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Procyanidin

PubChem CID: 107876

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Compound Synonyms Procyanidin, Proanthocyanidins, 20347-71-1, 4852-22-6, 2-(3,4-Dihydroxyphenyl)-2-((2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl)oxy)chroman-3,4,5,7-tetraol, 2-(3,4-dihydroxyphenyl)-2-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-3,4-dihydrochromene-3,4,5,7-tetrol, 2H-1-Benzopyran-3,4,5,7-tetrol, 2-(3,4-dihydroxyphenyl)-2-[[2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl]oxy]-3,4-dihydro-, Procyanidins, 2H-1-Benzopyran-3,4,5,7-tetrol, 2-(3,4-dihydroxyphenyl)-2-((2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl)oxy)-3,4-dihydro-, BRN 1675863, 2-(3,4-DIHYDROXYPHENYL)-2-{[2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-3,4-DIHYDRO-2H-1-BENZOPYRAN-3-YL]OXY}-3,4-DIHYDRO-1-BENZOPYRAN-3,4,5,7-TETROL, MFCD01662851, 2-(3,4-Dihydroxyphenyl)-2-((2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl)oxy)-3,4-dihydro-2H-1-benzopyran-3,4,5,7-tetrol, 3,3',4,4',5,7-Flavanhexol, 2-((2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-chromanyl)oxy)-, Procyanidin, Technical grade, SCHEMBL15091123, DTXSID90858698, CHEBI:166895, BCP25503, HY-N0794, s5105, AKOS025402316, AC-8032, CCG-270176, CCG-270178, FP73771, 1ST40287, 2-(3,4-dihydroxyphenyl)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chroman-3-yl]oxy-chromane-3,4,5,7-tetrol, DA-57050, CS-0009805, NS00001688, EN300-7388961, 2-(3,4-dihydroxyphenyl)-2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl]oxy}-3,4-dihydro-2H-1-benzopyran-3,4,5,7-tetrol, 2-(3,4-dihydroxyphenyl)-2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2h-chromen-3-yl]oxy}-3,4,5,7-chromanetetrol
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 230.0
Hydrogen Bond Donor Count 10.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(C2CC3CCCCC3CC2CC2(C3CCCCC3)CCC3CCCCC3C2)CC1
Np Classifier Class Flavan-3-ols, Proanthocyanins
Deep Smiles OcccO)ccc6)OCCC6)OCOcccO)ccc6CC%10O))O)))O)))))))cccccc6)O))O))))))))cccccc6)O))O
Heavy Atom Count 43.0
Classyfire Class Flavonoids
Description Procyanidin, also known as epicatechin-4alpha,8-epicatechin, is a member of the class of compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol. Procyanidin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Procyanidin can be found in cloves, ginkgo nuts, and soursop, which makes procyanidin a potential biomarker for the consumption of these food products. Procyanidins are members of the proanthocyanidin (or condensed tannins) class of flavonoids. They are oligomeric compounds, formed from catechin and epicatechin molecules. They yield cyanidin when depolymerized under oxidative conditions .
Scaffold Graph Node Level C1CCC(C2OC3CCCCC3CC2OC2(C3CCCCC3)CCC3CCCCC3O2)CC1
Classyfire Subclass Flavans
Isotope Atom Count 0.0
Molecular Complexity 957.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 2-(3,4-dihydroxyphenyl)-2-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-3,4-dihydrochromene-3,4,5,7-tetrol
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 2.0
Gsk 4 400 Rule False
Molecular Formula C30H26O13
Scaffold Graph Node Bond Level c1ccc(C2Oc3ccccc3CC2OC2(c3ccccc3)CCc3ccccc3O2)cc1
Prediction Swissadme 0.0
Inchi Key HGVVOUNEGQIPMS-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.2
Logs -3.897
Rotatable Bond Count 4.0
Logd 1.929
Synonyms Procyanidins, procyanadin, procyanidin, procyanidins
Esol Class Moderately soluble
Functional Groups CO, cO, cOC, cOC(c)(C)OC
Compound Name Procyanidin
Prediction Hob Swissadme 0.0
Exact Mass 594.137
Formal Charge 0.0
Monoisotopic Mass 594.137
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 594.5
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 -4.903578255813956
Inchi InChI=1S/C30H26O13/c31-14-7-19(35)16-11-25(28(41-23(16)9-14)12-1-3-17(33)20(36)5-12)43-30(13-2-4-18(34)21(37)6-13)29(40)27(39)26-22(38)8-15(32)10-24(26)42-30/h1-10,25,27-29,31-40H,11H2
Smiles C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC4(C(C(C5=C(C=C(C=C5O4)O)O)O)O)C6=CC(=C(C=C6)O)O
Nring 6.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Flavonoids

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