CHEBI:65592 - caseargrewiin A

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ChEBI Name caseargrewiin A
ChEBI ID CHEBI:65592
Definition A diterpenoid of the clerodane group isolated from the bark of Casearia grewiifolia and has been shown to exhibit antimalarial and antimycobacterial activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H44O8
Net Charge 0
Average Mass 532.66560
Monoisotopic Mass 532.30362
InChI InChI=1S/C30H44O8/c1-10-18(4)11-12-29(8)19(5)14-25(34-9)30-23(27(35-20(6)31)38-28(30)36-21(7)32)15-22(16-24(29)30)37-26(33)13-17(2)3/h10,15,17,19,22,24-25,27-28H,1,4,11-14,16H2,2-3,5-9H3/t19-,22+,24+,25+,27+,28-,29-,30-/m0/s1
InChIKey OSFRHUJJEKKRCH-GTMUTZHESA-N
SMILES [H][C@]12C[C@H](OC(=O)CC(C)C)C=C3[C@@H](O[C@H](OC(C)=O)[C@]13[C@@H](C[C@H](C)[C@]2(C)CCC(=C)C=C)OC)OC(C)=O
Metabolite of Species Details
Casearia grewiifolia (IPNI:779573-1) Found in bark (BTO:0001301). See: PubMed
Roles Classification
Biological Role(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
antimycobacterial drug
A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
antimycobacterial drug
A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing caseargrewiin A (CHEBI:65592) has role antimalarial (CHEBI:38068)
caseargrewiin A (CHEBI:65592) has role antimycobacterial drug (CHEBI:64912)
caseargrewiin A (CHEBI:65592) has role metabolite (CHEBI:25212)
caseargrewiin A (CHEBI:65592) is a acetate ester (CHEBI:47622)
caseargrewiin A (CHEBI:65592) is a cyclic ether (CHEBI:37407)
caseargrewiin A (CHEBI:65592) is a diterpenoid (CHEBI:23849)
caseargrewiin A (CHEBI:65592) is a organic heterotricyclic compound (CHEBI:26979)
IUPAC Name
(1R*,3S*,5S*,6aR*,7S*,8S*,10R*,10aR*)-1,3-bis(acetyloxy)-10-methoxy-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-3,5,6,6a,7,8,9,10-octahydronaphtho[1,8a-c]furan-5-yl 3-methylbutanoate
Synonym Source
rel-(2S,5R,6R,8S,9S,10R,18S,19R)-18,19-diacetoxy-18,19-epoxy-6-methoxy-2-(3-methylbutanoyloxy)-cleroda-3,13(16),14-triene ChEBI
Registry Number Type Source
15803799 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15730240 PubMed citation Europe PMC
Last Modified
29 July 2013