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CHEBI:28353 - 4-hydroxycinnamaldehyde

ChEBI IDCHEBI:28353
ChEBI Name4-hydroxycinnamaldehyde
Stars
DefinitionA cinnamaldehyde that is (E)-cinnamaldehyde substituted at position 4 on the phenyl ring by a hydroxy group.
Secondary ChEBI IDsCHEBI:1863, CHEBI:20407, CHEBI:75313
Last Modified16 July 2015
SubmitterKAX
DownloadsMolfile
FormulaC9H8O2
Net Charge0
Average Mass148.161
Monoisotopic Mass148.05243
SMILES[H]C(=O)/C=C/c1ccc(O)cc1
InChIInChI=1S/C9H8O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-7,11H/b2-1+
InChIKeyCJXMVKYNVIGQBS-OWOJBTEDSA-N
Species of MetaboliteComponentSourceComments
Alpinia galanga (ncbitaxon:94327) rhizome (BTO:0001181) PubMed (15930771)
Roles Classification
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
EC 1.14.13.39 (nitric oxide synthase) inhibitor  An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39).
ChEBI Ontology
Outgoing Relation(s)
4-hydroxycinnamaldehyde (CHEBI:28353) has functional parent (E)-cinnamaldehyde (CHEBI:16731)
4-hydroxycinnamaldehyde (CHEBI:28353) has role apoptosis inducer (CHEBI:68495)
4-hydroxycinnamaldehyde (CHEBI:28353) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
4-hydroxycinnamaldehyde (CHEBI:28353) has role plant metabolite (CHEBI:76924)
4-hydroxycinnamaldehyde (CHEBI:28353) is a cinnamaldehydes (CHEBI:23245)
IUPAC Name 
(2E)-3-(4-hydroxyphenyl)prop-2-enal
Synonyms  Source
(2E)-3-(4-hydroxyphenyl)acrylaldehydeIUPAC
4-Hydroxycinnamyl aldehydeKEGG COMPOUND
p-hydroxycinnamaldehydeChEBI
trans-4-hydroxycinnamaldehydeChEBI
p-CoumaraldehydeKEGG COMPOUND
trans-p-HydroxycinnamaldehydeHMDB
UniProt Name  Source
(E)-4-coumaraldehydeUniProt
Manual XrefsDatabases
C05608KEGG COMPOUND
COUMARALDEHYDEMetaCyc
HMDB0040986HMDB
Registry NumbersSources
Reaxys:2242678Reaxys
CAS:2538-87-6KEGG COMPOUND
Citations