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CHEBI:70486 - (−)-sanguinolignan B

ChEBI IDCHEBI:70486
ChEBI Name(−)-sanguinolignan B
Stars
ASCII Name(-)-sanguinolignan B
DefinitionA lignan isolated from the leaves of Piper sanguineispicum.
Last Modified15 April 2015
DownloadsMolfile
FormulaC20H16O8
Net Charge0
Average Mass384.340
Monoisotopic Mass384.08452
SMILES[H][C@]1(C(=O)c2ccc3c(c2)OCO3)C(=O)OC[C@@]1([H])[C@H](O)c1ccc2c(c1)OCO2
InChIInChI=1S/C20H16O8/c21-18(10-1-3-13-15(5-10)27-8-25-13)12-7-24-20(23)17(12)19(22)11-2-4-14-16(6-11)28-9-26-14/h1-6,12,17-18,21H,7-9H2/t12-,17+,18-/m1/s1
InChIKeyVFLHIZSORMIUMV-OCBCSQNSSA-N
Species of MetaboliteComponentSourceComments
Piper sanguineispicum (IPNI:199083-2) leaf (BTO:0000713) PubMed (20954722) 90% ethanolic extract of dried leaves
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
(−)-sanguinolignan B (CHEBI:70486) has role plant metabolite (CHEBI:76924)
(−)-sanguinolignan B (CHEBI:70486) is a benzodioxoles (CHEBI:38298)
(−)-sanguinolignan B (CHEBI:70486) is a lignan (CHEBI:25036)
(−)-sanguinolignan B (CHEBI:70486) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3S,4S)-3-(2H-1,3-benzodioxole-5-carbonyl)-4-[(S)-(2H-1,3-benzodioxol-5-yl)(hydroxy)methyl]oxolan-2-one
Synonym  Source
(−)-(8S,7'S,8'S)-3,3',4,4'-bis(methylenedioxy)-7'-hydroxy-7-oxolignano-9,9'-lactoneChEBI
Registry NumbersSources
Reaxys:21092029Reaxys
Citations