EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:68014 - nigrasin C

ChEBI IDCHEBI:68014
ChEBI Namenigrasin C
Stars
DefinitionAn 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.
Last Modified18 November 2013
DownloadsMolfile
FormulaC25H26O8
Net Charge0
Average Mass454.475
Monoisotopic Mass454.16277
SMILES[H][C@@]1(C(C)(C)O)Cc2c(cc3c(c2O)C(=O)[C@@]2(O)Oc4cc(O)ccc4[C@@]2(CC=C(C)C)O3)O1
InChIInChI=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
InChIKeyTXDONVUXISPTKQ-QTLGCAHFSA-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 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 NumbersSources
Reaxys:21444290Reaxys
Citations