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CHEBI:65497 - bielschowskysin

ChEBI IDCHEBI:65497
ChEBI Namebielschowskysin
Stars
DefinitionA diterpenoid that is isolated from Pseudopterogorgia kallos and exhibits antimalarial and anticancer activity.
Last Modified22 February 2013
DownloadsMolfile
FormulaC22H26O9
Net Charge0
Average Mass434.441
Monoisotopic Mass434.15768
SMILES[H][C@]12O[C@H](O)C(=C)[C@]1([H])C[C@@H](OC(C)=O)[C@@]13C(=O)O[C@@]4([H])C[C@](C)(O)[C@@]([H])([C@@]15C=C(C)[C@]2(O)O5)[C@@]34[H]
InChIInChI=1S/C22H26O9/c1-8-6-20-15-14-12(7-19(15,4)26)29-18(25)21(14,20)13(28-10(3)23)5-11-9(2)17(24)30-16(11)22(8,27)31-20/h6,11-17,24,26-27H,2,5,7H2,1,3-4H3/t11-,12-,13+,14-,15-,16-,17-,19-,20-,21+,22-/m0/s1
InChIKeyBILSMHBWRCOPGJ-RASNQSQESA-N
Species of MetaboliteComponentSourceComments
Pseudopterogorgia kallos (ITIS:52263) - PubMed (15128261)
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.
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.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
bielschowskysin (CHEBI:65497) has role antimalarial (CHEBI:38068)
bielschowskysin (CHEBI:65497) has role antineoplastic agent (CHEBI:35610)
bielschowskysin (CHEBI:65497) has role metabolite (CHEBI:25212)
bielschowskysin (CHEBI:65497) is a acetate ester (CHEBI:47622)
bielschowskysin (CHEBI:65497) is a cyclic acetal (CHEBI:59770)
bielschowskysin (CHEBI:65497) is a diterpenoid (CHEBI:23849)
bielschowskysin (CHEBI:65497) is a organic heterohexacyclic compound (CHEBI:51914)
bielschowskysin (CHEBI:65497) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(2aS,4S,4aS,4bS,7S,7aS,9S,10aS,12R,12aR,12bS)-4,7,9-trihydroxy-4,6-dimethyl-10-methylene-1-oxo-3,4,4a,7a,9,10,10a,11,12,12b-decahydro-2aH,7H-4b,7-epoxy-2,8-dioxacyclopenta[5',6']cyclonona[2',1':1,4]cyclobuta[1,2,3-cd]pentalen-12-yl acetate
Registry NumbersSources
Reaxys:9830164Reaxys
Citations