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CHEBI:66617 - nepalensinol E

Default Structure
ChEBI IDCHEBI:66617
ChEBI Namenepalensinol E
Stars
DefinitionA stilbenoid isolated from the stems of Kobresia nepalensis and has been shown to exhibit inhibitory activity against topoisomerase II.
Last Modified16 April 2013
DownloadsMolfile
FormulaC56H44O13
Net Charge0
Average Mass924.955
Monoisotopic Mass924.27819
SMILESOc1ccc([C@H]2O[C@@H](c3ccc(O)cc3)[C@H](c3cc4c(cc3O)O[C@@H](c3ccc(O)cc3)[C@@H]4c3cc4c(cc3O)O[C@@H](c3ccc(O)cc3)[C@@H]4c3cc(O)cc(O)c3)[C@@H]2c2cc(O)cc(O)c2)cc1
InChIInChI=1S/C56H44O13/c57-33-9-1-27(2-10-33)53-49(31-17-37(61)21-38(62)18-31)43-23-41(45(65)25-47(43)67-53)51-44-24-42(46(66)26-48(44)68-55(51)29-5-13-35(59)14-6-29)52-50(32-19-39(63)22-40(64)20-32)54(28-3-11-34(58)12-4-28)69-56(52)30-7-15-36(60)16-8-30/h1-26,49-66H/t49-,50+,51-,52-,53+,54-,55+,56+/m1/s1
InChIKeyLQIPZGZUEUXKIL-XLTULDRDSA-N
Species of MetaboliteComponentSourceComments
Kobresia nepalensis (ncbitaxon:58223) stem (BTO:0001300) PubMed (16508191)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor  A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
ChEBI Ontology
Outgoing Relation(s)
nepalensinol E (CHEBI:66617) has role EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750)
nepalensinol E (CHEBI:66617) has role metabolite (CHEBI:25212)
nepalensinol E (CHEBI:66617) is a 1-benzofurans (CHEBI:38830)
nepalensinol E (CHEBI:66617) is a polyphenol (CHEBI:26195)
nepalensinol E (CHEBI:66617) is a stilbenoid (CHEBI:26776)
IUPAC Name 
(2R,2'R,3R,3'R)-3'-(3,5-dihydroxyphenyl)-5-[(2R,3S,4R,5S)-4-(3,5-dihydroxyphenyl)-2,5-bis(4-hydroxyphenyl)tetrahydrofuran-3-yl]-2,2'-bis(4-hydroxyphenyl)-2,2',3,3'-tetrahydro-3,5'-bi-1-benzofuran-6,6'-diol
Registry NumbersSources
Reaxys:10415756Reaxys
Citations