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CID 13917529

PubChem CID: 13917529

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Compound Synonyms Helichrysoside, 56343-26-1, CHEBI:185201, (6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate, [6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
Topological Polar Surface Area 233.0
Hydrogen Bond Donor Count 8.0
Inchi Key NBAZENYUDPJQIH-FPYGCLRLSA-N
Rotatable Bond Count 8.0
Synonyms Helichrysoside
Heavy Atom Count 44.0
Compound Name CID 13917529
Description (6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4h-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate 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 (6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4h-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4h-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate can be found in european chestnut and saffron, which makes (6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4h-chromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate a potential biomarker for the consumption of these food products.
Exact Mass 610.132
Formal Charge 0.0
Monoisotopic Mass 610.132
Isotope Atom Count 0.0
Molecular Complexity 1090.0
Hydrogen Bond Acceptor Count 14.0
Molecular Weight 610.5
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name [6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-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
Inchi InChI=1S/C30H26O14/c31-15-5-1-13(2-6-15)3-8-22(36)41-12-21-24(37)26(39)27(40)30(43-21)44-29-25(38)23-19(35)10-16(32)11-20(23)42-28(29)14-4-7-17(33)18(34)9-14/h1-11,21,24,26-27,30-35,37,39-40H,12H2/b8-3+
Smiles C1=CC(=CC=C1/C=C/C(=O)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O
Xlogp 2.1
Defined Bond Stereocenter Count 1.0
Molecular Formula C30H26O14

  • 1. Outgoing r'ship FOUND_IN to/from Castanea Sativa (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Crocus Sativus (Plant) Rel Props:Source_db:fooddb_chem_all