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Delphinidin 3-O-(6-caffeoyl-beta-D-glucoside)

PubChem CID: 11157896

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Compound Synonyms Delphinidin 3-O-(6-caffeoyl-beta-D-glucoside), Delphinidin 3-caffeoylglucoside, CHEBI:80474, Q27149525, [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Topological Polar Surface Area 248.0
Hydrogen Bond Donor Count 10.0
Inchi Key CPESTIBYQUOXSA-LHRGPQAGSA-O
Rotatable Bond Count 8.0
Synonyms Delphinidin 3-caffeoyl-glucoside
Heavy Atom Count 45.0
Compound Name Delphinidin 3-O-(6-caffeoyl-beta-D-glucoside)
Description Delphinidin 3-caffeoylglucoside is a member of the class of compounds known as anthocyanidin 3-o-6-p-coumaroyl glycosides. Anthocyanidin 3-o-6-p-coumaroyl glycosides are anthocyanidin 3-O-glycosides where the carbohydrate moiety is esterified at the C6 position 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. Delphinidin 3-caffeoylglucoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Delphinidin 3-caffeoylglucoside can be found in common grape, which makes delphinidin 3-caffeoylglucoside a potential biomarker for the consumption of this food product.
Exact Mass 627.135
Formal Charge 1.0
Monoisotopic Mass 627.135
Isotope Atom Count 0.0
Molecular Complexity 1000.0
Hydrogen Bond Acceptor Count 14.0
Molecular Weight 627.5
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-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 1.0
Inchi InChI=1S/C30H26O15/c31-14-8-17(33)15-10-22(29(43-21(15)9-14)13-6-19(35)25(38)20(36)7-13)44-30-28(41)27(40)26(39)23(45-30)11-42-24(37)4-2-12-1-3-16(32)18(34)5-12/h1-10,23,26-28,30,39-41H,11H2,(H6-,31,32,33,34,35,36,37,38)/p+1/t23-,26-,27+,28-,30-/m1/s1
Smiles C1=CC(=C(C=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O)O)O
Defined Bond Stereocenter Count 1.0
Molecular Formula C30H27O15+

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