procyanidin B1 3-O-gallate
PubChem CID: 12795888
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| Compound Synonyms | procyanidin B1 3-O-gallate, CHEBI:75651, Epicatechin-(4beta->8)-catechin 3-gallate, Q27145446, (-)-epicatechin-(4beta->8)-(+)-catechin-3-O-gallate, (2R,2'R,3R,3'S,4R)-2,2'-bis(3,4-dihydroxyphenyl)-3',5,5',7,7'-pentahydroxy-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromen-3-yl 3,4,5-trihydroxybenzoate, [(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 288.0 |
| Hydrogen Bond Donor Count | 12.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | CC(CC1C(C2CCCCC2)CC2CCCCC2C1C1CCCC2CCC(C3CCCCC3)CC21)C1CCCCC1 |
| Np Classifier Class | Proanthocyanins |
| Deep Smiles | OcccO)ccc6)O[C@@H][C@@H][C@H]6ccO)cccc6O[C@@H][C@H]C6)O))cccccc6)O))O)))))))))O))))))OC=O)cccO)ccc6)O))O))))))))cccccc6)O))O |
| Heavy Atom Count | 53.0 |
| Classyfire Class | Flavonoids |
| Description | Epicatechin-(4beta->8)-catechin 3-gallate is a member of the class of compounds known as biflavonoids and polyflavonoids. Biflavonoids and polyflavonoids are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Epicatechin-(4beta->8)-catechin 3-gallate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Epicatechin-(4beta->8)-catechin 3-gallate can be synthesized from gallic acid. Epicatechin-(4beta->8)-catechin 3-gallate can also be synthesized into procyanidin B1. Epicatechin-(4beta->8)-catechin 3-gallate can be found in common grape, which makes epicatechin-(4beta->8)-catechin 3-gallate a potential biomarker for the consumption of this food product. |
| Scaffold Graph Node Level | OC(OC1C(C2CCCCC2)OC2CCCCC2C1C1CCCC2CCC(C3CCCCC3)OC21)C1CCCCC1 |
| Classyfire Subclass | Biflavonoids and polyflavonoids |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 1250.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;imppat_phytochem;pubchem |
| Defined Atom Stereocenter Count | 5.0 |
| Iupac Name | [(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate |
| Prediction Hob | 0.0 |
| Veber Rule | False |
| Classyfire Superclass | Phenylpropanoids and polyketides |
| Xlogp | 3.5 |
| Gsk 4 400 Rule | False |
| Molecular Formula | C37H30O16 |
| Scaffold Graph Node Bond Level | O=C(OC1C(c2ccccc2)Oc2ccccc2C1c1cccc2c1OC(c1ccccc1)CC2)c1ccccc1 |
| Prediction Swissadme | 0.0 |
| Inchi Key | BXWABJPTCUDBMM-NNJCKQBNSA-N |
| Silicos It Class | Moderately soluble |
| Fcsp3 | 0.1621621621621621 |
| Logs | -4.752 |
| Rotatable Bond Count | 6.0 |
| Logd | 1.566 |
| Synonyms | 3-O-Galloylepicatechin-(4beta->8)-catechin, Epicatechin-(4beta->8)-catechin 3-gallate, procyanidin b1 3-o-gallate |
| Esol Class | Poorly soluble |
| Functional Groups | CO, cC(=O)OC, cO, cOC |
| Compound Name | procyanidin B1 3-O-gallate |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 730.153 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 730.153 |
| Hydrogen Bond Acceptor Count | 16.0 |
| Molecular Weight | 730.6 |
| Gi Absorption | False |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 5.0 |
| Total Bond Stereocenter Count | 0.0 |
| Lipinski Rule Of 5 | False |
| Esol | -6.616680124528307 |
| Inchi | InChI=1S/C37H30O16/c38-16-9-23(44)29-28(10-16)51-34(14-2-4-19(40)22(43)6-14)36(53-37(50)15-7-25(46)32(49)26(47)8-15)31(29)30-24(45)12-20(41)17-11-27(48)33(52-35(17)30)13-1-3-18(39)21(42)5-13/h1-10,12,27,31,33-34,36,38-49H,11H2/t27-,31+,33+,34+,36+/m0/s1 |
| Smiles | C1[C@@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C7=CC(=C(C=C7)O)O)O |
| Nring | 7.0 |
| Np Classifier Biosynthetic Pathway | Shikimates and Phenylpropanoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | False |
| Np Classifier Superclass | Flavonoids |
- 1. Outgoing r'ship
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