This website is for informational and educational purposes only. Please do not self-medicate; contact a medical professional for advice before administration. This website is for informational and educational purposes only. Please do not self-medicate; contact a medical professional for advice before administration.

Procyanidin B3

PubChem CID: 146798

Connections displayed (default: 10).
Loading graph...

ℹ️ Click here to know more about the properties
Compound Synonyms Procyanidin B3, 23567-23-9, Proanthocyanidin B3, Procyanidin B-3, CHEBI:75630, 2TC1A0KEAQ, Catechin(4a->8)catechin, 2,3-trans-proanthocyanidin, catechin-(4alpha->8)-catechin, PROCYANIDOL B3S, C-(4a,8)-C, (2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol, (-)-PROCYANIDIN B3, CHEMBL501490, [4,8'-Bi-2H-1-benzopyran]-3,3',5,5',7,7'-hexol, 2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-, (2R,2'R,3S,3'S,4S)-, DTXSID60178193, (4,8'-Bi-2H-1-benzopyran)-3,3',5,5',7,7'-hexol, 2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-, (2R,2'R,3S,3'S,4S)-, (2R-(2alpha,3beta,4alpha(2'R*,3'S*)))-2,2'-Bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-(4,8'-Bi-2H-1-benzopyran)-3,3',5,5',7,7'-hexol, (4,8'-Bi-2H-1-benzopyran)-3,3',5,5',7,7'-hexol, 2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-, (2R-(2alpha,3beta,4alpha(2'R*,3'S*)))-, (2R,2'R,3S,3'S,4S)-2,2'-Bis(3,4-dihydroxyphenyl)-[4,8'-bichromane]-3,3',5,5',7,7'-hexaol, (2R,2'R,3S,3'S,4S)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol, UNII-2TC1A0KEAQ, (2R,3S)-2-(3,4-dihydroxyphenyl)-8-((2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl)-3,4-dihydro-2H-chromene-3,5,7-triol, Afzelechin-(4alpha-, proanthocyanidin B-3, PROCYANIDINB3, catechin 4-8 catechin, catechin 4alpha-8 catechin, Procyanidin B3 (Standard), Catechin-(4a?8)-catechin, Catechin-(4?->8)-catechin, SCHEMBL677697, HY-N2345R, DTXCID90100684, XFZJEEAOWLFHDH-AVFWISQGSA-N, Catechin-(4.alpha.-->8)catechin, HY-N2345, BDBM50447858, LMPK12030003, AKOS016009332, FP65542, AC-35059, DA-66881, MS-30396, 1ST169527, CS-0021307, NS00094744, Q7247553, (2R,3S,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl]chromane-3,5,7-triol
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 221.0
Hydrogen Bond Donor Count 10.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(C2CCC3CCCC(C4CC(C5CCCCC5)CC5CCCCC54)C3C2)CC1
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))))))O))cccccc6)O))O
Heavy Atom Count 42.0
Classyfire Class Flavonoids
Description Present in red wine. Occurs in Fragaria subspecies Procyanidin B3 is found in many foods, some of which are quince, strawberry, bilberry, and japanese persimmon.
Scaffold Graph Node Level C1CCC(C2CC(C3CCCC4CCC(C5CCCCC5)OC43)C3CCCCC3O2)CC1
Classyfire Subclass Biflavonoids and polyflavonoids
Isotope Atom Count 0.0
Molecular Complexity 925.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Uniprot Id n.a., P23739, P05067, Q09472
Iupac Name (2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
Prediction Hob 0.0
Class Tannins
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 2.4
Superclass Phenylpropanoids and polyketides
Subclass Proanthocyanidins
Gsk 4 400 Rule False
Molecular Formula C30H26O12
Scaffold Graph Node Bond Level c1ccc(C2CC(c3cccc4c3OC(c3ccccc3)CC4)c3ccccc3O2)cc1
Prediction Swissadme 0.0
Inchi Key XFZJEEAOWLFHDH-AVFWISQGSA-N
Silicos It Class Soluble
Fcsp3 0.2
Logs -4.133
Rotatable Bond Count 3.0
Logd 1.976
Synonyms 2,3-trans-proanthocyanidin, Afzelechin-(4alpha->8)-afzelechin, C-(4a,8)-C, Catechin-(4a->8)-catechin, Catechin-(4alpha->8)-catechin, Catechin-(4α->8)-catechin, Catechin(4a->8)catechin, Proanthocyanidin B3, Procyanidin B3, Proanthocyanidin b3, Procyanidin b-3, 2,3-trans-Proanthocyanidin, procyanidin b 3, procyanidin b-3, procyanidin b3, procyanidin dimer b3
Substituent Name Proanthocyanidin, Bi- and polyflavonoid skeleton, Catechin, Hydroxyflavonoid, Flavan-3-ol, 7-hydroxyflavonoid, 5-hydroxyflavonoid, 4'-hydroxyflavonoid, 3-hydroxyflavonoid, 3'-hydroxyflavonoid, Flavan, 1-benzopyran, Benzopyran, Chromane, Resorcinol, 1,2-diphenol, Phenol, Alkyl aryl ether, Benzenoid, Monocyclic benzene moiety, Secondary alcohol, Polyol, Oxacycle, Organoheterocyclic compound, Ether, Hydrocarbon derivative, Organooxygen compound, Alcohol, Aromatic heteropolycyclic compound
Esol Class Moderately soluble
Functional Groups CO, cO, cOC
Compound Name Procyanidin B3
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 578.142
Formal Charge 0.0
Monoisotopic Mass 578.142
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 578.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 False
Esol -5.144818342857144
Inchi InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28+,29+/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)O)O)O)C6=CC(=C(C=C6)O)O)O
Nring 6.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Biflavonoids and polyflavonoids
Np Classifier Superclass Flavonoids

Back to Browse   Back to Home