EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66382 - michaolide I

ChEBI IDCHEBI:66382
ChEBI Namemichaolide I
Stars
DefinitionA cembrane diterpenoid with cytotoxic activity isolated from the soft coral Lobophytum michaelae.
Last Modified27 November 2013
DownloadsMolfile
FormulaC26H36O10
Net Charge0
Average Mass508.564
Monoisotopic Mass508.23085
SMILES[H][C@]12OC(=O)C(=C)[C@]1([H])[C@H](OC(C)=O)C/C(C)=C/C[C@H](OC(C)=O)/C(C)=C/C[C@@H](OC(C)=O)[C@](C)(O)[C@H]2O
InChIInChI=1S/C26H36O10/c1-13-8-10-19(33-16(4)27)14(2)9-11-21(35-18(6)29)26(7,32)24(30)23-22(15(3)25(31)36-23)20(12-13)34-17(5)28/h8-9,19-24,30,32H,3,10-12H2,1-2,4-7H3/b13-8+,14-9+/t19-,20+,21+,22+,23-,24-,26-/m0/s1
InChIKeyHSXKORWNAMLPAT-DHJPSPATSA-N
Species of MetaboliteComponentSourceComments
Lobophytum michaelae (WORMS:288797) - PubMed (17473465)
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)
michaolide I (CHEBI:66382) has role antineoplastic agent (CHEBI:35610)
michaolide I (CHEBI:66382) has role coral metabolite (CHEBI:76498)
michaolide I (CHEBI:66382) is a acetate ester (CHEBI:47622)
michaolide I (CHEBI:66382) is a cembrane diterpenoid (CHEBI:60687)
michaolide I (CHEBI:66382) is a macrocycle (CHEBI:51026)
michaolide I (CHEBI:66382) is a secondary alcohol (CHEBI:35681)
michaolide I (CHEBI:66382) is a tertiary alcohol (CHEBI:26878)
michaolide I (CHEBI:66382) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3aR,4R,6E,9S,10E,13R,14R,15S,15aS)-14,15-dihydroxy-6,10,14-trimethyl-3-methylidene-2-oxo-2,3,3a,4,5,8,9,12,13,14,15,15a-dodecahydrocyclotetradeca[b]furan-4,9,13-triyl triacetate
Registry NumbersSources
Reaxys:11101579Reaxys
Citations