CHEBI:70487 - (−)-sanguinolignan C

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ChEBI Name (−)-sanguinolignan C
ChEBI ID CHEBI:70487
ChEBI ASCII Name (-)-sanguinolignan C
Definition A lignan isolated from the leaves of Piper sanguineispicum.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C23H22O9
Net Charge 0
Average Mass 442.41540
Monoisotopic Mass 442.12638
InChI InChI=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
InChIKey VPEDPWUASQDKTN-GJULWVSJSA-N
SMILES COc1ccc(cc1OC)[C@@H](OC(C)=O)[C@H]1COC(=O)[C@@H]1C(=O)c1ccc2OCOc2c1
Metabolite of Species Details
Piper sanguineispicum (IPNI:199083-2) Found in leaf (BTO:0000713). 90% ethanolic extract of dried leaves See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (−)-sanguinolignan C (CHEBI:70487) has role plant metabolite (CHEBI:76924)
(−)-sanguinolignan C (CHEBI:70487) is a γ-lactone (CHEBI:37581)
(−)-sanguinolignan C (CHEBI:70487) is a benzodioxoles (CHEBI:38298)
(−)-sanguinolignan C (CHEBI:70487) is a lignan (CHEBI:25036)
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'-lactone ChEBI
Registry Number Type Source
21092030 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
20954722 PubMed citation Europe PMC
Last Modified
15 April 2015