CHEBI:65385 - alisiaquinol

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ChEBI Name alisiaquinol
ChEBI ID CHEBI:65385
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 naphthalene-1,4-diol. 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 C21H22O5
Net Charge 0
Average Mass 354.39640
Monoisotopic Mass 354.147
InChI InChI=1S/C21H22O5/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/h4-5,8-9,18,22-23,25H,3,6-7,10H2,1-2H3/t18-,19-,20-,21+/m1/s1
InChIKey OBXVUUWPKYYYBL-NCYKPQTJSA-N
SMILES [H][C@@]12[C@]3(C)CCC[C@]1(C)c1cc4c(O)ccc(O)c4cc1C(=O)[C@]2(O)OC3
Metabolite of Species Details
Deep water sp.nge 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing alisiaquinol (CHEBI:65385) has functional parent naphthalene-1,4-diol (CHEBI:34063)
alisiaquinol (CHEBI:65385) has role antiplasmodial drug (CHEBI:64915)
alisiaquinol (CHEBI:65385) has role metabolite (CHEBI:25212)
alisiaquinol (CHEBI:65385) is a cyclic hemiketal (CHEBI:59780)
alisiaquinol (CHEBI:65385) is a cyclic ketone (CHEBI:3992)
alisiaquinol (CHEBI:65385) is a organic heteropentacyclic compound (CHEBI:38164)
alisiaquinol (CHEBI:65385) is a polyphenol (CHEBI:26195)
IUPAC Name
(3aS,5aR,12bS,12cS)-5a,8,11-trihydroxy-3a,12b-dimethyl-1,2,3,3a,4,5a,12b,12c-octahydro-6H-tetrapheno[5,4-bc]furan-6-one
Registry Number Type Source
19205151 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18512987 PubMed citation Europe PMC
Last Modified
21 February 2013