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CHEBI:66509 - sinularolide D

ChEBI IDCHEBI:66509
ChEBI Namesinularolide D
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@]12C[C@]3([H])C(=C)C(=O)O[C@@]3([H])C/C(C)=C/CC/C(C)=C/CC[C@@]1(CO)O2
InChIInChI=1S/C20H28O4/c1-13-6-4-7-14(2)10-17-16(15(3)19(22)23-17)11-18-20(12-21,24-18)9-5-8-13/h7-8,16-18,21H,3-6,9-12H2,1-2H3/b13-8+,14-7+/t16-,17+,18+,20+/m1/s1
InChIKeyPRUIDJLINDRLON-MKSAAGMNSA-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 D (CHEBI:66509) has role antineoplastic agent (CHEBI:35610)
sinularolide D (CHEBI:66509) has role metabolite (CHEBI:25212)
sinularolide D (CHEBI:66509) is a cembrane diterpenoid (CHEBI:60687)
sinularolide D (CHEBI:66509) is a epoxide (CHEBI:32955)
sinularolide D (CHEBI:66509) is a macrocycle (CHEBI:51026)
sinularolide D (CHEBI:66509) is a primary alcohol (CHEBI:15734)
sinularolide D (CHEBI:66509) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(1aS,4E,8E,10aS,13aR,14aS)-1a-(hydroxymethyl)-5,9-dimethyl-13-methylidene-2,3,6,7,10,10a,13,13a,14,14a-decahydrooxireno[4,5]cyclotetradeca[1,2-b]furan-12(1aH)-one
Registry NumbersSources
Reaxys:10720037Reaxys
Citations