1.0 2010-04-08 22:05:22 UTC 2020-02-24 19:10:31 UTC FDB002438 Tracheloside Constituent of Carthamus tinctorius (safflower). Tracheloside is found in safflower, fats and oils, and herbs and spices. (-)-Tracheloside Tracheloside C27H34O12 550.5517 550.205026552 4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[(3-methoxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl]oxolan-2-one 4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[(3-methoxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl]oxolan-2-one 33464-71-0 COC1=C(OC)C=C(CC2COC(=O)C2(O)CC2=CC(OC)=C(OC3OC(CO)C(O)C(O)C3O)C=C2)C=C1 InChI=1S/C27H34O12/c1-34-17-6-4-14(9-19(17)35-2)8-16-13-37-26(32)27(16,33)11-15-5-7-18(20(10-15)36-3)38-25-24(31)23(30)22(29)21(12-28)39-25/h4-7,9-10,16,21-25,28-31,33H,8,11-13H2,1-3H3 LWYAMIUSVGPFKS-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 Acetals Alkyl aryl ethers Alkyl glycosides Anisoles Carbonyl compounds Carboxylic acid esters Dibenzylbutyrolactone lignans Dimethoxybenzenes Fatty acyl glycosides of mono- and disaccharides Gamma butyrolactones Hydrocarbon derivatives Lignan lactones Monocarboxylic acids and derivatives Monosaccharides O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenolic glycosides Phenoxy compounds Polyols Primary alcohols Secondary alcohols Tertiary alcohols Tetrahydrofurans 9,9p-epoxylignan Acetal Alcohol Alkyl aryl ether Alkyl glycoside Anisole Aromatic heteromonocyclic compound Benzenoid Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dibenzylbutyrolactone Dimethoxybenzene Ether Fatty acyl Fatty acyl glycoside Fatty acyl glycoside of mono- or disaccharide Furanoid lignan Gamma butyrolactone Glycosyl compound Hydrocarbon derivative Lactone Lignan glycoside Lignan lactone Methoxybenzene Monocarboxylic acid or derivatives Monocyclic benzene moiety Monosaccharide O-dimethoxybenzene O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol ether Phenolic glycoside Phenoxy compound Polyol Primary alcohol Secondary alcohol Tertiary alcohol Tetrahydrofuran Tetrahydrofuran lignan logp 1.02 ALOGPS logs -3.16 ALOGPS solubility 3.77e-01 g/l ALOGPS melting_point Mp 168-170° logp 0.31 ChemAxon pka_strongest_acidic 11.79 ChemAxon pka_strongest_basic -3 ChemAxon iupac 4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[(3-methoxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl]oxolan-2-one ChemAxon average_mass 550.5517 ChemAxon mono_mass 550.205026552 ChemAxon smiles COC1=C(OC)C=C(CC2COC(=O)C2(O)CC2=CC(OC)=C(OC3OC(CO)C(O)C(O)C3O)C=C2)C=C1 ChemAxon formula C27H34O12 ChemAxon inchi InChI=1S/C27H34O12/c1-34-17-6-4-14(9-19(17)35-2)8-16-13-37-26(32)27(16,33)11-15-5-7-18(20(10-15)36-3)38-25-24(31)23(30)22(29)21(12-28)39-25/h4-7,9-10,16,21-25,28-31,33H,8,11-13H2,1-3H3 ChemAxon inchikey LWYAMIUSVGPFKS-UHFFFAOYSA-N ChemAxon polar_surface_area 173.6 ChemAxon refractivity 133.72 ChemAxon polarizability 56.07 ChemAxon rotatable_bond_count 10 ChemAxon acceptor_count 11 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 75153 Specdb::MsMs 75154 Specdb::MsMs 75155 Specdb::MsMs 134736 Specdb::MsMs 134737 Specdb::MsMs 134738 Specdb::MsMs 2385149 Specdb::MsMs 2385150 Specdb::MsMs 2385151 Specdb::MsMs 2577777 Specdb::MsMs 2577778 Specdb::MsMs 2577779 Specdb::CMs 15076 Specdb::CMs 41994 Specdb::CMs 281749 Specdb::CMs 332709 Specdb::CMs 332710 Specdb::CMs 332711 Specdb::CMs 332712 Specdb::CMs 332713 Specdb::CMs 332714 Specdb::CMs 332715 Specdb::CMs 332716 Specdb::CMs 332717 Specdb::CMs 332718 Specdb::CMs 332719 Specdb::CMs 332720 Specdb::CMs 332721 Specdb::CMs 332722 Specdb::CMs 332723 Specdb::CMs 332724 Specdb::CMs 332725 Specdb::CMs 332726 Specdb::CMs 332727 Specdb::CMs 332728 Specdb::CMs 332729 Specdb::CMs 332730 HMDB30557 #<Reference:0x000055ce319b1cc0> Fats and oils Unknown generic Herbs and Spices Unknown generic Safflower Type 1 specific Carthamus tinctorius 4222 Anti estrogenic 272 A substance that diminishes the rate of a chemical reaction. Anti hypertensive 352 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Cardiosedative 770 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. Cardiotonic 771 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. Respira inhibitor 1286 A substance that diminishes the rate of a chemical reaction. Respirastimulant 1289