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CHEBI:65382 - alisiaquinone A

Default Structure
ChEBI IDCHEBI:65382
ChEBI Namealisiaquinone A
Stars
DefinitionAn 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.
Last Modified7 November 2024
DownloadsMolfile
FormulaC21H20O5
Net Charge0
Average Mass352.386
Monoisotopic Mass352.13107
SMILES[H][C@@]12[C@]3(C)CCC[C@]1(C)c1cc4c(cc1C(=O)[C@]2(O)OC3)C(=O)C=CC4=O
InChIInChI=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
InChIKeyHKHLFNJYCWZXPO-NCYKPQTJSA-N
Species of MetaboliteComponentSourceComments
Porifera sp. (ncbitaxon:3140030) - PubMed (18512987) Found in deep water sponge
Roles Classification
Biological Roles:
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.
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
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 marine metabolite (CHEBI:76507)
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 Relation(s)
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 NumbersSources
Reaxys:19205149Reaxys
Citations