1.0 2010-04-08 22:12:26 UTC 2019-11-26 03:13:15 UTC FDB016449 Procyanidin B2 8-C-glucoside Isolated from Chinese cinnamon bark (Cinnamomum cassia) and Rheum species (rhubarb). Procyanidin B2 8-C-glucoside is found in chinese cinnamon, herbs and spices, and green vegetables. 8-C-Glucopyranosylprocyanidin B2 8-Glucopyranosylprocyanidin B2 Procyanidin B2 8-C-glucoside C36H36O17 740.6608 740.195249726 (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol 103215-58-3 OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C2O[C@@H]([C@H](O)[C@@H](C3=C(O)C=C(O)C4=C3O[C@@H]([C@H](O)C4)C3=CC=C(O)C(O)=C3)C2=C(O)C=C1O)C1=CC=C(O)C(O)=C1 InChI=1S/C36H36O17/c37-10-23-28(47)30(49)31(50)36(51-23)26-21(45)9-20(44)25-27(29(48)33(53-35(25)26)12-2-4-15(39)18(42)6-12)24-19(43)8-16(40)13-7-22(46)32(52-34(13)24)11-1-3-14(38)17(41)5-11/h1-6,8-9,22-23,27-33,36-50H,7,10H2/t22-,23-,27+,28-,29-,30+,31-,32-,33-,36+/m1/s1 JBDZOCOBUGXPJW-LYGYLKCLSA-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 C-glycosyl compounds Catechins Catechols Dialkyl ethers Flavonoid 8-C-glycosides Hexoses Hydrocarbon derivatives Oxacyclic compounds Oxanes Phenolic glycosides Polyols Primary alcohols 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 C-glycosyl compound Catechin Catechol Chromane Dialkyl ether Ether Flavan Flavan-3-ol Flavonoid c-glycoside Flavonoid-8-c-glycoside Glycosyl compound Hexose monosaccharide Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Monosaccharide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenolic glycoside Polyol Primary alcohol Proanthocyanidin Secondary alcohol logp 1.21 ALOGPS logs -2.80 ALOGPS solubility 1.17e+00 g/l ALOGPS logp 0.36 ChemAxon pka_strongest_acidic 8.6 ChemAxon pka_strongest_basic -5.2 ChemAxon iupac (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol ChemAxon average_mass 740.6608 ChemAxon mono_mass 740.195249726 ChemAxon smiles OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C2O[C@@H]([C@H](O)[C@@H](C3=C(O)C=C(O)C4=C3O[C@@H]([C@H](O)C4)C3=CC=C(O)C(O)=C3)C2=C(O)C=C1O)C1=CC=C(O)C(O)=C1 ChemAxon formula C36H36O17 ChemAxon inchi InChI=1S/C36H36O17/c37-10-23-28(47)30(49)31(50)36(51-23)26-21(45)9-20(44)25-27(29(48)33(53-35(25)26)12-2-4-15(39)18(42)6-12)24-19(43)8-16(40)13-7-22(46)32(52-34(13)24)11-1-3-14(38)17(41)5-11/h1-6,8-9,22-23,27-33,36-50H,7,10H2/t22-,23-,27+,28-,29-,30+,31-,32-,33-,36+/m1/s1 ChemAxon inchikey JBDZOCOBUGXPJW-LYGYLKCLSA-N ChemAxon polar_surface_area 310.91 ChemAxon refractivity 179.63 ChemAxon polarizability 71.8 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 17 ChemAxon donor_count 14 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 60753 Specdb::MsMs 60754 Specdb::MsMs 60755 Specdb::MsMs 117147 Specdb::MsMs 117148 Specdb::MsMs 117149 Specdb::MsMs 2431312 Specdb::MsMs 2431313 Specdb::MsMs 2431314 Specdb::MsMs 2507944 Specdb::MsMs 2507945 Specdb::MsMs 2507946 Specdb::CMs 770118 Specdb::CMs 770119 Specdb::CMs 770120 Specdb::CMs 770121 Specdb::CMs 770122 Specdb::CMs 770123 Specdb::CMs 770124 Specdb::CMs 770125 Specdb::CMs 770126 Specdb::CMs 770127 Specdb::CMs 770128 Specdb::CMs 770129 Specdb::CMs 770130 Specdb::CMs 770131 Specdb::CMs 770132 Specdb::CMs 770133 Specdb::CMs 770134 Specdb::CMs 770135 Specdb::CMs 770136 Specdb::CMs 770137 Specdb::CMs 770138 Specdb::CMs 770139 Specdb::CMs 770140 Specdb::CMs 770141 Specdb::CMs 770142 HMDB37405 #<Reference:0x000055ce3172a8f8> Chinese cinnamon Type 1 specific Cinnamomum aromaticum 119260 Green vegetables Unknown generic Herbs and Spices Unknown generic