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:3222 - burseran
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
burseran
ChEBI ID
CHEBI:3222
Definition
A lignan that consists of tetrahydrofuran substituted by a 5-methyl-1,3-benzodioxole group at position 3 and a 3,4,5-trimethoxybenzyl group at position 4 (the 3
S
,4
S
stereoisomer).
Stars
This entity has been manually annotated by the ChEBI Team.
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
C22H26O6
Net Charge
0
Average Mass
386.43820
Monoisotopic Mass
386.17294
InChI
InChI=1S/C22H26O6/c1-
23-
20-
9-
15(10-
21(24-
2)
22(20)
25-
3)
7-
17-
12-
26-
11-
16(17)
6-
14-
4-
5-
18-
19(8-
14)
28-
13-
27-
18/h4-
5,8-
10,16-
17H,6-
7,11-
13H2,1-
3H3/t16-
,17-
/m1/s1
InChIKey
VJMJISPSGHVBBU-IAGOWNOFSA-N
SMILES
COc1cc(C[C@@H]2COC[C@H]2Cc2ccc3OCOc3c2)cc(OC)c1OC
Roles Classification
Biological Role
(s):
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
burseran (
CHEBI:3222
)
has role
antineoplastic agent (
CHEBI:35610
)
burseran (
CHEBI:3222
)
has role
metabolite (
CHEBI:25212
)
burseran (
CHEBI:3222
)
is a
benzodioxoles (
CHEBI:38298
)
burseran (
CHEBI:3222
)
is a
cyclic acetal (
CHEBI:59770
)
burseran (
CHEBI:3222
)
is a
lignan (
CHEBI:25036
)
burseran (
CHEBI:3222
)
is a
methoxybenzenes (
CHEBI:51683
)
IUPAC Name
5-{[(3
S
,4
S
)-4-(3,4,5-trimethoxybenzyl)tetrahydrofuran-3-yl]methyl}-1,3-benzodioxole
Synonyms
Sources
(+)-Burseran
ChEBI
(+)-Burseran
KEGG COMPOUND
Manual Xrefs
Databases
C00000705
KNApSAcK
C10547
KEGG COMPOUND
View more database links
Registry Numbers
Types
Sources
23284-23-3
CAS Registry Number
KEGG COMPOUND
3656581
Reaxys Registry Number
Reaxys
Citations
Types
Sources
11375040
PubMed citation
Europe PMC
5779853
PubMed citation
Europe PMC
5779854
PubMed citation
Europe PMC
Last Modified
28 July 2014