CHEBI:76117 - cis-ferulic acid

ChEBI IDCHEBI:76117
ChEBI Namecis-ferulic acid
Stars
ASCII Namecis-ferulic acid
DefinitionA ferulic acid consisting of cis-cinnamic acid bearing methoxy and hydroxy substituents at positions 3 and 4 respectively on the phenyl ring.
Last Modified22 October 2024
Submittermwilliams
DownloadsMolfile
FormulaC10H10O4
Net Charge0
Average Mass194.186
Monoisotopic Mass194.05791
SMILESCOc1cc(/C=C\C(=O)O)ccc1O
InChIInChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3-
InChIKeyKSEBMYQBYZTDHS-HYXAFXHYSA-N
Roles Classification
Chemical Roles:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
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 Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
platelet aggregation inhibitor  A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
ChEBI Ontology
Outgoing Relation(s)
cis-ferulic acid (CHEBI:76117) has functional parent cis-cinnamic acid (CHEBI:35699)
cis-ferulic acid (CHEBI:76117) has role plant metabolite (CHEBI:76924)
cis-ferulic acid (CHEBI:76117) has role platelet aggregation inhibitor (CHEBI:50427)
cis-ferulic acid (CHEBI:76117) is a ferulic acid (CHEBI:193350)
Incoming Relation(s)
(Z)-4-hydroxy-3-methoxycinnamoylagmatine (CHEBI:86093) has functional parent cis-ferulic acid (CHEBI:76117)
(2R,3R)-cis-fertaric acid (CHEBI:76115) has functional parent cis-ferulic acid (CHEBI:76117)
(2S,3S)-cis-fertaric acid (CHEBI:76118) has functional parent cis-ferulic acid (CHEBI:76117)
IUPAC Name 
(2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
Synonyms  Source
(Z)-ferulic acidChEBI
(2Z)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acidChEBI
cis-4-hydroxy-3-methoxycinnamic acidChEBI
Manual XrefsDatabases
C00058916KNApSAcK
FDB021752FooDB
HMDB0240705HMDB
Registry NumbersSources
Reaxys:2212757Reaxys
CAS:1014-83-1ChemIDplus
Citations