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CHEBI:3222 - burseran

ChEBI IDCHEBI:3222
ChEBI Nameburseran
Stars
DefinitionA 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).
Last Modified28 July 2014
DownloadsMolfile
FormulaC22H26O6
Net Charge0
Average Mass386.444
Monoisotopic Mass386.17294
SMILESCOc1cc(C[C@@H]2COC[C@H]2Cc2ccc3c(c2)OCO3)cc(OC)c1OC
InChIInChI=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
InChIKeyVJMJISPSGHVBBU-IAGOWNOFSA-N
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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  Source
(+)-BurseranChEBI
(+)-BurseranKEGG COMPOUND
Manual XrefsDatabases
C10547KEGG COMPOUND
C00000705KNApSAcK
Registry NumbersSources
Reaxys:3656581Reaxys
CAS:23284-23-3KEGG COMPOUND
Citations