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CHEBI:68016 - nigrasin E

Default Structure
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:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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