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CHEBI:70487 - (−)-sanguinolignan C

ChEBI IDCHEBI:70487
ChEBI Name(−)-sanguinolignan C
Stars
ASCII Name(-)-sanguinolignan C
DefinitionA lignan isolated from the leaves of Piper sanguineispicum.
Last Modified15 April 2015
DownloadsMolfile
FormulaC23H22O9
Net Charge0
Average Mass442.420
Monoisotopic Mass442.12638
SMILES[H][C@]1(C(=O)c2ccc3c(c2)OCO3)C(=O)OC[C@]1([H])[C@H](OC(C)=O)c1ccc(OC)c(OC)c1
InChIInChI=1S/C23H22O9/c1-12(24)32-22(14-5-6-16(27-2)18(9-14)28-3)15-10-29-23(26)20(15)21(25)13-4-7-17-19(8-13)31-11-30-17/h4-9,15,20,22H,10-11H2,1-3H3/t15-,20-,22+/m0/s1
InChIKeyVPEDPWUASQDKTN-GJULWVSJSA-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 C (CHEBI:70487) has role plant metabolite (CHEBI:76924)
(−)-sanguinolignan C (CHEBI:70487) is a benzodioxoles (CHEBI:38298)
(−)-sanguinolignan C (CHEBI:70487) is a lignan (CHEBI:25036)
(−)-sanguinolignan C (CHEBI:70487) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(S)-[(3R,4S)-4-(2H-1,3-benzodioxole-5-carbonyl)-5-oxooxolan-3-yl](3,4-dimethoxyphenyl)methyl acetate
Synonym  Source
(−)-(8S,7'S,8'R)-7'-acetoxy-3,4-methylenedioxy-3',4'-dimethoxy-7-oxolignano-9,9'-lactoneChEBI
Registry NumbersSources
Reaxys:21092030Reaxys
Citations