1.0 2010-04-08 22:11:42 UTC 2019-11-26 03:11:16 UTC FDB015194 Secoisolariciresinol 9,9'-diglucoside Constituent of the seeds of flax (Linum usitatissimum). Secoisolariciresinol 9,9'-diglucoside is found in many foods, some of which are tea, flaxseed, coffee and coffee products, and fats and oils. (+)-Secoisolariciresinol diglucoside SDG Secoisolariciresinol 9,9'-diglucoside C32H46O16 686.698 686.278585424 2-{2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butoxy}-6-(hydroxymethyl)oxane-3,4,5-triol 2-{2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butoxy}-6-(hydroxymethyl)oxane-3,4,5-triol 158932-33-3 COC1=CC(CC(COC2OC(CO)C(O)C(O)C2O)C(COC2OC(CO)C(O)C(O)C2O)CC2=CC(OC)=C(O)C=C2)=CC=C1O InChI=1S/C32H46O16/c1-43-21-9-15(3-5-19(21)35)7-17(13-45-31-29(41)27(39)25(37)23(11-33)47-31)18(8-16-4-6-20(36)22(10-16)44-2)14-46-32-30(42)28(40)26(38)24(12-34)48-32/h3-6,9-10,17-18,23-42H,7-8,11-14H2,1-2H3 SBVBJPHMDABKJV-UHFFFAOYSA-N belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones. Lignan glycosides Organic compounds Lignans, neolignans and related compounds Lignan glycosides Aromatic heteromonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids Acetals Alkyl aryl ethers Alkyl glycosides Anisoles Dibenzylbutane lignans Fatty acyl glycosides of mono- and disaccharides Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Monosaccharides O-glycosyl compounds Oxacyclic compounds Oxanes Phenoxy compounds Polyols Primary alcohols Secondary alcohols 1-hydroxy-2-unsubstituted benzenoid Acetal Alcohol Alkyl aryl ether Alkyl glycoside Anisole Aromatic heteromonocyclic compound Benzenoid Dibenzylbutane lignan skeleton Ether Fatty acyl Fatty acyl glycoside Fatty acyl glycoside of mono- or disaccharide Glycosyl compound Hydrocarbon derivative Lignan glycoside Methoxybenzene Methoxyphenol Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenol ether Phenoxy compound Polyol Primary alcohol Secondary alcohol logp -0.28 ALOGPS logs -2.91 ALOGPS solubility 8.45e-01 g/l ALOGPS logp -1.2 ChemAxon pka_strongest_acidic 9.96 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 2-{2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butoxy}-6-(hydroxymethyl)oxane-3,4,5-triol ChemAxon average_mass 686.698 ChemAxon mono_mass 686.278585424 ChemAxon smiles COC1=CC(CC(COC2OC(CO)C(O)C(O)C2O)C(COC2OC(CO)C(O)C(O)C2O)CC2=CC(OC)=C(O)C=C2)=CC=C1O ChemAxon formula C32H46O16 ChemAxon inchi InChI=1S/C32H46O16/c1-43-21-9-15(3-5-19(21)35)7-17(13-45-31-29(41)27(39)25(37)23(11-33)47-31)18(8-16-4-6-20(36)22(10-16)44-2)14-46-32-30(42)28(40)26(38)24(12-34)48-32/h3-6,9-10,17-18,23-42H,7-8,11-14H2,1-2H3 ChemAxon inchikey SBVBJPHMDABKJV-UHFFFAOYSA-N ChemAxon polar_surface_area 257.68 ChemAxon refractivity 164.11 ChemAxon polarizability 69.51 ChemAxon rotatable_bond_count 15 ChemAxon acceptor_count 16 ChemAxon donor_count 10 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22180 Specdb::NmrOneD 135278 Specdb::NmrOneD 135279 Specdb::MsMs 10277 Specdb::MsMs 10278 Specdb::MsMs 10279 Specdb::MsMs 16949 Specdb::MsMs 16950 Specdb::MsMs 16951 Specdb::MsMs 2226629 Specdb::MsMs 2227407 Specdb::MsMs 2228113 Specdb::MsMs 2229018 Specdb::MsMs 2229728 Specdb::MsMs 2229774 Specdb::MsMs 2230418 Specdb::MsMs 2232013 Specdb::MsMs 2232161 Specdb::MsMs 2233761 Specdb::MsMs 2233831 Specdb::MsMs 2234367 Specdb::MsMs 2234600 Specdb::MsMs 2235097 Specdb::MsMs 2235167 Specdb::MsMs 2236315 Specdb::MsMs 2237047 Specdb::MsMs 2238486 Specdb::MsMs 2239116 HMDB36323 #<Reference:0x000055ce334858a8> Amaranth Type 1 specific Amaranthus 3564 Annual wild rice Type 1 specific Zizania aquatica 75727 Arabica coffee Type 1 specific Coffea arabica 13443 Barley Type 1 specific Hordeum vulgare 4513 Black tea Type 1 Breakfast cereal Type 2 specific Bulgur Type 2 specific Cereals and cereal products Unknown generic Coffee and coffee products Unknown generic Common buckwheat Type 1 specific Fagopyrum esculentum 3617 Common wheat Type 1 specific Triticum aestivum 4565 Corn Type 1 specific Zea mays 4577 Fats and oils Unknown generic Flaxseed Type 1 specific Linum usitatissimum 4006 Flour Type 2 specific Green tea Type 1 Hard wheat Type 1 specific Triticum durum 4567 Herbal tea Type 1 Millet Type 1 specific Panicum miliaceum 4540 Oat Type 1 specific Avena sativa 4498 Oriental wheat Type 1 specific Triticum turanicum 376534 Quinoa Type 1 specific Chenopodium quinoa 63459 Red rice Type 1 specific Oryza rufipogon 4529 Red tea Type 1 Rice Type 1 specific Oryza sativa 4530 Robusta coffee Type 1 specific Coffea canephora 49390 Rye Type 1 specific Secale cereale 4550 Sorghum Type 1 specific Sorghum bicolor 4558 Soy bean Type 1 specific Glycine max 3847 Spelt Type 1 specific Triticum spelta 58933 Tartary buckwheat Type 1 specific Fagopyrum tataricum 62330 Tea Type 1 specific Camellia sinensis 4442 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