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CHEBI:68038 - 12-O-deacetyl-12-epi-19-deoxy-21-hydroxyscalarin

ChEBI IDCHEBI:68038
ChEBI Name12-O-deacetyl-12-epi-19-deoxy-21-hydroxyscalarin
Stars
ASCII Name12-O-deacetyl-12-epi-19-deoxy-21-hydroxyscalarin
DefinitionA scalarane sesterterpenoid that is 12-O-deacetyl-12-epi-19-deoxy-scalarin substituted by an additional hydroxy group at position 21. It has been isolated from the sponge, Hyattella species.
Last Modified17 March 2014
DownloadsMolfile
FormulaC25H38O4
Net Charge0
Average Mass402.575
Monoisotopic Mass402.27701
SMILES[H][C@]12C[C@@H](O)[C@@]3(C)[C@@]([H])(CC=C4C(=O)OC[C@@]43[H])[C@]1(C)CC[C@@]1([H])[C@](C)(CO)CCC[C@]21C
InChIInChI=1S/C25H38O4/c1-22(14-26)9-5-10-23(2)17(22)8-11-24(3)18-7-6-15-16(13-29-21(15)28)25(18,4)20(27)12-19(23)24/h6,16-20,26-27H,5,7-14H2,1-4H3/t16-,17-,18-,19+,20+,22-,23-,24-,25+/m0/s1
InChIKeyLXWMXTKOJPFGPW-NFXGRNOLSA-N
Species of MetaboliteComponentSourceComments
Hyattella (ncbitaxon:436463) - PubMed (21341710) Frozen, lyophilized, macerated specimens were repeatedly extracted with CH2Cl2 and MeOH
Roles Classification
Biological Role:
animal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
ChEBI Ontology
Outgoing Relation(s)
12-O-deacetyl-12-epi-19-deoxy-21-hydroxyscalarin (CHEBI:68038) has functional parent 12-epi-scalarin (CHEBI:519990)
12-O-deacetyl-12-epi-19-deoxy-21-hydroxyscalarin (CHEBI:68038) has role animal metabolite (CHEBI:75767)
12-O-deacetyl-12-epi-19-deoxy-21-hydroxyscalarin (CHEBI:68038) is a organic heteropentacyclic compound (CHEBI:38164)
12-O-deacetyl-12-epi-19-deoxy-21-hydroxyscalarin (CHEBI:68038) is a scalarane sesterterpenoid (CHEBI:59370)
12-O-deacetyl-12-epi-19-deoxy-21-hydroxyscalarin (CHEBI:68038) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(5aS,5bR,7aR,8R,11aR,11bR,13R,13aS,13bR)-13-hydroxy-8-(hydroxymethyl)-5b,8,11a,13a-tetramethyl-5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a,13b-hexadecahydrochryseno[1,2-c]furan-3(1H)-one
Registry NumbersSources
Reaxys:15815956Reaxys
Citations