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CHEBI:90893 - (−)-bursehernin

ChEBI IDCHEBI:90893
ChEBI Name(−)-bursehernin
Stars
ASCII Name(-)-bursehernin
DefinitionA butan-4-olide that is (−)-pluviatolide in which the phenolic hydroxy group has been converted to the corresponding methyl ether.
Last Modified3 March 2016
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC21H22O6
Net Charge0
Average Mass370.401
Monoisotopic Mass370.14164
SMILESCOc1ccc(C[C@H]2C(=O)OC[C@@H]2Cc2ccc3c(c2)OCO3)cc1OC
InChIInChI=1S/C21H22O6/c1-23-17-5-3-14(9-19(17)24-2)8-16-15(11-25-21(16)22)7-13-4-6-18-20(10-13)27-12-26-18/h3-6,9-10,15-16H,7-8,11-12H2,1-2H3/t15-,16+/m0/s1
InChIKeyIYBDDRJHJMFFBB-JKSUJKDBSA-N
Species of MetaboliteComponentSourceComments
Bursera simaruba (ncbitaxon:80326) bark (BTO:0001301) PubMed (19329133)
Stellera chamaejasme (ncbitaxon:142738) root (BTO:0001188) Article (Zhong cao yao = Chinese traditional and herbal drugs 2004, 35, 12-14)
Bupleurum salicifolium (ncbitaxon:199751) - PubMed (24242108)
Anthriscus sylvestris (ncbitaxon:48027) root (BTO:0001188) PubMed (10230514)
Hernandia nymphaeifolia (ncbitaxon:121082) - PubMed (14987061)
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)
(−)-bursehernin (CHEBI:90893) has functional parent (−)-pluviatolide (CHEBI:90896)
(−)-bursehernin (CHEBI:90893) has role plant metabolite (CHEBI:76924)
(−)-bursehernin (CHEBI:90893) is a aromatic ether (CHEBI:35618)
(−)-bursehernin (CHEBI:90893) is a benzodioxoles (CHEBI:38298)
(−)-bursehernin (CHEBI:90893) is a butan-4-olide (CHEBI:22950)
(−)-bursehernin (CHEBI:90893) is a lignan (CHEBI:25036)
Incoming Relation(s)
(−)-5'-desmethylyatein (CHEBI:90894) has functional parent (−)-bursehernin (CHEBI:90893)
IUPAC Name 
(3R,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-(3,4-dimethoxybenzyl)dihydrofuran-2(3H)-one
Synonyms  Source
(−)-5'-desmethoxy-yateinSUBMITTER
burseherninChemIDplus
(R,R)-4-(1,3-benzodioxol-5-ylmethyl)-3-(3,4-dimethoxybenzyl)dihydrofuran-2(3H)-oneChEBI
(3R-trans)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methyl]dihydro-2(3H)-furanoneChemIDplus
UniProt Name  Source
(−)-burseherninUniProt
Manual XrefsDatabases
CPD-17599MetaCyc
C00036847KNApSAcK
Registry NumbersSources
Reaxys:3596448Reaxys
CAS:40456-51-7ChemIDplus
Citations