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CHEBI:66510 - sinularolide E

ChEBI IDCHEBI:66510
ChEBI Namesinularolide E
Stars
DefinitionA cembrane diterpenoid isolated from Sinularia gibberosa and has been shown to exhibit antineoplastic activity.
Last Modified8 July 2013
DownloadsMolfile
FormulaC20H28O4
Net Charge0
Average Mass332.440
Monoisotopic Mass332.19876
SMILES[H][C@@]12OC(=O)C(=C)[C@@]1([H])C[C@]1([H])O[C@]1(C)CC/C=C(\C)CC/C=C(\C)[C@H]2O
InChIInChI=1S/C20H28O4/c1-12-7-5-9-13(2)17(21)18-15(14(3)19(22)23-18)11-16-20(4,24-16)10-6-8-12/h8-9,15-18,21H,3,5-7,10-11H2,1-2,4H3/b12-8+,13-9+/t15-,16+,17-,18-,20-/m1/s1
InChIKeyHVJGVUTXXJGUKC-BGRHJSJQSA-N
Species of MetaboliteComponentSourceComments
Sinularia gibberosa (WORMS:288527) - PubMed (15921403)
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)
sinularolide E (CHEBI:66510) has role antineoplastic agent (CHEBI:35610)
sinularolide E (CHEBI:66510) has role metabolite (CHEBI:25212)
sinularolide E (CHEBI:66510) is a cembrane diterpenoid (CHEBI:60687)
sinularolide E (CHEBI:66510) is a epoxide (CHEBI:32955)
sinularolide E (CHEBI:66510) is a macrocycle (CHEBI:51026)
sinularolide E (CHEBI:66510) is a secondary alcohol (CHEBI:35681)
sinularolide E (CHEBI:66510) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(1aR,4E,8E,10R,10aR,13aR,14aS)-10-hydroxy-1a,5,9-trimethyl-13-methylidene-2,3,6,7,10,10a,13,13a,14,14a-decahydrooxireno[4,5]cyclotetradeca[1,2-b]furan-12(1aH)-one
Citations