CHEBI:28353 - 4-hydroxycinnamaldehyde

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ChEBI Name 4-hydroxycinnamaldehyde
ChEBI ID CHEBI:28353
Definition A cinnamaldehyde that is (E)-cinnamaldehyde substituted at position 4 on the phenyl ring by a hydroxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Secondary ChEBI IDs CHEBI:1863, CHEBI:75313, CHEBI:20407
Supplier Information
Download Molfile XML SDF
Formula C9H8O2
Net Charge 0
Average Mass 148.15860
Monoisotopic Mass 148.052
InChI InChI=1S/C9H8O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-7,11H/b2-1+
InChIKey CJXMVKYNVIGQBS-OWOJBTEDSA-N
SMILES Oc1ccc(cc1)\C=C\C=O
Metabolite of Species Details
Alpinia galanga (NCBI:94327) Found in rhizome (BTO:0001181). See: PubMed
Roles Classification
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 4-hydroxycinnamaldehyde (CHEBI:28353) has functional parent 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 Sources
(2E)-3-(4-hydroxyphenyl)acrylaldehyde IUPAC
(E)-4-coumaraldehyde UniProt
4-Hydroxycinnamyl aldehyde KEGG COMPOUND
p-Coumaraldehyde KEGG COMPOUND
p-hydroxycinnamaldehyde ChEBI
trans-4-hydroxycinnamaldehyde ChEBI
trans-p-Hydroxycinnamaldehyde HMDB
Database Links Databases
C05608 KEGG COMPOUND
COUMARALDEHYDE MetaCyc
HMDB0040986 HMDB
View more database links
Registry Numbers Types Sources
2242678 Reaxys Registry Number Reaxys
2538-87-6 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
15930771 PubMed citation Europe PMC
21627350 PubMed citation Europe PMC
Last Modified
16 July 2015