CHEBI:66509 - sinularolide D

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ChEBI Name sinularolide D
ChEBI ID CHEBI:66509
Definition A cembrane diterpenoid isolated from Sinularia gibberosa and has been shown to exhibit antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H28O4
Net Charge 0
Average Mass 332.43390
Monoisotopic Mass 332.199
InChI InChI=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
InChIKey PRUIDJLINDRLON-MKSAAGMNSA-N
SMILES [H][C@]12C\C(C)=C\CC\C(C)=C\CC[C@@]3(CO)O[C@@]3([H])C[C@]1([H])C(=C)C(=O)O2
Metabolite of Species Details
Sinularia gibberosa (WORMS:288527) See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 γ-lactone (CHEBI:37581)
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)
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 Number Type Source
10720037 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15921403 PubMed citation Europe PMC
Last Modified
08 July 2013