1.0 2010-04-08 22:12:26 UTC 2019-11-26 03:13:15 UTC FDB016447 Procyanidin B2 6-C-glucoside Isolated from Chinese cinnamon bark (Cinnamomum cassia) and Rheum species (rhubarb). Procyanidin B2 6-C-glucoside is found in chinese cinnamon, herbs and spices, and green vegetables. 6-C-Glucopyranosylprocyanidin B2 6-Glucopyranosylprocyanidin B2 Procyanidin B2 6-C-glucoside C36H36O17 740.6608 740.195249726 (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-6-[(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,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol 103215-59-4 OC[C@H]1OC([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C=C2O[C@@H]([C@H](O)[C@H](C2=C1O)C1=C(O)C=C(O)C2=C1O[C@@H]([C@H](O)C2)C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1 InChI=1S/C36H36O17/c37-10-23-28(46)31(49)32(50)36(52-23)25-20(44)9-22-26(29(25)47)27(30(48)34(51-22)12-2-4-15(39)18(42)6-12)24-19(43)8-16(40)13-7-21(45)33(53-35(13)24)11-1-3-14(38)17(41)5-11/h1-6,8-9,21,23,27-28,30-34,36-50H,7,10H2/t21-,23-,27+,28-,30-,31+,32-,33-,34-,36?/m1/s1 VRCSTDIDMJHJBX-XXXODXNESA-N belongs to the class of organic compounds known as flavonoid 8-c-glycosides. Flavonoid 8-C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. Flavonoid 8-C-glycosides Organic compounds Phenylpropanoids and polyketides Flavonoids Flavonoid glycosides 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 Benzene and substituted derivatives C-glycosyl compounds Catechins Catechols Dialkyl ethers 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 Benzenoid Benzopyran C-glycosyl compound Catechin Catechol Chromane Dialkyl ether Ether Flavan Flavan-3-ol 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 Secondary alcohol logp 1.23 ALOGPS logs -2.81 ALOGPS solubility 1.13e+00 g/l ALOGPS logp 0.36 ChemAxon pka_strongest_acidic 8.54 ChemAxon pka_strongest_basic -5.2 ChemAxon iupac (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-6-[(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]1OC([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C=C2O[C@@H]([C@H](O)[C@H](C2=C1O)C1=C(O)C=C(O)C2=C1O[C@@H]([C@H](O)C2)C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1 ChemAxon formula C36H36O17 ChemAxon inchi InChI=1S/C36H36O17/c37-10-23-28(46)31(49)32(50)36(52-23)25-20(44)9-22-26(29(25)47)27(30(48)34(51-22)12-2-4-15(39)18(42)6-12)24-19(43)8-16(40)13-7-21(45)33(53-35(13)24)11-1-3-14(38)17(41)5-11/h1-6,8-9,21,23,27-28,30-34,36-50H,7,10H2/t21-,23-,27+,28-,30-,31+,32-,33-,34-,36?/m1/s1 ChemAxon inchikey VRCSTDIDMJHJBX-XXXODXNESA-N ChemAxon polar_surface_area 310.91 ChemAxon refractivity 179.63 ChemAxon polarizability 72.95 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 17 ChemAxon donor_count 14 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 769880 Specdb::CMs 769881 Specdb::CMs 769882 Specdb::CMs 769883 Specdb::CMs 769884 Specdb::CMs 769885 Specdb::CMs 769886 Specdb::CMs 769887 Specdb::CMs 769888 Specdb::CMs 769889 Specdb::CMs 769890 Specdb::CMs 769891 Specdb::CMs 769892 Specdb::CMs 769893 Specdb::CMs 769894 Specdb::CMs 769895 Specdb::CMs 769896 Specdb::CMs 769897 Specdb::CMs 769898 Specdb::CMs 769899 Specdb::CMs 769900 Specdb::CMs 769901 Specdb::CMs 769902 Specdb::CMs 769903 Specdb::CMs 769904 Specdb::MsMs 71241 Specdb::MsMs 71242 Specdb::MsMs 71243 Specdb::MsMs 129876 Specdb::MsMs 129877 Specdb::MsMs 129878 Specdb::MsMs 2687804 Specdb::MsMs 2687805 Specdb::MsMs 2687806 Specdb::MsMs 2994164 Specdb::MsMs 2994165 Specdb::MsMs 2994166 HMDB37403 #<Reference:0x000055ce3231a960> Chinese cinnamon Type 1 specific Cinnamomum aromaticum 119260 Green vegetables Unknown generic Herbs and Spices Unknown generic