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1,2,3-Tri-O-galloyl-beta-D-glucose

PubChem CID: 5322038

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Compound Synonyms 1,2,3-Tri-O-galloyl-beta-D-glucose, 84415-91-8, [(2R,3R,4S,5R,6S)-3-hydroxy-2-(hydroxymethyl)-5,6-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-4-yl] 3,4,5-trihydroxybenzoate, SCHEMBL5664995, CHEMBL5278137, DTXSID201345780, 1,2,3-tri-O-Galloyl-beta-4C1-glucose
Topological Polar Surface Area 311.0
Hydrogen Bond Donor Count 11.0
Heavy Atom Count 45.0
Description 1,2,3-tri-o-galloyl-beta-4c1-glucose is a member of the class of compounds known as tannins. Tannins are naturally occurring polyphenols which be categorized into four main classes: hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol). 1,2,3-tri-o-galloyl-beta-4c1-glucose is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 1,2,3-tri-o-galloyl-beta-4c1-glucose can be found in pomegranate, which makes 1,2,3-tri-o-galloyl-beta-4c1-glucose a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 1010.0
Database Name cmaup_ingredients;fooddb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name [(2R,3R,4S,5R,6S)-3-hydroxy-2-(hydroxymethyl)-5,6-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-4-yl] 3,4,5-trihydroxybenzoate
Prediction Hob 0.0
Xlogp 0.9
Molecular Formula C27H24O18
Prediction Swissadme 0.0
Inchi Key MACFXELYCBWKGT-VFTFQOQOSA-N
Fcsp3 0.2222222222222222
Logs -2.175
Rotatable Bond Count 10.0
Logd 0.436
Compound Name 1,2,3-Tri-O-galloyl-beta-D-glucose
Prediction Hob Swissadme 0.0
Exact Mass 636.096
Formal Charge 0.0
Monoisotopic Mass 636.096
Hydrogen Bond Acceptor Count 18.0
Molecular Weight 636.5
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Esol -3.995420200000002
Inchi InChI=1S/C27H24O18/c28-7-17-21(38)22(43-24(39)8-1-11(29)18(35)12(30)2-8)23(44-25(40)9-3-13(31)19(36)14(32)4-9)27(42-17)45-26(41)10-5-15(33)20(37)16(34)6-10/h1-6,17,21-23,27-38H,7H2/t17-,21-,22+,23-,27+/m1/s1
Smiles C1=C(C=C(C(=C1O)O)O)C(=O)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)CO)O
Nring 4.0
Defined Bond Stereocenter Count 0.0