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CHEBI:17450 - cis-4-coumaric acid

ChEBI IDCHEBI:17450
ChEBI Namecis-4-coumaric acid
Stars
ASCII Namecis-4-coumaric acid
DefinitionThe cis-form of 4-coumaric acid.
Secondary ChEBI IDsCHEBI:10488, CHEBI:12807
Last Modified23 December 2018
DownloadsMolfile
FormulaC9H8O3
Net Charge0
Average Mass164.160
Monoisotopic Mass164.04734
SMILESO=C(O)/C=C\c1ccc(O)cc1
InChIInChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3-
InChIKeyNGSWKAQJJWESNS-UTCJRWHESA-N
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
(Z)-p-coumaroylagmatine (CHEBI:86085) has functional parent cis-4-coumaric acid (CHEBI:17450)
(2R,3S)-cis-coutaric acid (CHEBI:76096) 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  Source
(2Z)-3-(4-hydroxyphenyl)acrylic acidChEBI
cis-p-CoumarateKEGG COMPOUND
cis-4-hydroxycinnamic acidChemIDplus
cis-p-coumaric acidChemIDplus
cis-p-coumarinic acidChemIDplus
cis-p-hydroxycinnamic acidChemIDplus
Manual XrefsDatabases
C00038791KNApSAcK
C06738KEGG COMPOUND
Registry NumbersSources
Reaxys:2207382Reaxys
CAS:4501-31-9ChemIDplus