CHEBI:65387 - allanxanthone C

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ChEBI Name allanxanthone C
ChEBI ID CHEBI:65387
Definition A member of the class of xanthones that is 3,6,8-trihydroxy-1H-xanthene-2,9-dione substituted by geminal prenyl groups at position 1 and a single prenyl group at position 7. It is isolated from the stem barks of Allanblackia monticola and exhibits antiplasmodial activity. It also shows weak cytotoxicity against human melanoma cells.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C28H32O6
Net Charge 0
Average Mass 464.55010
Monoisotopic Mass 464.21989
InChI InChI=1S/C28H32O6/c1-15(2)7-8-18-19(29)13-21-23(25(18)31)26(32)24-22(34-21)14-20(30)27(33)28(24,11-9-16(3)4)12-10-17(5)6/h7,9-10,13-14,29-31H,8,11-12H2,1-6H3
InChIKey QEJCXVUCARKGSY-UHFFFAOYSA-N
SMILES CC(C)=CCc1c(O)cc2oc3C=C(O)C(=O)C(CC=C(C)C)(CC=C(C)C)c3c(=O)c2c1O
Metabolite of Species Details
Allanblackia monticola (IPNI:427045-1) Found in stem (BTO:0001300). Previous component: stem bark; See: PubMed
Roles Classification
Biological Role(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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing allanxanthone C (CHEBI:65387) has role antineoplastic agent (CHEBI:35610)
allanxanthone C (CHEBI:65387) has role antiplasmodial drug (CHEBI:64915)
allanxanthone C (CHEBI:65387) has role metabolite (CHEBI:25212)
allanxanthone C (CHEBI:65387) is a polyphenol (CHEBI:26195)
allanxanthone C (CHEBI:65387) is a xanthones (CHEBI:51149)
IUPAC Name
3,6,8-trihydroxy-1,1,7-tris(3-methylbut-2-en-1-yl)-1H-xanthene-2,9-dione
Synonym Source
3-hydroxyapetalinone C ChEBI
Registry Number Type Source
10311273 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16394561 PubMed citation Europe PMC
17244407 PubMed citation Europe PMC
19053018 PubMed citation Europe PMC
21138552 PubMed citation Europe PMC
Last Modified
26 November 2012