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CHEBI:65669 - crassolide

ChEBI IDCHEBI:65669
ChEBI Namecrassolide
Stars
DefinitionA cembrane diterpenoid isolated from Lobophytum michaelae and has been shown to exhibit cytotoxic activity.
Last Modified31 July 2013
DownloadsMolfile
FormulaC26H34O9
Net Charge0
Average Mass490.549
Monoisotopic Mass490.22028
SMILES[H][C@@]12O[C@@]1(C)[C@H](OC(C)=O)C/C=C(\C)[C@@H](OC(C)=O)C/C=C(\C)C[C@@H](OC(C)=O)[C@@]1([H])C(=C)C(=O)O[C@]21[H]
InChIInChI=1S/C26H34O9/c1-13-8-10-19(31-16(4)27)14(2)9-11-21(33-18(6)29)26(7)24(35-26)23-22(15(3)25(30)34-23)20(12-13)32-17(5)28/h8-9,19-24H,3,10-12H2,1-2,4-7H3/b13-8+,14-9+/t19-,20+,21+,22+,23-,24-,26-/m0/s1
InChIKeyOBGWQFODBKAPHA-DHJPSPATSA-N
Species of MetaboliteComponentSourceComments
Lobophytum michaelae (WORMS:288797) - PubMed (17473465)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
crassolide (CHEBI:65669) has role antineoplastic agent (CHEBI:35610)
crassolide (CHEBI:65669) has role metabolite (CHEBI:25212)
crassolide (CHEBI:65669) is a acetate ester (CHEBI:47622)
crassolide (CHEBI:65669) is a cembrane diterpenoid (CHEBI:60687)
crassolide (CHEBI:65669) is a epoxide (CHEBI:32955)
crassolide (CHEBI:65669) is a macrocycle (CHEBI:51026)
crassolide (CHEBI:65669) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(1aS,1bS,4aR,5R,7E,10S,11E,14R,14aS)-7,11,14a-trimethyl-4-methylidene-3-oxo-1a,1b,3,4,4a,5,6,9,10,13,14,14a-dodecahydrooxireno[13,14]cyclotetradeca[1,2-b]furan-5,10,14-triyl triacetate
Registry NumbersSources
Reaxys:11101582Reaxys
CAS:66656-91-5ChemIDplus
Citations