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CHEBI:68016 - nigrasin E

ChEBI IDCHEBI:68016
ChEBI Namenigrasin E
Stars
DefinitionAn extended flavonoid that is 1,2,6a,11b-tetrahydro-6H-[1]benzofuro[3,2-b]furo[2,3-h]chromene substituted by hydroxy groups at positions 5, 6a and 9, a prenyl group at position 11b, a prop-1-en-2-yl group at position 2 and an oxo group at position 6. It has been isolated from the twigs of Morus nigra.
Last Modified18 November 2013
DownloadsMolfile
FormulaC25H24O7
Net Charge0
Average Mass436.460
Monoisotopic Mass436.15220
SMILES[H][C@]1(C(=C)C)Cc2c(cc(O)c3c2O[C@]2(CC=C(C)C)c4ccc(O)cc4O[C@]2(O)C3=O)O1
InChIInChI=1S/C25H24O7/c1-12(2)7-8-24-16-6-5-14(26)9-20(16)31-25(24,29)23(28)21-17(27)11-19-15(22(21)32-24)10-18(30-19)13(3)4/h5-7,9,11,18,26-27,29H,3,8,10H2,1-2,4H3/t18-,24-,25-/m1/s1
InChIKeyHUMOTOGWFSSVMP-ZYKLXPEUSA-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 Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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 E (CHEBI:68016) has role metabolite (CHEBI:25212)
nigrasin E (CHEBI:68016) has role plant metabolite (CHEBI:76924)
nigrasin E (CHEBI:68016) is a extended flavonoid (CHEBI:71037)
nigrasin E (CHEBI:68016) is a organic heteropentacyclic compound (CHEBI:38164)
nigrasin E (CHEBI:68016) is a polyphenol (CHEBI:26195)
IUPAC Name 
(2R*,6aS,11bR)-5,6a,9-trihydroxy-11b-(3-methylbut-2-en-1-yl)-2-(prop-1-en-2-yl)-1,2,6a,11b-tetrahydro-6H-[1]benzofuro[3,2-b]furo[2,3-h]chromen-6-one
Registry NumbersSources
Reaxys:21444287Reaxys
Citations