apocynin (CHEBI:2781)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

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.

Supplier Information

Download	Molfile XML SDF

more structures >>

Wikipedia	License

Read full article at Wikipedia

Formula

C9H10O3

Net Charge

Average Mass

166.176

Monoisotopic Mass

166.06299

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

COC1=C(O)C=CC(=C1)C(C)=O

Metabolite of Species	Details
Paeonia rockii subsp. rockii (NCBI:txid459179)	Found in root (BTO:0001188). Isolated from chloroform soluble extract of air-dried and powdered roots See: PubMed
Cordyceps sinensis (NCBI:txid72228)	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.

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

Last Modified

28 May 2021