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1-[2,6-Dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one

PubChem CID: 13188898

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Compound Synonyms 1-[2,6-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one, SCHEMBL110262, DTXSID20863336, BCP31187, LMPK12120518, Phloretin 4'-glucoside, p-Phloridzin, p-Phlorizin, 3,5-Dihydroxy-4-[3-(4-hydroxyphenyl)propanoyl]phenyl hexopyranoside
Topological Polar Surface Area 177.0
Hydrogen Bond Donor Count 7.0
Heavy Atom Count 31.0
Description Isolated from apple leaves. Trilobatin is found in pomes.
Isotope Atom Count 0.0
Molecular Complexity 569.0
Database Name cmaup_ingredients;fooddb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 1-[2,6-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
Prediction Hob 0.0
Class Flavonoids
Xlogp 1.2
Superclass Phenylpropanoids and polyketides
Subclass Flavonoid glycosides
Molecular Formula C21H24O10
Prediction Swissadme 0.0
Inchi Key GSTCPEBQYSOEHV-UHFFFAOYSA-N
Fcsp3 0.3809523809523809
Logs -3.673
Rotatable Bond Count 7.0
Logd 1.299
Synonyms p-Phloridzin, p-Phlorizin, Trilobatin
Substituent Name Flavonoid o-glycoside, Fatty acyl glycoside of mono- or disaccharide, Fatty acyl glycoside, Chalcone or dihydrochalcone, Cinnamylphenol, 2'-hydroxy-dihydrochalcone, Linear 1,3-diarylpropanoid, Alkyl glycoside, O-glycosyl compound, Glycosyl compound, Butyrophenone, Acylphloroglucinol derivative, Phloroglucinol derivative, Benzenetriol, Acetophenone, Aryl alkyl ketone, Aryl ketone, Resorcinol, Phenol ether, Benzoyl, Phenol, Fatty acyl, Benzenoid, Oxane, Monosaccharide, Saccharide, Monocyclic benzene moiety, Vinylogous acid, Secondary alcohol, Polyol, Ketone, 1,2-diol, Oxacycle, Organoheterocyclic compound, Ether, Acetal, Hydrocarbon derivative, Primary alcohol, Organooxygen compound, Carbonyl group, Alcohol, Aromatic heteromonocyclic compound
Compound Name 1-[2,6-Dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 436.137
Formal Charge 0.0
Monoisotopic Mass 436.137
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 436.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Esol -2.7104122129032264
Inchi InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-12-7-14(25)17(15(26)8-12)13(24)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-23,25-29H,3,6,9H2
Smiles C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2O)OC3C(C(C(C(O3)CO)O)O)O)O)O
Nring 3.0
Defined Bond Stereocenter Count 0.0