CHEBI:90893 - (−)-bursehernin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (−)-bursehernin
ChEBI ID CHEBI:90893
ChEBI ASCII Name (-)-bursehernin
Definition A butan-4-olide that is (−)-pluviatolide in which the phenolic hydroxy group has been converted to the corresponding methyl ether.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C21H22O6
Net Charge 0
Average Mass 370.397
Monoisotopic Mass 370.14164
InChI InChI=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
InChIKey IYBDDRJHJMFFBB-JKSUJKDBSA-N
SMILES C([C@@H]1[C@H](COC1=O)CC2=CC=C3OCOC3=C2)C4=CC=C(OC)C(=C4)OC
Metabolite of Species Details
Hernandia nymphaeifolia (NCBI:txid121082) See: PubMed
Stellera chamaejasme (NCBI:txid142738) Found in root (BTO:0001188). See: Zhong cao yao = Chinese traditional and herbal drugs 2004, 35, 12-14
Bupleurum salicifolium (NCBI:txid199751) See: PubMed
Anthriscus sylvestris (NCBI:txid48027) Found in root (BTO:0001188). See: PubMed
Bursera simaruba (NCBI:txid80326) Found in bark (BTO:0001301). 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 (−)-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 (−)-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 Sources
(−)-5'-desmethoxy-yatein SUBMITTER
(−)-bursehernin UniProt
(3R-trans)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methyl]dihydro-2(3H)-furanone ChemIDplus
(R,R)-4-(1,3-benzodioxol-5-ylmethyl)-3-(3,4-dimethoxybenzyl)dihydrofuran-2(3H)-one ChEBI
bursehernin ChemIDplus
Manual Xrefs Databases
C00036847 KNApSAcK
CPD-17599 MetaCyc
View more database links
Registry Numbers Types Sources
3596448 Reaxys Registry Number Reaxys
40456-51-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10230514 PubMed citation Europe PMC
14987061 PubMed citation Europe PMC
18680297 PubMed citation Europe PMC
19329133 PubMed citation Europe PMC
24242108 PubMed citation Europe PMC
26130043 PubMed citation Europe PMC
26359402 PubMed citation SUBMITTER
464313 Chinese Abstracts citation Europe PMC
7843329 PubMed citation Europe PMC
Last Modified
03 March 2016