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CHEBI:66477 - sesterstatin 3

ChEBI IDCHEBI:66477
ChEBI Namesesterstatin 3
Stars
DefinitionA scalarane sesterterpenoid isolated from the marine sponge Hyrtios erectus and has been shown to exhibit antineoplastic activity.
Last Modified3 July 2013
DownloadsMolfile
FormulaC25H38O4
Net Charge0
Average Mass402.575
Monoisotopic Mass402.27701
SMILES[H][C@]12C[C@@H](O)[C@]3(C)C4=C(CC[C@@]3([H])[C@]1(C)CC[C@@]1([H])[C@](C)(CO)CCC[C@]21C)COC4=O
InChIInChI=1S/C25H38O4/c1-22(14-26)9-5-10-23(2)16(22)8-11-24(3)17-7-6-15-13-29-21(28)20(15)25(17,4)19(27)12-18(23)24/h16-19,26-27H,5-14H2,1-4H3/t16-,17-,18+,19+,22-,23-,24-,25+/m0/s1
InChIKeyBHUWRPVVYSATJU-PWBGEZQRSA-N
Species of MetaboliteComponentSourceComments
Hyrtios erectus (ncbitaxon:279628) - PubMed (9461648)
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)
sesterstatin 3 (CHEBI:66477) has role antineoplastic agent (CHEBI:35610)
sesterstatin 3 (CHEBI:66477) has role metabolite (CHEBI:25212)
sesterstatin 3 (CHEBI:66477) is a organic heteropentacyclic compound (CHEBI:38164)
sesterstatin 3 (CHEBI:66477) is a primary alcohol (CHEBI:15734)
sesterstatin 3 (CHEBI:66477) is a scalarane sesterterpenoid (CHEBI:59370)
sesterstatin 3 (CHEBI:66477) is a secondary alcohol (CHEBI:35681)
sesterstatin 3 (CHEBI:66477) is a terpene lactone (CHEBI:37668)
sesterstatin 3 (CHEBI:66477) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(5aS,5bR,7aR,8R,11aR,11bR,13R,13aS)-13-hydroxy-8-(hydroxymethyl)-5b,8,11a,13a-tetramethyl-4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-hexadecahydrochryseno[1,2-c]furan-1(3H)-one
Registry NumbersSources
Reaxys:8043360Reaxys
Citations