EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:66061 - 16-O-deacetyl-16-epi-scalarolbutenolide

ChEBI IDCHEBI:66061
ChEBI Name16-O-deacetyl-16-epi-scalarolbutenolide
Stars
ASCII Name16-O-deacetyl-16-epi-scalarolbutenolide
DefinitionA scalarane sesterterpenoid isolated from the marine sponge Hyrtios erectus that exhibits antineoplastic activity.
Last Modified30 October 2012
DownloadsMolfile
FormulaC25H38O4
Net Charge0
Average Mass402.575
Monoisotopic Mass402.27701
SMILES[H][C@]12C[C@@H](O)[C@]3(C)[C@H]4OC(=O)C=C4[C@@H](O)C[C@@]3([H])[C@]1(C)CC[C@@]1([H])C(C)(C)CCC[C@]21C
InChIInChI=1S/C25H38O4/c1-22(2)8-6-9-23(3)16(22)7-10-24(4)17(23)13-19(27)25(5)18(24)12-15(26)14-11-20(28)29-21(14)25/h11,15-19,21,26-27H,6-10,12-13H2,1-5H3/t15-,16-,17+,18-,19+,21-,23-,24+,25+/m0/s1
InChIKeyWXBIVFTUNMFIEW-BIDUORLQSA-N
Species of MetaboliteComponentSourceComments
Hyrtios erectus (ncbitaxon:279628) - PubMed (8778242)
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)
16-O-deacetyl-16-epi-scalarolbutenolide (CHEBI:66061) has role antineoplastic agent (CHEBI:35610)
16-O-deacetyl-16-epi-scalarolbutenolide (CHEBI:66061) has role metabolite (CHEBI:25212)
16-O-deacetyl-16-epi-scalarolbutenolide (CHEBI:66061) is a organic heteropentacyclic compound (CHEBI:38164)
16-O-deacetyl-16-epi-scalarolbutenolide (CHEBI:66061) is a scalarane sesterterpenoid (CHEBI:59370)
16-O-deacetyl-16-epi-scalarolbutenolide (CHEBI:66061) is a secondary alcohol (CHEBI:35681)
16-O-deacetyl-16-epi-scalarolbutenolide (CHEBI:66061) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(4S,5aS,5bR,7aS,11aS,11bR,13R,13aR,13bS)-4,13-dihydroxy-5b,8,8,11a,13a-pentamethyl-5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a,13b-hexadecahydrochryseno[1,2-b]furan-2(4H)-one
Synonym  Source
Hyrtios sesterterpene 1ChEBI
Registry NumbersSources
Reaxys:8079613Reaxys
Citations