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 3S,4S stereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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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-{[(3S,4S)-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 Waiting for Citations Types Sources
11375040 PubMed citation Europe PMC
5779853 PubMed citation Europe PMC
5779854 PubMed citation Europe PMC
Last Modified
28 July 2014