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CHEBI:65670 - crassumolide A

ChEBI IDCHEBI:65670
ChEBI Namecrassumolide A
Stars
DefinitionA cembrane diterpenoid isolated from the soft coral Lobophytum crassum and shown to have anti-inflammatory and antineoplastic activity.
Last Modified27 November 2013
DownloadsMolfile
FormulaC20H28O3
Net Charge0
Average Mass316.441
Monoisotopic Mass316.20384
SMILES[H][C@]12C/C(C)=C/[C@@H](O)C/C(C)=C/CC/C(C)=C/C[C@]1([H])C(=C)C(=O)O2
InChIInChI=1S/C20H28O3/c1-13-6-5-7-14(2)10-17(21)11-15(3)12-19-18(9-8-13)16(4)20(22)23-19/h7-8,11,17-19,21H,4-6,9-10,12H2,1-3H3/b13-8+,14-7+,15-11+/t17-,18+,19-/m0/s1
InChIKeyBIDNFRVXQJTBCI-XXYAPWOQSA-N
Species of MetaboliteComponentSourceComments
Lobophytum crassum (ncbitaxon:328265) - PubMed (18973388)
Roles Classification
Biological Role:
coral metabolite  Any animal metabolite produced during a metabolic reaction in corals (marine invertebrates).
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
crassumolide A (CHEBI:65670) has role anti-inflammatory agent (CHEBI:67079)
crassumolide A (CHEBI:65670) has role antineoplastic agent (CHEBI:35610)
crassumolide A (CHEBI:65670) has role coral metabolite (CHEBI:76498)
crassumolide A (CHEBI:65670) is a cembrane diterpenoid (CHEBI:60687)
crassumolide A (CHEBI:65670) is a secondary alcohol (CHEBI:35681)
crassumolide A (CHEBI:65670) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3aR,5E,9E,12S,13E,15aS)-12-hydroxy-6,10,14-trimethyl-3-methylidene-3a,4,7,8,11,12,15,15a-octahydrocyclotetradeca[b]furan-2(3H)-one
Registry NumbersSources
Reaxys:19388419Reaxys
Citations