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CHEBI:68012 - nigrasin A

ChEBI IDCHEBI:68012
ChEBI Namenigrasin A
Stars
DefinitionAn extended flavonoid that is 3,4,6a,11b-tetrahydro-2H,6H-[1]benzofuro[3,2-b]pyrano[3,2-g]chromene substituted by hydroxy groups at positions 3, 5, 6a and 9, geminal methyl groups at positions 2, an oxo group at position 6 and a prenyl group at position 11b. It has been isolated from the twigs of Morus nigra.
Last Modified9 January 2014
DownloadsMolfile
FormulaC25H26O8
Net Charge0
Average Mass454.475
Monoisotopic Mass454.16277
SMILESCC(C)=CC[C@]12Oc3cc4c(c(O)c3C(=O)[C@@]1(O)Oc1cc(O)ccc12)C[C@@H](O)C(C)(C)O4
InChIInChI=1S/C25H26O8/c1-12(2)7-8-24-15-6-5-13(26)9-17(15)33-25(24,30)22(29)20-18(32-24)11-16-14(21(20)28)10-19(27)23(3,4)31-16/h5-7,9,11,19,26-28,30H,8,10H2,1-4H3/t19-,24-,25-/m1/s1
InChIKeyZLKLBRDQEVVKPJ-UKDVSSAZSA-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 A (CHEBI:68012) has role plant metabolite (CHEBI:76924)
nigrasin A (CHEBI:68012) is a extended flavonoid (CHEBI:71037)
nigrasin A (CHEBI:68012) is a organic heteropentacyclic compound (CHEBI:38164)
nigrasin A (CHEBI:68012) is a polyphenol (CHEBI:26195)
IUPAC Name 
(3R*,6aS,11bR)-3,5,6a,9-tetrahydroxy-2,2-dimethyl-11b-(3-methylbut-2-en-1-yl)-3,4,6a,11b-tetrahydro-2H,6H-[1]benzofuro[3,2-b]pyrano[3,2-g]chromen-6-one
Registry NumbersSources
Reaxys:21444292Reaxys
Citations