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CHEBI:70488 - (−)-sanguinolignan D

ChEBI IDCHEBI:70488
ChEBI Name(−)-sanguinolignan D
Stars
ASCII Name(-)-sanguinolignan D
DefinitionA lignan isolated from the leaves of Piper sanguineispicum.
Last Modified15 April 2015
DownloadsMolfile
FormulaC22H18O9
Net Charge0
Average Mass426.377
Monoisotopic Mass426.09508
SMILES[H][C@]1(C(=O)c2ccc3c(c2)OCO3)COC(=O)[C@]1([H])[C@H](OC(C)=O)c1ccc2c(c1)OCO2
InChIInChI=1S/C22H18O9/c1-11(23)31-21(13-3-5-16-18(7-13)30-10-28-16)19-14(8-26-22(19)25)20(24)12-2-4-15-17(6-12)29-9-27-15/h2-7,14,19,21H,8-10H2,1H3/t14-,19-,21+/m0/s1
InChIKeyUABDDHIGAKYFRK-ONTRVFCTSA-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 D (CHEBI:70488) has role plant metabolite (CHEBI:76924)
(−)-sanguinolignan D (CHEBI:70488) is a benzodioxoles (CHEBI:38298)
(−)-sanguinolignan D (CHEBI:70488) is a lignan (CHEBI:25036)
(−)-sanguinolignan D (CHEBI:70488) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(S)-[(3S,4R)-4-(2H-1,3-benzodioxole-5-carbonyl)-2-oxooxolan-3-yl](2H-1,3-benzodioxol-5-yl)methyl acetate
Synonym  Source
(−)-(8R,7'S,8'S)-7'-acetoxy-3,3',4,4'-bis(methylenedioxy)-7-oxolignano-9',9-lactoneChEBI
Registry NumbersSources
Reaxys:21092031Reaxys
Citations