1.0 2010-04-08 22:07:02 UTC 2019-11-26 03:01:00 UTC FDB006209 Momordicine III Momordicine iii is a member of the class of compounds known as cucurbitacins. Cucurbitacins are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions. Momordicine iii is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Momordicine iii can be found in bitter gourd, which makes momordicine iii a potential biomarker for the consumption of this food product. C36H56O10 648.8238 648.387348012 5,9-dihydroxy-6,6,11,15-tetramethyl-14-(6-methyl-5-oxo-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-6-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-1-carbaldehyde 5,9-dihydroxy-6,6,11,15-tetramethyl-14-(6-methyl-5-oxo-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-6-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-1-carbaldehyde CC(CC(OC1OC(CO)C(O)C(O)C1O)C(=O)C(C)=C)C1CCC2(C)C3C(O)C=C4C(CCC(O)C4(C)C)C3(CCC12C)C=O InChI=1S/C36H56O10/c1-18(2)27(41)24(45-32-30(44)29(43)28(42)25(16-37)46-32)14-19(3)20-10-11-35(7)31-23(39)15-22-21(8-9-26(40)33(22,4)5)36(31,17-38)13-12-34(20,35)6/h15,17,19-21,23-26,28-32,37,39-40,42-44H,1,8-14,16H2,2-7H3 SNJPGIYFYBGJLF-UHFFFAOYSA-N belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions. Cucurbitacins Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Cucurbitacins Aliphatic heteropolycyclic compounds 3-hydroxy delta-5-steroids 7-hydroxysteroids Acetals Acryloyl compounds Aldehydes Alkyl glycosides Alpha-branched alpha,beta-unsaturated ketones Cyclic alcohols and derivatives Delta-5-steroids Enones Fatty acyl glycosides of mono- and disaccharides Hexoses Hydrocarbon derivatives Ketones O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Oxosteroids Polyols Primary alcohols Secondary alcohols Triterpenoids 24-oxosteroid 3-hydroxy-delta-5-steroid 3-hydroxysteroid 7-hydroxysteroid Acetal Acryloyl-group Alcohol Aldehyde Aliphatic heteropolycyclic compound Alkyl glycoside Alpha,beta-unsaturated ketone Alpha-branched alpha,beta-unsaturated-ketone Carbonyl group Cucurbitacin skeleton Cyclic alcohol Delta-5-steroid Enone Fatty acyl Fatty acyl glycoside Fatty acyl glycoside of mono- or disaccharide Glycosyl compound Hexose monosaccharide Hydrocarbon derivative Hydroxysteroid Ketone Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxosteroid Polyol Primary alcohol Secondary alcohol Triterpenoid logp 2.09 ALOGPS logs -3.96 ALOGPS solubility 7.10e-02 g/l ALOGPS logp 2.38 ChemAxon pka_strongest_acidic 12.21 ChemAxon pka_strongest_basic -0.87 ChemAxon iupac 5,9-dihydroxy-6,6,11,15-tetramethyl-14-(6-methyl-5-oxo-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-6-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-1-carbaldehyde ChemAxon average_mass 648.8238 ChemAxon mono_mass 648.387348012 ChemAxon smiles CC(CC(OC1OC(CO)C(O)C(O)C1O)C(=O)C(C)=C)C1CCC2(C)C3C(O)C=C4C(CCC(O)C4(C)C)C3(CCC12C)C=O ChemAxon formula C36H56O10 ChemAxon inchi InChI=1S/C36H56O10/c1-18(2)27(41)24(45-32-30(44)29(43)28(42)25(16-37)46-32)14-19(3)20-10-11-35(7)31-23(39)15-22-21(8-9-26(40)33(22,4)5)36(31,17-38)13-12-34(20,35)6/h15,17,19-21,23-26,28-32,37,39-40,42-44H,1,8-14,16H2,2-7H3 ChemAxon inchikey SNJPGIYFYBGJLF-UHFFFAOYSA-N ChemAxon polar_surface_area 173.98 ChemAxon refractivity 170.57 ChemAxon polarizability 71.31 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 53871 Specdb::MsMs 53872 Specdb::MsMs 53873 Specdb::MsMs 128460 Specdb::MsMs 128461 Specdb::MsMs 128462 Specdb::MsMs 3602648 Specdb::MsMs 3602649 Specdb::MsMs 3602650 Specdb::MsMs 3602651 Specdb::MsMs 3602652 Specdb::MsMs 3602653 Bitter gourd Type 1 specific Momordica charantia 3673