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Pelargonidin 3-(6-p-coumaroyl)glucoside

PubChem CID: 23724733

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Compound Synonyms Pelargonidin 3-(6-p-coumaroyl)glucoside, CHEBI:80475, 5,7-dihydroxy-2-(4-hydroxyphenyl)-1-benzopyran-1-ium-3-yl 6-O-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranoside, 5,7-dihydroxy-2-(4-hydroxyphenyl)-1-benzopyran-1-ium-3-yl 6-O-((2E)-3-(4-hydroxyphenyl)prop-2-enoyl)-beta-D-glucopyranoside, Q27149526, [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
Prediction Swissadme 0.0
Topological Polar Surface Area 187.0
Hydrogen Bond Donor Count 7.0
Inchi Key VZPBBOAZFCREMQ-SHPGVJHPSA-O
Fcsp3 0.2
Rotatable Bond Count 8.0
State liquid
Heavy Atom Count 42.0
Compound Name Pelargonidin 3-(6-p-coumaroyl)glucoside
Description Pelargonidin 3-p-coumarylglucoside 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. Pelargonidin 3-p-coumarylglucoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Pelargonidin 3-p-coumarylglucoside can be found in common grape, which makes pelargonidin 3-p-coumarylglucoside a potential biomarker for the consumption of this food product.
Prediction Hob Swissadme 0.0
Exact Mass 579.15
Formal Charge 1.0
Monoisotopic Mass 579.15
Isotope Atom Count 0.0
Molecular Complexity 901.0
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 579.5
Database Name cmaup_ingredients;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-hydroxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 1.0
Prediction Hob 0.0
Esol -3.48172984761905
Inchi InChI=1S/C30H26O12/c31-17-6-1-15(2-7-17)3-10-25(35)39-14-24-26(36)27(37)28(38)30(42-24)41-23-13-20-21(34)11-19(33)12-22(20)40-29(23)16-4-8-18(32)9-5-16/h1-13,24,26-28,30,36-38H,14H2,(H3-,31,32,33,34,35)/p+1/t24-,26-,27+,28-,30-/m1/s1
Smiles C1=CC(=CC=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
Defined Bond Stereocenter Count 1.0
Molecular Formula C30H27O12+

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