1.0 2010-04-08 22:07:02 UTC 2025-11-18 23:01:11 UTC FDB006198 Charantin Charantin, also known as naftidrofuryl or nafronyl, is a member of the class of compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Charantin is practically insoluble (in water) and a very strong basic compound (based on its pKa). Charantin can be found in bitter gourd, which makes charantin a potential biomarker for the consumption of this food product. Charantin is actually a 1:1 mixture of two steroidal saponins, β-sitosteryl glucoside (C 35H 60O 6) and 5,25-stigmasteryl glucoside (C 35H 58O 6). It is a whitish crystalline substance, neutral and tasteless, melting at 266–268 °C. It is sparingly soluble in water or other highly polar solvents, as well as in apolar solvents like hexane, but is soluble in ether, ethanol and methanol, and can be efficiently extracted from the plant by pressurized ethanol or acetone at 100 °C . C26H35NO7 473.566 473.241352471 2-(diethylamino)ethyl 3-(naphthalen-1-yl)-2-[(oxolan-2-yl)methyl]propanoate; oxalic acid naftidrofuryl; oxalic acid 3200-06-4 OC(=O)C(O)=O.CCN(CC)CCOC(=O)C(CC1CCCO1)CC1=CC=CC2=CC=CC=C12 InChI=1S/C24H33NO3.C2H2O4/c1-3-25(4-2)14-16-28-24(26)21(18-22-12-8-15-27-22)17-20-11-7-10-19-9-5-6-13-23(19)20;3-1(4)2(5)6/h5-7,9-11,13,21-22H,3-4,8,12,14-18H2,1-2H3;(H,3,4)(H,5,6) SSAJNPNVUYMUCI-UHFFFAOYSA-N belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Naphthalenes Organic compounds Benzenoids Naphthalenes Amino acids and derivatives Carbonyl compounds Carboxylic acid esters Carboxylic acids Dialkyl ethers Dicarboxylic acids and derivatives Fatty acid esters Hydrocarbon derivatives Organic oxides Organic salts Organopnictogen compounds Oxacyclic compounds Tetrahydrofurans Trialkylamines Amine Amino acid or derivatives Aromatic heteropolycyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Dicarboxylic acid or derivatives Ether Fatty acid ester Fatty acyl Hydrocarbon derivative Naphthalene Organic nitrogen compound Organic oxide Organic oxygen compound Organic salt Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Tertiary aliphatic amine Tertiary amine Tetrahydrofuran logp 4.73 ALOGPS logs -5.78 ALOGPS solubility 6.36e-04 g/l ALOGPS logp 4.58 ChemAxon pka_strongest_basic 8.96 ChemAxon iupac 2-(diethylamino)ethyl 3-(naphthalen-1-yl)-2-[(oxolan-2-yl)methyl]propanoate; oxalic acid ChemAxon average_mass 473.566 ChemAxon mono_mass 473.241352471 ChemAxon smiles OC(=O)C(O)=O.CCN(CC)CCOC(=O)C(CC1CCCO1)CC1=CC=CC2=CC=CC=C12 ChemAxon formula C26H35NO7 ChemAxon inchi InChI=1S/C24H33NO3.C2H2O4/c1-3-25(4-2)14-16-28-24(26)21(18-22-12-8-15-27-22)17-20-11-7-10-19-9-5-6-13-23(19)20;3-1(4)2(5)6/h5-7,9-11,13,21-22H,3-4,8,12,14-18H2,1-2H3;(H,3,4)(H,5,6) ChemAxon inchikey SSAJNPNVUYMUCI-UHFFFAOYSA-N ChemAxon polar_surface_area 38.77 ChemAxon refractivity 113.77 ChemAxon polarizability 44.94 ChemAxon rotatable_bond_count 12 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 81174 Specdb::MsMs 81175 Specdb::MsMs 81176 Specdb::MsMs 142218 Specdb::MsMs 142219 Specdb::MsMs 142220 Bitter gourd Type 1 specific Momordica charantia 3673 150.0 150.0 150.0 mg/100 g Abortifacient 13 A chemical substance that interrupts pregnancy after implantation. Anti-diabetic 228 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-testicular 641 Hypoglycemic 1017 A drug which lowers the blood glucose level.