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CHEBI:65580 - caribenol A

ChEBI IDCHEBI:65580
ChEBI Namecaribenol A
Stars
DefinitionA terpene lactone that is 3,4,5,5a,6,7,7a,10,10a,10b-decahydro-2H-1-oxabenzo[cd]cyclopenta[h]azulen-2-one substituted by a hydroxy group at position 10b and methyl groups at positions 3, 6, 9 and 10a. It is isolated from the West Indian gorgonian octocoral Pseudopterogorgia elisabethae and exhibits antitubercular and antimalarial activity.
Last Modified6 December 2012
DownloadsMolfile
FormulaC19H26O3
Net Charge0
Average Mass302.414
Monoisotopic Mass302.18819
SMILES[H][C@]12CC[C@H](C)C3=C1[C@@](O)(OC3=O)[C@@]1(C)CC(C)=C[C@@]1([H])C[C@@H]2C
InChIInChI=1S/C19H26O3/c1-10-7-13-8-12(3)14-6-5-11(2)15-16(14)19(21,22-17(15)20)18(13,4)9-10/h7,11-14,21H,5-6,8-9H2,1-4H3/t11-,12-,13-,14+,18-,19+/m0/s1
InChIKeyJHCPXISTONUFKB-UUBMZHIOSA-N
Species of MetaboliteComponentSourceComments
Pseudopterogorgia elisabethae (ncbitaxon:204377) - PubMed (17715964)
Roles Classification
Biological Roles:
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.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
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.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
ChEBI Ontology
Outgoing Relation(s)
caribenol A (CHEBI:65580) has role antimalarial (CHEBI:38068)
caribenol A (CHEBI:65580) has role antitubercular agent (CHEBI:33231)
caribenol A (CHEBI:65580) has role metabolite (CHEBI:25212)
caribenol A (CHEBI:65580) is a organic heterotetracyclic compound (CHEBI:38163)
caribenol A (CHEBI:65580) is a terpene lactone (CHEBI:37668)
caribenol A (CHEBI:65580) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(3S,5aR,6S,7aR,10aS,10bS)-10b-hydroxy-3,6,9,10a-tetramethyl-3,4,5,5a,6,7,7a,10,10a,10b-decahydro-2H-1-oxabenzo[cd]cyclopenta[h]azulen-2-one
Manual XrefsDatabases
21194015ChemSpider
Registry NumbersSources
Reaxys:11167804Reaxys
Citations