1.0 2010-04-08 22:14:44 UTC 2019-11-26 03:18:16 UTC FDB020004 (8R,8'R)-Secoisolariciresinol 9,9'-bis-[4-carboxy-3-hydroxy-3-methylbutanoyl-(->6)-glucoside] Constituent of the seeds of flax (Linum usitatissimum). (8R,8'R)-Secoisolariciresinol 9,9'-bis-[4-carboxy-3-hydroxy-3-methylbutanoyl-(->6)-glucoside] is found in tea, coffee and coffee products, and fats and oils. (8R,8'R)-Secoisolariciresinol 9,9'-bis-[4-carboxy-3-hydroxy-3-methylbutanoyl-(->6)-glucoside] (8R,8'R)-Secoisolariciresinol 9,9'-bis-O-[4-carboxy-3-hydroxy-3-methylbutanoyl-(->6)-b-D-glucopyranoside] C44H62O24 974.9487 974.363102912 5-[(6-{4-[(6-{[(4-carboxy-3-hydroxy-3-methylbutanoyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl)oxy]-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butoxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid 5-[(6-{4-[(6-{[(4-carboxy-3-hydroxy-3-methylbutanoyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl)oxy]-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butoxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid COC1=C(O)C=CC(CC(COC2OC(COC(=O)CC(C)(O)CC(O)=O)C(O)C(O)C2O)C(COC2OC(COC(=O)CC(C)(O)CC(O)=O)C(O)C(O)C2O)CC2=CC(OC)=C(O)C=C2)=C1 InChI=1S/C44H62O24/c1-43(59,13-31(47)48)15-33(51)63-19-29-35(53)37(55)39(57)41(67-29)65-17-23(9-21-5-7-25(45)27(11-21)61-3)24(10-22-6-8-26(46)28(12-22)62-4)18-66-42-40(58)38(56)36(54)30(68-42)20-64-34(52)16-44(2,60)14-32(49)50/h5-8,11-12,23-24,29-30,35-42,45-46,53-60H,9-10,13-20H2,1-4H3,(H,47,48)(H,49,50) CGAGPGOQPRKZLJ-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 Carbonyl compounds Carboxylic acid esters Carboxylic acids Dibenzylbutane lignans Fatty acid esters Fatty acyl glycosides of mono- and disaccharides Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Monosaccharides O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenoxy compounds Polyols Saccharolipids Secondary alcohols Tertiary alcohols Tetracarboxylic acids and derivatives 1-hydroxy-2-unsubstituted benzenoid Acetal Alcohol Alkyl aryl ether Alkyl glycoside Anisole Aromatic heteromonocyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Dibenzylbutane lignan skeleton Ether Fatty acid ester 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 oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenol ether Phenoxy compound Polyol Saccharolipid Secondary alcohol Tertiary alcohol Tetracarboxylic acid or derivatives logp 0.00 ALOGPS logs -3.20 ALOGPS solubility 6.21e-01 g/l ALOGPS logp -1.4 ChemAxon pka_strongest_acidic 3.45 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac 5-[(6-{4-[(6-{[(4-carboxy-3-hydroxy-3-methylbutanoyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl)oxy]-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butoxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid ChemAxon average_mass 974.9487 ChemAxon mono_mass 974.363102912 ChemAxon smiles COC1=C(O)C=CC(CC(COC2OC(COC(=O)CC(C)(O)CC(O)=O)C(O)C(O)C2O)C(COC2OC(COC(=O)CC(C)(O)CC(O)=O)C(O)C(O)C2O)CC2=CC(OC)=C(O)C=C2)=C1 ChemAxon formula C44H62O24 ChemAxon inchi InChI=1S/C44H62O24/c1-43(59,13-31(47)48)15-33(51)63-19-29-35(53)37(55)39(57)41(67-29)65-17-23(9-21-5-7-25(45)27(11-21)61-3)24(10-22-6-8-26(46)28(12-22)62-4)18-66-42-40(58)38(56)36(54)30(68-42)20-64-34(52)16-44(2,60)14-32(49)50/h5-8,11-12,23-24,29-30,35-42,45-46,53-60H,9-10,13-20H2,1-4H3,(H,47,48)(H,49,50) ChemAxon inchikey CGAGPGOQPRKZLJ-UHFFFAOYSA-N ChemAxon polar_surface_area 384.88 ChemAxon refractivity 225.4 ChemAxon polarizability 94.87 ChemAxon rotatable_bond_count 27 ChemAxon acceptor_count 22 ChemAxon donor_count 12 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 298405 Specdb::MsMs 298406 Specdb::MsMs 298407 Specdb::MsMs 340150 Specdb::MsMs 340151 Specdb::MsMs 340152 Specdb::MsMs 2455626 Specdb::MsMs 2455627 Specdb::MsMs 2455628 Specdb::MsMs 2480044 Specdb::MsMs 2480045 Specdb::MsMs 2480046 Specdb::NmrOneD 39602 Specdb::NmrOneD 39603 Specdb::NmrOneD 39604 Specdb::NmrOneD 39605 Specdb::NmrOneD 39606 Specdb::NmrOneD 39607 Specdb::NmrOneD 39608 Specdb::NmrOneD 39609 Specdb::NmrOneD 39610 Specdb::NmrOneD 39611 Specdb::NmrOneD 39612 Specdb::NmrOneD 39613 Specdb::NmrOneD 39614 Specdb::NmrOneD 39615 Specdb::NmrOneD 39616 Specdb::NmrOneD 39617 Specdb::NmrOneD 39618 Specdb::NmrOneD 39619 Specdb::NmrOneD 39620 Specdb::NmrOneD 39621 HMDB40283 #<Reference:0x000055ce32934198> Arabica coffee Type 1 specific Coffea arabica 13443 Black tea Type 1 Coffee and coffee products Unknown generic Fats and oils Unknown generic Green tea Type 1 Herbal tea Type 1 Red tea Type 1 Robusta coffee Type 1 specific Coffea canephora 49390 Tea Type 1 specific Camellia sinensis 4442