1.0 2010-04-08 22:10:03 UTC 2019-11-26 03:06:23 UTC FDB012204 Procyanidin B2 Present in red wine. Procyanidin B2 is found in many foods, some of which are alcoholic beverages, sherry, bilberry, and yellow zucchini. (+)-Procyanidin B2 2,3-cis-Proanthocyanidin cis,cis"-4,8"-Bi(3,3',4',5,7-pentahydroxyflavane) EC-(4b,8)-EC Epicathechin-(4b->8)-epicathechin Epicathechin-(4beta->8)-epicathechin Epicathechin-(4β->8)-epicathechin Proanthocyanidin B2 Procyanidin B2 Procyanidin dimer B2 Procyanidol B2 C30H26O12 578.526 578.142426277 (2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol procyanidin B2 29106-49-8 [H][C@]1([C@@H](O)[C@H](OC2=CC(O)=CC(O)=C12)C1=CC(O)=C(O)C=C1)C1=C(O)C=C(O)C2=C1O[C@@H]([C@H](O)C2)C1=CC(O)=C(O)C=C1 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-/m1/s1 XFZJEEAOWLFHDH-NFJBMHMQSA-N belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These 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''. Biflavonoids and polyflavonoids Organic compounds Phenylpropanoids and polyketides Flavonoids Biflavonoids and polyflavonoids Aromatic heteropolycyclic compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-hydroxyflavonoids 3-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers B-type proanthocyanidins Benzene and substituted derivatives Catechins Catechols Hydrocarbon derivatives Oxacyclic compounds Polyols Secondary alcohols 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 3-hydroxyflavonoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Alcohol Alkyl aryl ether Aromatic heteropolycyclic compound B-type proanthocyanidin Benzenoid Benzopyran Bi- and polyflavonoid skeleton Catechin Catechol Chromane Ether Flavan Flavan-3-ol Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Polyol Proanthocyanidin Secondary alcohol Proanthocyanidins Proanthocyanidins biflavonoid hydroxyflavan polyphenol proanthocyanidin logp 2.29 ALOGPS logs -3.62 ALOGPS solubility 1.38e-01 g/l ALOGPS logp 3.12 ChemAxon pka_strongest_acidic 8.69 ChemAxon pka_strongest_basic -5.2 ChemAxon iupac (2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol ChemAxon average_mass 578.526 ChemAxon mono_mass 578.142426277 ChemAxon smiles [H][C@]1([C@@H](O)[C@H](OC2=CC(O)=CC(O)=C12)C1=CC(O)=C(O)C=C1)C1=C(O)C=C(O)C2=C1O[C@@H]([C@H](O)C2)C1=CC(O)=C(O)C=C1 ChemAxon formula C30H26O12 ChemAxon 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-/m1/s1 ChemAxon inchikey XFZJEEAOWLFHDH-NFJBMHMQSA-N ChemAxon polar_surface_area 220.76 ChemAxon refractivity 146.51 ChemAxon polarizability 57.15 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 12 ChemAxon donor_count 10 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 17721 Specdb::CMs 43615 Specdb::CMs 282503 Specdb::CMs 388359 Specdb::CMs 388360 Specdb::CMs 388361 Specdb::CMs 388362 Specdb::CMs 388363 Specdb::CMs 388364 Specdb::CMs 388365 Specdb::CMs 388366 Specdb::CMs 388367 Specdb::CMs 388368 Specdb::CMs 388369 Specdb::CMs 388370 Specdb::CMs 388371 Specdb::CMs 388372 Specdb::CMs 388373 Specdb::CMs 388374 Specdb::CMs 388375 Specdb::CMs 388376 Specdb::CMs 388377 Specdb::CMs 388378 Specdb::CMs 388379 Specdb::CMs 388380 Specdb::MsMs 81117 Specdb::MsMs 81118 Specdb::MsMs 81119 Specdb::MsMs 142149 Specdb::MsMs 142150 Specdb::MsMs 142151 Specdb::MsMs 285820 Specdb::MsMs 285821 Specdb::MsMs 285822 Specdb::MsMs 285823 Specdb::MsMs 285824 Specdb::MsMs 285825 Specdb::MsMs 373957 Specdb::MsMs 373958 Specdb::MsMs 373959 Specdb::MsMs 373960 Specdb::MsMs 373961 Specdb::MsMs 373962 Specdb::MsMs 374108 Specdb::MsMs 374109 Specdb::MsMs 374110 Specdb::MsMs 439161 Specdb::MsMs 440447 Specdb::MsMs 440448 Specdb::MsMs 440449 HMDB33973 #<Reference:0x00007f093c1884d0> Alcoholic beverages Unknown generic Amaranth Type 1 specific Amaranthus 3564 American cranberry Type 1 specific Vaccinium macrocarpon 13750 Annual wild rice Type 1 specific Zizania aquatica 75727 Apple Type 1 specific Malus pumila 283210 5.870179 19.601463574 0.0 mg/100 g Apple cider Type 2 specific 0.0 0.0 0.0 mg/100 g Apricot Type 1 specific Prunus armeniaca 36596 0.0 0.0 0.0 mg/100 g Avocado Type 1 specific Persea americana 3435 0.02 0.02 0.02 mg/100 g Banana Type 1 specific Musa acuminata 4641 0.0 0.0 0.0 mg/100 g Barley Type 1 specific Hordeum vulgare 4513 Bilberry Type 1 specific Vaccinium myrtillus 180763 Black tea Type 1 1.633744 2.517487184 0.75 mg/100 g Blackberry Type 1 specific Rubus Breakfast cereal Type 2 specific Broad bean Type 1 specific Vicia faba 3906 12.079999 12.079999288 12.079999288 mg/100 g Bulgur Type 2 specific Carrot Type 1 specific Daucus carota ssp. sativus 79200 0.0 0.0 0.0 mg/100 g Cereals and cereal products Unknown generic Ceylon cinnamon Type 1 specific Cinnamomum verum 128608 Chestnut Type 1 specific Castanea 21019 0.0 0.0 0.0 mg/100 g Chickpea Type 1 specific Cicer arietinum 3827 0.0 0.0 0.0 mg/100 g Chinese cinnamon Type 1 specific Cinnamomum aromaticum 119260 Chocolate Type 2 specific 36.5 36.5 36.5 mg/100 g Cinnamon Type 1 specific Cinnamomum 13428 Cloudberry Type 1 specific Rubus chamaemorus 57936 0.4 0.400000006 0.400000006 mg/100 g Cocoa bean Type 1 specific Theobroma cacao 3641 Cocoa powder Type 2 specific 71.571429 71.571428571 71.571428571 mg/100 g Common bean Type 1 specific Phaseolus vulgaris 3885 0.232 0.575999999 0.0 mg/100 g Common buckwheat Type 1 specific Fagopyrum esculentum 3617 Common grape Type 1 specific Vitis vinifera 29760 0.190817 0.360000014 0.0 mg/100 g Common pea Type 1 specific Pisum sativum 3888 0.0 0.0 0.0 mg/100 g Common wheat Type 1 specific Triticum aestivum 4565 0.0 0.0 0.0 mg/100 g Corn Type 1 specific Zea mays 4577 Cucurbita Type 1 specific Cucurbita 3660 0.0 0.0 0.0 mg/100 g Custard apple Type 1 specific Annona reticulata 301862 7.01 7.010000229 7.010000229 mg/100 g Eggplant Type 1 specific Solanum melongena 4111 0.0 0.0 0.0 mg/100 g European plum Type 1 specific Prunus domestica 3758 5.2 5.199999809 5.199999809 mg/100 g Fig Type 1 specific Ficus carica 3494 0.0 0.0 0.0 mg/100 g Flour Type 2 specific Fox grape Type 1 specific Vitis labrusca 103355 0.6 0.599999994 0.599999994 mg/100 g Fruit juice Type 2 specific Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 0.0 0.0 0.0 mg/100 g Grape wine Type 2 specific 1.678602 4.973817584 0.004714285 mg/100 g Green bean Type 1 specific Phaseolus vulgaris 3885 0.348 0.575999999 0.119999995 mg/100 g Green bell pepper Type 1 specific Capsicum annuum 4072 0.0 0.0 0.0 mg/100 g Green tea Type 1 1.633744 2.517487184 0.75 mg/100 g Green zucchini Type 1 specific Cucurbita pepo var. cylindrica 0.0 0.0 0.0 mg/100 g Guava Type 1 specific Psidium guajava 120290 Hard wheat Type 1 specific Triticum durum 4567 Herbal tea Type 1 Hot chocolate Type 2 specific 6.1 6.099999905 6.099999905 mg/100 g Italian sweet red pepper Type 1 specific Capsicum annuum 4072 0.0 0.0 0.0 mg/100 g Japanese persimmon Type 1 specific Diospyros kaki 35925 0.0 0.0 0.0 mg/100 g Kiwi Type 1 specific Actinidia chinensis 3625 0.14 0.140000006 0.140000006 mg/100 g Lentils Type 1 generic Lens culinaris 3864 0.1725 0.344999999 0.0 mg/100 g Lettuce Type 1 specific Lactuca sativa 4236 0.0 0.0 0.0 mg/100 g Loquat Type 1 specific Eriobotrya japonica 32224 Malus (Crab apple) Type 1 specific Malus 3749 Medlar Type 1 specific Mespilus germanica 36616 0.78 0.779999971 0.779999971 mg/100 g Millet Type 1 specific Panicum miliaceum 4540 Oat Type 1 specific Avena sativa 4498 Oriental wheat Type 1 specific Triticum turanicum 376534 Other cocoa product Type 2 specific Peach (var.) Type 1 specific Prunus persica var. persica 323852 2.32 2.320000013 2.320000013 mg/100 g Peanut Type 1 specific Arachis hypogaea 3818 Pear Type 1 specific Pyrus communis 23211 0.33 0.660000006 0.0 mg/100 g Pepper Type 1 specific Capsicum annuum 4072 0.0 0.0 0.0 mg/100 g Pineapple Type 1 specific Ananas comosus 4615 0.0 0.0 0.0 mg/100 g Pomegranate Type 1 specific Punica granatum 22663 0.0 0.0 0.0 mg/100 g Quince Type 1 specific Cydonia oblonga 36610 1.34 1.339999994 1.339999994 mg/100 g Quinoa Type 1 specific Chenopodium quinoa 63459 Red bell pepper Type 1 specific Capsicum annuum 4072 0.0 0.0 0.0 mg/100 g Red raspberry Type 1 specific Rubus idaeus 32247 0.1 0.100000004 0.100000004 mg/100 g Red rice Type 1 specific Oryza rufipogon 4529 Red tea Type 1 Redcurrant Type 1 specific Ribes rubrum 175228 0.0 0.0 0.0 mg/100 g Rice Type 1 specific Oryza sativa 4530 Rubus (Blackberry, Raspberry) Type 1 specific Rubus 23216 0.83 0.830000003 0.830000003 mg/100 g Rye Type 1 specific Secale cereale 4550 Sherry Type 2 specific 0.729 0.728999972 0.728999972 mg/100 g Sorghum Type 1 specific Sorghum bicolor 4558 Soy bean Type 1 specific Glycine max 3847 Spelt Type 1 specific Triticum spelta 58933 Star fruit Type 1 specific Averrhoa carambola 28974 Strawberry Type 1 specific Fragaria X ananassa 3747 0.03 0.029999999 0.029999999 mg/100 g Sweet bay Type 1 specific Laurus nobilis 85223 Sweet cherry Type 1 specific Prunus avium 42229 2.1 2.099999905 2.099999905 mg/100 g Tartary buckwheat Type 1 specific Fagopyrum tataricum 62330 Tea Type 1 specific Camellia sinensis 4442 1.633744 2.517487184 0.75 mg/100 g Teff Type 1 specific Eragrostis tef 110835 Triticale Type 1 specific X Triticosecale rimpaui Wheat Type 1 specific Triticum 4564 Wild rice Type 1 specific Zizania 15949 Yellow wax bean Type 1 specific Phaseolus vulgaris 3885 0.12 0.119999995 0.119999995 mg/100 g Yellow zucchini Type 1 specific Cucurbita pepo var. cylindrica 0.0 0.0 0.0 mg/100 g Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Beta-adrenergic receptor blocker 727 Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.