CHEBI:68014 - nigrasin C

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ChEBI Name nigrasin C
ChEBI ID CHEBI:68014
Definition An extended flavonoid that is 2,3,5a,10b-tetrahydro-5H-[1]benzofuro[3,2-b]furo[3,2-g]chromene substituted by hydroxy groups at positions 4, 5a and 8, a 2-hydroxypropan-2-yl group at position 2, a prenyl group at position 10b and an oxo group at position 5. 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(28)20-18(32-24)11-16-14(21(20)27)10-19(31-16)23(3,4)29/h5-7,9,11,19,26-27,29-30H,8,10H2,1-4H3/t19-,24+,25+/m0/s1
InChIKey TXDONVUXISPTKQ-QTLGCAHFSA-N
SMILES CC(C)=CC[C@]12Oc3cc4O[C@@H](Cc4c(O)c3C(=O)[C@@]1(O)Oc1cc(O)ccc21)C(C)(C)O
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): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing nigrasin C (CHEBI:68014) has role metabolite (CHEBI:25212)
nigrasin C (CHEBI:68014) has role plant metabolite (CHEBI:76924)
nigrasin C (CHEBI:68014) is a extended flavonoid (CHEBI:71037)
nigrasin C (CHEBI:68014) is a organic heteropentacyclic compound (CHEBI:38164)
nigrasin C (CHEBI:68014) is a polyphenol (CHEBI:26195)
IUPAC Name
(2S*,5aS,10bR)-4,5a,8-trihydroxy-2-(2-hydroxypropan-2-yl)-10b-(3-methylbut-2-en-1-yl)-2,3,5a,10b-tetrahydro-5H-[1]benzofuro[3,2-b]furo[3,2-g]chromen-5-one
Registry Number Type Source
21444290 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21401118 PubMed citation Europe PMC
Last Modified
18 November 2013