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malvidin-3-O-(6-O-cis-p-coumaryl-beta-D-glucoside)

PubChem CID: 72193647

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Compound Synonyms CHEBI:75691, malvidin-3-O-(6-O-cis-p-coumaryl-beta-D-glucoside), malvidin 3-O-(6-O-(Z)-4-coumaroyl-beta-D-glucoside), 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenium-3-yl 6-O-[(2Z)-3-(4-hydroxyphenyl)prop-2-enoyl]--beta-D-glucopyranoside
Topological Polar Surface Area 206.0
Hydrogen Bond Donor Count 7.0
Inchi Key HXQOVGDXCHFLOP-KWNZYCHBSA-O
Rotatable Bond Count 10.0
Heavy Atom Count 46.0
Compound Name malvidin-3-O-(6-O-cis-p-coumaryl-beta-D-glucoside)
Description Malvidin 3-(6''-p-coumarylglucoside) is a member of the class of compounds known as flavonoid 3-o-p-coumaroyl glycosides. Flavonoid 3-o-p-coumaroyl glycosides are flavonoid 3-O-glycosides where the carbohydrate moiety is esterified with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring. Malvidin 3-(6''-p-coumarylglucoside) is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Malvidin 3-(6''-p-coumarylglucoside) can be synthesized from cis-4-coumaric acid. Malvidin 3-(6''-p-coumarylglucoside) can also be synthesized into malvidin. Malvidin 3-(6''-p-coumarylglucoside) can be found in common grape and grape, which makes malvidin 3-(6''-p-coumarylglucoside) a potential biomarker for the consumption of these food products. Malvidin 3-(6''-p-coumarylglucoside) may be a unique S.cerevisiae (yeast) metabolite.
Exact Mass 639.171
Formal Charge 1.0
Monoisotopic Mass 639.171
Isotope Atom Count 0.0
Molecular Complexity 991.0
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 639.6
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 5.0
Iupac Name [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (Z)-3-(4-hydroxyphenyl)prop-2-enoate
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 1.0
Inchi InChI=1S/C32H30O14/c1-41-22-9-16(10-23(42-2)27(22)37)31-24(13-19-20(35)11-18(34)12-21(19)44-31)45-32-30(40)29(39)28(38)25(46-32)14-43-26(36)8-5-15-3-6-17(33)7-4-15/h3-13,25,28-30,32,38-40H,14H2,1-2H3,(H3-,33,34,35,36,37)/p+1/t25-,28-,29+,30-,32-/m1/s1
Smiles COC1=CC(=CC(=C1O)OC)C2=[O+]C3=CC(=CC(=C3C=C2O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)/C=C\C5=CC=C(C=C5)O)O)O)O)O)O
Defined Bond Stereocenter Count 1.0
Molecular Formula C32H31O14+

  • 1. Outgoing r'ship FOUND_IN to/from Vitis Vinifera (Plant) Rel Props:Source_db:fooddb_chem_all