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CHEBI:66063 - 12-deacetoxy-21-acetoxyscalarin

ChEBI IDCHEBI:66063
ChEBI Name12-deacetoxy-21-acetoxyscalarin
Stars
DefinitionA scalarane sesterterpenoid isolated from the marine sponge Hyrtios erectus that exhibits antineoplastic activity.
Last Modified30 October 2012
DownloadsMolfile
FormulaC27H40O5
Net Charge0
Average Mass444.612
Monoisotopic Mass444.28757
SMILES[H][C@]12CC[C@@]3(C)[C@@]([H])(CC=C4C(=O)O[C@@H](O)[C@]43[H])[C@]1(C)CC[C@@]1([H])[C@](C)(COC(C)=O)CCC[C@]21C
InChIInChI=1S/C27H40O5/c1-16(28)31-15-24(2)11-6-12-25(3)18(24)9-13-26(4)19-8-7-17-21(23(30)32-22(17)29)27(19,5)14-10-20(25)26/h7,18-21,23,30H,6,8-15H2,1-5H3/t18-,19-,20+,21-,23+,24-,25-,26-,27-/m0/s1
InChIKeyIFIFWVNGVOYPPP-UMYRFBBHSA-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)
12-deacetoxy-21-acetoxyscalarin (CHEBI:66063) has role antineoplastic agent (CHEBI:35610)
12-deacetoxy-21-acetoxyscalarin (CHEBI:66063) has role metabolite (CHEBI:25212)
12-deacetoxy-21-acetoxyscalarin (CHEBI:66063) is a acetate ester (CHEBI:47622)
12-deacetoxy-21-acetoxyscalarin (CHEBI:66063) is a organic heteropentacyclic compound (CHEBI:38164)
12-deacetoxy-21-acetoxyscalarin (CHEBI:66063) is a scalarane sesterterpenoid (CHEBI:59370)
12-deacetoxy-21-acetoxyscalarin (CHEBI:66063) is a secondary alcohol (CHEBI:35681)
12-deacetoxy-21-acetoxyscalarin (CHEBI:66063) is a γ-lactone (CHEBI:37581)
IUPAC Name 
[(1R,5aS,5bR,7aR,8R,11aR,11bS,13aS,13bS)-1-hydroxy-5b,8,11a,13a-tetramethyl-3-oxo-1,3,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a,13b-octadecahydrochryseno[1,2-c]furan-8-yl]methyl acetate
Synonym  Source
Hyrtios sesterterpene 3ChEBI
Citations