Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
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
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
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
(3
R
,4
R
)-
4-
(1,3-
benzodioxol-
5-
ylmethyl)-
3-
(3,4-
dimethoxybenzyl)dihydrofuran-
2(3
H
)-
one
Synonyms
Sources
(−)-5'-desmethoxy-yatein
SUBMITTER
(−)-bursehernin
UniProt
(3
R
-
trans
)-
4-
(1,3-
benzodioxol-
5-
ylmethyl)-
3-
[(3,4-
dimethoxyphenyl)methyl]dihydro-
2(3
H
)-
furanone
ChemIDplus
(
R
,
R
)-
4-
(1,3-
benzodioxol-
5-
ylmethyl)-
3-
(3,4-
dimethoxybenzyl)dihydrofuran-
2(3
H
)-
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
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