CHEBI:65382 - alisiaquinone A

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ChEBI Name alisiaquinone A
ChEBI ID CHEBI:65382
Definition An organic heteropentacyclic compound comprising (2aS,5aR,8aR,8bS)-8a-hydroxy-2a,5a-dimethyldecahydro-8H-naphtho[1,8-bc]furan-8-one ortho-fused to C-6 and C-7 of 1,4-naphthoquinone. An antiplasmodial drug isolated from New Caledonian deep water sponge.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H20O5
Net Charge 0
Average Mass 352.38050
Monoisotopic Mass 352.131
InChI InChI=1S/C21H20O5/c1-19-6-3-7-20(2)14-9-12-11(15(22)4-5-16(12)23)8-13(14)17(24)21(25,18(19)20)26-10-19/h4-5,8-9,18,25H,3,6-7,10H2,1-2H3/t18-,19-,20-,21+/m1/s1
InChIKey HKHLFNJYCWZXPO-NCYKPQTJSA-N
SMILES [H][C@@]12[C@]3(C)CCC[C@]1(C)c1cc4C(=O)C=CC(=O)c4cc1C(=O)[C@]2(O)OC3
Metabolite of Species Details
Deep water sp.nge See: PubMed
Roles Classification
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.
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.
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ChEBI Ontology
Outgoing alisiaquinone A (CHEBI:65382) has functional parent 1,4-naphthoquinone (CHEBI:27418)
alisiaquinone A (CHEBI:65382) has role antiplasmodial drug (CHEBI:64915)
alisiaquinone A (CHEBI:65382) has role metabolite (CHEBI:25212)
alisiaquinone A (CHEBI:65382) is a p-quinones (CHEBI:25830)
alisiaquinone A (CHEBI:65382) is a cyclic hemiketal (CHEBI:59780)
alisiaquinone A (CHEBI:65382) is a organic heteropentacyclic compound (CHEBI:38164)
Incoming alisiaquinone B (CHEBI:65383) has functional parent alisiaquinone A (CHEBI:65382)
alisiaquninone C (CHEBI:65384) has functional parent alisiaquinone A (CHEBI:65382)
IUPAC Name
(3aS,5aR,12bS,12cS)-5a-hydroxy-3a,12b-dimethyl-2,3,3a,4,12b,12c-hexahydro-1H-tetrapheno[5,4-bc]furan-6,8,11(5aH)-trione
Registry Number Type Source
19205149 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18512987 PubMed citation Europe PMC
Last Modified
06 June 2016