CHEBI:17450 - cis-4-coumaric acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name cis-4-coumaric acid
ChEBI ID CHEBI:17450
ChEBI ASCII Name cis-4-coumaric acid
Definition The cis-form of 4-coumaric acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:10488, CHEBI:12807
Supplier Information
Download Molfile XML SDF
Formula C9H8O3
Net Charge 0
Average Mass 164.15802
Monoisotopic Mass 164.04734
InChI InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3-
InChIKey NGSWKAQJJWESNS-UTCJRWHESA-N
SMILES OC(=O)\C=C/c1ccc(O)cc1
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 4-coumaric acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cis-4-coumaric acid (CHEBI:17450) is a 4-coumaric acid (CHEBI:36090)
cis-4-coumaric acid (CHEBI:17450) is conjugate acid of cis-4-coumarate (CHEBI:58152)
Incoming (2R,3S)-cis-coutaric acid (CHEBI:76096) has functional parent cis-4-coumaric acid (CHEBI:17450)
(Z)-p-coumaroylagmatine (CHEBI:86085) has functional parent cis-4-coumaric acid (CHEBI:17450)
3-O-(cis-4-coumaroyl)-β-D-glucopyranose (CHEBI:76093) has functional parent cis-4-coumaric acid (CHEBI:17450)
asprellic acid C (CHEBI:65456) has functional parent cis-4-coumaric acid (CHEBI:17450)
brevipolide B (CHEBI:65523) has functional parent cis-4-coumaric acid (CHEBI:17450)
cyanidin 3-O-{6-O-[(Z)-4-coumaroyl]-β-D-glucoside} (CHEBI:131451) has functional parent cis-4-coumaric acid (CHEBI:17450)
delphinidin 3-O-(6-O-(Z)-4-coumaroyl-β-D-glucoside) (CHEBI:75675) has functional parent cis-4-coumaric acid (CHEBI:17450)
luzonial B (CHEBI:66599) has functional parent cis-4-coumaric acid (CHEBI:17450)
luzonidial B (CHEBI:66600) has functional parent cis-4-coumaric acid (CHEBI:17450)
malvidin 3-O-(6-O-(Z)-4-coumaroyl-β-D-glucoside) (CHEBI:75691) has functional parent cis-4-coumaric acid (CHEBI:17450)
peonidin 3-O-(6-O-(Z)-4-coumaroyl-β-D-glucoside) (CHEBI:75706) has functional parent cis-4-coumaric acid (CHEBI:17450)
petunidin 3-O-(6-O-(Z)-4-coumaroyl-β-D-glucoside) (CHEBI:75708) has functional parent cis-4-coumaric acid (CHEBI:17450)
cis-4-coumarate (CHEBI:58152) is conjugate base of cis-4-coumaric acid (CHEBI:17450)
IUPAC Name
(2Z)-3-(4-hydroxyphenyl)prop-2-enoic acid
Synonyms Sources
(2Z)-3-(4-hydroxyphenyl)acrylic acid ChEBI
(Z)-3-(4-hydroxyphenyl)-2-propenoic acid NIST Chemistry WebBook
(Z)-p-coumaric acid ChemIDplus
(Z)-p-hydroxycinnamic acid ChemIDplus
cis-4-hydroxycinnamic acid ChemIDplus
cis-p-Coumarate KEGG COMPOUND
cis-p-coumaric acid ChemIDplus
cis-p-coumarinic acid ChemIDplus
cis-p-hydroxycinnamic acid ChemIDplus
Manual Xrefs Databases
C00038791 KNApSAcK
C06738 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
2207382 Reaxys Registry Number Reaxys
2207382 Beilstein Registry Number Beilstein
4501-31-9 CAS Registry Number ChemIDplus
Last Modified
23 December 2018