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CHEBI:66387 - microclavatin

ChEBI IDCHEBI:66387
ChEBI Namemicroclavatin
Stars
DefinitionA macrocyclic diterpenoid isolated from the soft coral Sinularia microclavata and has been shown to exhibit cytotoxic activities against tumor cell lines.
Last Modified27 November 2013
DownloadsMolfile
FormulaC20H28O3
Net Charge0
Average Mass316.441
Monoisotopic Mass316.20384
SMILES[H][C@@]12O[C@]1(C)/C=C/C(=O)/C(C)=C/[C@@]1([H])C(C)(C)[C@@]1([H])CC[C@H](C)CC2=O
InChIInChI=1S/C20H28O3/c1-12-6-7-14-15(19(14,3)4)11-13(2)16(21)8-9-20(5)18(23-20)17(22)10-12/h8-9,11-12,14-15,18H,6-7,10H2,1-5H3/b9-8+,13-11+/t12-,14-,15+,18-,20+/m0/s1
InChIKeyXMAKUNDAGAVHGP-XWUHLNSPSA-N
Species of MetaboliteComponentSourceComments
Sinularia microclavata (WORMS:288550) - PubMed (16038555)
Roles Classification
Biological Role:
coral metabolite  Any animal metabolite produced during a metabolic reaction in corals (marine invertebrates).
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
microclavatin (CHEBI:66387) has role antineoplastic agent (CHEBI:35610)
microclavatin (CHEBI:66387) has role coral metabolite (CHEBI:76498)
microclavatin (CHEBI:66387) is a diterpenoid (CHEBI:23849)
microclavatin (CHEBI:66387) is a enone (CHEBI:51689)
microclavatin (CHEBI:66387) is a epoxide (CHEBI:32955)
microclavatin (CHEBI:66387) is a macrocycle (CHEBI:51026)
IUPAC Name 
(1R,2E,5E,7R,9R,12S,15S)-3,7,12,16,16-pentamethyl-8-oxatricyclo[13.1.0.07,9]hexadeca-2,5-diene-4,10-dione
Registry NumbersSources
Reaxys:15769435Reaxys
Citations