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CHEBI:68019 - nigrasin H

Default Structure
ChEBI IDCHEBI:68019
ChEBI Namenigrasin H
Stars
DefinitionA furochromene that is 8,9-dihydro-4H-furo[2,3-h]chromen-4-one substituted by a 2,4-dihydroxyphenyl group at position 2, a hydroxy group at position 5, methyl groups at positions 8, 9 and 9 and a prenyl group at position 3. It has been isolated from the twigs of Morus nigra and has been found to promote adipogenesis.
Last Modified9 January 2014
DownloadsMolfile
FormulaC25H26O6
Net Charge0
Average Mass422.477
Monoisotopic Mass422.17294
SMILESCC(C)=CCc1c(-c2ccc(O)cc2O)oc2c3c(cc(O)c2c1=O)O[C@H](C)C3(C)C
InChIInChI=1S/C25H26O6/c1-12(2)6-8-16-22(29)20-18(28)11-19-21(25(4,5)13(3)30-19)24(20)31-23(16)15-9-7-14(26)10-17(15)27/h6-7,9-11,13,26-28H,8H2,1-5H3/t13-/m1/s1
InChIKeyFJZJTEHPYMIMST-CYBMUJFWSA-N
Species of MetaboliteComponentSourceComments
Morus nigra (ncbitaxon:85232) twig (BTO:0001411) PubMed (21401118) Milled, air-dried twigs were percolated with 95% ethanol
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
nigrasin H (CHEBI:68019) has role plant metabolite (CHEBI:76924)
nigrasin H (CHEBI:68019) is a extended flavonoid (CHEBI:71037)
nigrasin H (CHEBI:68019) is a furochromene (CHEBI:39432)
nigrasin H (CHEBI:68019) is a trihydroxyflavone (CHEBI:27116)
IUPAC Name 
(8R*)-2-(2,4-dihydroxyphenyl)-5-hydroxy-8,9,9-trimethyl-3-(3-methylbut-2-en-1-yl)-8,9-dihydro-4H-furo[2,3-h]chromen-4-one
Registry NumbersSources
Reaxys:21444291Reaxys
Citations