EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:65366 - 12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide

ChEBI IDCHEBI:65366
ChEBI Name12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide
Stars
ASCII Name12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide
DefinitionA scalarane sesterterpenoid isolated from the marine sponge Hyrtios erectus that exhibits antineoplastic activity.
Secondary ChEBI IDCHEBI:66062
Last Modified30 October 2012
DownloadsMolfile
FormulaC27H40O5
Net Charge0
Average Mass444.612
Monoisotopic Mass444.28757
SMILES[H][C@]12C[C@@H](OC(C)=O)[C@@]3(C)[C@@]([H])(C[C@H](O)C4=CC(=O)O[C@@]43[H])[C@]1(C)CC[C@@]1([H])C(C)(C)CCC[C@]21C
InChIInChI=1S/C27H40O5/c1-15(28)31-21-14-19-25(4)10-7-9-24(2,3)18(25)8-11-26(19,5)20-13-17(29)16-12-22(30)32-23(16)27(20,21)6/h12,17-21,23,29H,7-11,13-14H2,1-6H3/t17-,18-,19+,20-,21+,23-,25-,26+,27+/m0/s1
InChIKeyTUHLUXIESILORF-ZWRXBZFVSA-N
Species of MetaboliteComponentSourceComments
Hyrtios erectus (ncbitaxon:279628)
- PubMed (8778242)
- 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)
12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide (CHEBI:65366) has role antineoplastic agent (CHEBI:35610)
12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide (CHEBI:65366) has role metabolite (CHEBI:25212)
12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide (CHEBI:65366) is a acetate ester (CHEBI:47622)
12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide (CHEBI:65366) is a organic heteropentacyclic compound (CHEBI:38164)
12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide (CHEBI:65366) is a scalarane sesterterpenoid (CHEBI:59370)
12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide (CHEBI:65366) is a secondary alcohol (CHEBI:35681)
12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide (CHEBI:65366) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(4S,5aS,5bR,7aS,11aS,11bR,13R,13aR,13bS)-4-hydroxy-5b,8,8,11a,13a-pentamethyl-2-oxo-2,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a,13b-octadecahydrochryseno[1,2-b]furan-13-yl acetate
Synonym  Source
Hyrtios sesterterpene 2ChEBI
Registry NumbersSources
Reaxys:9236584Reaxys
Citations