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CHEBI:28353 - 4-hydroxycinnamaldehyde

Default Structure
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:
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).
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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