CHEBI:6141 - knipholone

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ChEBI Name knipholone
ChEBI ID CHEBI:6141
Definition An anthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 4 and 6, a methyl group at position 2 and a 3-acetyl-2,6-dihydroxy-4-methoxyphenyl group at position 1. It exhibits antioxidant, cytotoxic and antiplasmodial activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C24H18O8
Net Charge 0
Average Mass 434.39490
Monoisotopic Mass 434.100
InChI InChI=1S/C24H18O8/c1-9-7-13(27)20-21(22(29)11-5-4-6-12(26)18(11)24(20)31)16(9)19-14(28)8-15(32-3)17(10(2)25)23(19)30/h4-8,26-28,30H,1-3H3
InChIKey DUENHQWYLVQDQK-UHFFFAOYSA-N
SMILES COc1cc(O)c(c(O)c1C(C)=O)-c1c(C)cc(O)c2C(=O)c3c(O)cccc3C(=O)c12
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antiplasmodial drug
An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
leukotriene antagonist
A drug designed to prevent leukotriene synthesis or activity by blocking binding at the receptor level.
Application(s): antiplasmodial drug
An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
leukotriene antagonist
A drug designed to prevent leukotriene synthesis or activity by blocking binding at the receptor level.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing knipholone (CHEBI:6141) has role antineoplastic agent (CHEBI:35610)
knipholone (CHEBI:6141) has role antioxidant (CHEBI:22586)
knipholone (CHEBI:6141) has role antiplasmodial drug (CHEBI:64915)
knipholone (CHEBI:6141) has role leukotriene antagonist (CHEBI:49159)
knipholone (CHEBI:6141) has role metabolite (CHEBI:25212)
knipholone (CHEBI:6141) is a aromatic ketone (CHEBI:76224)
knipholone (CHEBI:6141) is a dihydroxyanthraquinone (CHEBI:37484)
knipholone (CHEBI:6141) is a methoxybenzenes (CHEBI:51683)
knipholone (CHEBI:6141) is a methyl ketone (CHEBI:51867)
knipholone (CHEBI:6141) is a polyphenol (CHEBI:26195)
knipholone (CHEBI:6141) is a resorcinols (CHEBI:33572)
Incoming 4'-O-demethylknipholone-4'-O-β-D-glucopyranoside (CHEBI:65741) has functional parent knipholone (CHEBI:6141)
IUPAC Name
1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4,6-dihydroxy-2-methylanthracene-9,10-dione
Synonym Source
Knipholone KEGG COMPOUND
Manual Xrefs Databases
C00002834 KNApSAcK
C10365 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
6544704 Reaxys Registry Number Reaxys
94450-08-5 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
10630123 PubMed citation Europe PMC
16716917 PubMed citation Europe PMC
17388630 PubMed citation Europe PMC
18663391 PubMed citation Europe PMC
19345716 PubMed citation Europe PMC
20600682 PubMed citation Europe PMC
Last Modified
14 July 2016