CHEBI:68012 - nigrasin A

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ChEBI Name nigrasin A
ChEBI ID CHEBI:68012
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C25H26O8
Net Charge 0
Average Mass 454.46910
Monoisotopic Mass 454.16277
InChI InChI=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
InChIKey ZLKLBRDQEVVKPJ-UKDVSSAZSA-N
SMILES CC(C)=CC[C@]12Oc3cc4OC(C)(C)[C@H](O)Cc4c(O)c3C(=O)[C@@]1(O)Oc1cc(O)ccc21
Metabolite of Species Details
Morus nigra (NCBI:txid85232) Found in twig (BTO:0001411). Milled, air-dried twigs were percolated with 95% ethanol See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
21444292 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21401118 PubMed citation Europe PMC
Last Modified
09 January 2014