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CHEBI:68418 - seco-plakortolide O

ChEBI IDCHEBI:68418
ChEBI Nameseco-plakortolide O
Stars
ASCII Nameseco-plakortolide O
DefinitionA butan-4-olide that is dihydrofuran-2(3H)-one substituted by a hydroxy group at position 4, a 2-hydroxy-2-methyl-14-phenyltetradeca-11,13-dien-1-yl group at position 5 and a methyl group at position 5 (the 4R,5R stereoisomer). It is isolated from the Australian marine sponge Plakinastrella clathrata.
Last Modified26 September 2013
DownloadsMolfile
FormulaC26H38O4
Net Charge0
Average Mass414.586
Monoisotopic Mass414.27701
SMILESC[C@](O)(CCCCCCCC/C=C/C=C/c1ccccc1)C[C@@]1(C)OC(=O)C[C@H]1O
InChIInChI=1S/C26H38O4/c1-25(29,21-26(2)23(27)20-24(28)30-26)19-15-10-8-6-4-3-5-7-9-12-16-22-17-13-11-14-18-22/h7,9,11-14,16-18,23,27,29H,3-6,8,10,15,19-21H2,1-2H3/b9-7+,16-12+/t23-,25+,26-/m1/s1
InChIKeyBBUUFCRHKRIKHW-XRXSLGMHSA-N
Species of MetaboliteComponentSourceComments
Plakinastrella clathrata (WORMS:169753) - PubMed (21261297) CH2Cl2/MeOH (1:1) extract of diced specimen
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.
ChEBI Ontology
Outgoing Relation(s)
seco-plakortolide O (CHEBI:68418) has role metabolite (CHEBI:25212)
seco-plakortolide O (CHEBI:68418) is a butan-4-olide (CHEBI:22950)
seco-plakortolide O (CHEBI:68418) is a diol (CHEBI:23824)
IUPAC Name 
(4R,5R)-4-hydroxy-5-[(2S,11E,13E)-2-hydroxy-2-methyl-14-phenyltetradeca-11,13-dien-1-yl]-5-methyldihydrofuran-2(3H)-one
Registry NumbersSources
Reaxys:21309203Reaxys
Citations