CHEBI:2781 - apocynin

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ChEBI Name apocynin
ChEBI ID CHEBI:2781
Definition An aromatic ketone that is 1-phenylethanone substituted by a hydroxy group at position 4 and a methoxy group at position 3.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C9H10O3
Net Charge 0
Average Mass 166.17390
Monoisotopic Mass 166.063
InChI InChI=1S/C9H10O3/c1-6(10)7-3-4-8(11)9(5-7)12-2/h3-5,11H,1-2H3
InChIKey DFYRUELUNQRZTB-UHFFFAOYSA-N
SMILES COc1cc(ccc1O)C(C)=O
Metabolite of Species Details
Paeonia rockii subsp. rockii (NCBI:459179) Found in root (BTO:0001188). Isolated from chloroform soluble extract of air-dried and powdered roots See: PubMed
Cordyceps sinensis (NCBI:72228) Found in mycelium (BTO:0001436). Ethanolic extract of dried mycelia See: PubMed
Roles Classification
Biological Role(s): non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
EC 1.6.3.1. [NAD(P)H oxidase (H2O2-forming)] inhibitor
An EC 1.6.3.* (oxidoreductase acting on NADH or NADPH with oxygen as acceptor) inhibitor that interferes with the action of NAD(P)H oxidase (H2O2-forming), EC 1.6.3.1.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
non-steroidal anti-inflammatory drug
An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
antirheumatic drug
A drug used to treat rheumatoid arthritis.
peripheral nervous system drug
A drug that acts principally at one or more sites within the peripheral neuroeffector systems, the autonomic system, and motor nerve-skeletal system.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing apocynin (CHEBI:2781) has role antirheumatic drug (CHEBI:35842)
apocynin (CHEBI:2781) has role EC 1.6.3.1. [NAD(P)H oxidase (H2O2-forming)] inhibitor (CHEBI:50423)
apocynin (CHEBI:2781) has role non-narcotic analgesic (CHEBI:35481)
apocynin (CHEBI:2781) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
apocynin (CHEBI:2781) has role peripheral nervous system drug (CHEBI:49110)
apocynin (CHEBI:2781) has role plant metabolite (CHEBI:76924)
apocynin (CHEBI:2781) is a acetophenones (CHEBI:22187)
apocynin (CHEBI:2781) is a aromatic ketone (CHEBI:76224)
apocynin (CHEBI:2781) is a methyl ketone (CHEBI:51867)
IUPAC Name
1-(4-hydroxy-3-methoxyphenyl)ethan-1-one
Synonyms Sources
1-(4-Hydroxy-3-methoxyphenyl)ethanone ChEBI
4'-hydroxy-3'-methoxyacetophenone ChemIDplus
4-Acetyl-2-methoxyphenol ChemIDplus
4-Hydroxy-3-methoxyphenyl methyl ketone ChemIDplus
Acetoguaiacon ChEBI
Acetoguaiacone ChemIDplus
Acetovanillone KEGG COMPOUND
Apocynin KEGG COMPOUND
Database Links Databases
Apocynin Wikipedia
C00002689 KNApSAcK
C11380 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
498-02-2 CAS Registry Number KEGG COMPOUND
498-02-2 CAS Registry Number ChemIDplus
498-02-2 CAS Registry Number NIST Chemistry WebBook
637373 Beilstein Registry Number Beilstein
637373 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21848266 PubMed citation Europe PMC
21954959 PubMed citation Europe PMC
Last Modified
16 July 2015