnamic acid

Phenotype modified by environments containing cinnamic acid

Human Disease / Model Data

Citations