1.0 2010-04-08 22:11:15 UTC 2018-05-29 01:11:55 UTC FDB014421 Cucurbitacin I 2-glucoside Constituent of Citrullus lanatus Cucurbitacin I 2-glucoside Cucurbitacin I 2-O-b-D-glucopyranoside Cucurbitacin I 2-O-b-D-glucoside Cucurbitacin I 2-O-beta-D-glucopyranoside C36H52O12 676.7909 676.345877128 14-[(4E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-13-hydroxy-1,6,6,11,15-pentamethyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,7-diene-5,17-dione 14-[(4E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-13-hydroxy-1,6,6,11,15-pentamethyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,7-diene-5,17-dione 29803-94-9 CC(C)(O)\C=C\C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(C=C(OC5OC(CO)C(O)C(O)C5O)C(=O)C4(C)C)C3(C)C(=O)CC12C InChI=1S/C36H52O12/c1-31(2,45)12-11-23(39)36(8,46)28-19(38)14-33(5)22-10-9-17-18(35(22,7)24(40)15-34(28,33)6)13-20(29(44)32(17,3)4)47-30-27(43)26(42)25(41)21(16-37)48-30/h9,11-13,18-19,21-22,25-28,30,37-38,41-43,45-46H,10,14-16H2,1-8H3/b12-11+ LIIOJBIJVPGVGO-VAWYXSNFSA-N belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus. Cucurbitacin glycosides Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Steroidal glycosides Aliphatic heteropolycyclic compounds 11-oxosteroids 16-hydroxysteroids 3-oxo delta-1-steroids Acetals Acryloyl compounds Acyloins Alpha-hydroxy ketones Cucurbitacins Cyclic alcohols and derivatives Cyclohexenones Delta-1-steroids Enones Hexoses Hydrocarbon derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Tertiary alcohols Triterpenoids 11-oxosteroid 16-hydroxysteroid 20-hydroxysteroid 21-oxosteroid 22-oxosteroid 25-hydroxysteroid 3-oxo-delta-1-steroid 3-oxosteroid Acetal Acryloyl-group Acyloin Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated ketone Alpha-hydroxy ketone Carbonyl group Cucurbitacin glycoside skeleton Cucurbitacin skeleton Cyclic alcohol Cyclic ketone Cyclohexenone Delta-1-steroid Enone 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 Tertiary alcohol Triterpenoid logp 2.09 ALOGPS logs -3.75 ALOGPS solubility 1.20e-01 g/l ALOGPS melting_point Mp 241-243° logp 0.74 ChemAxon pka_strongest_acidic 12.13 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 14-[(4E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-13-hydroxy-1,6,6,11,15-pentamethyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,7-diene-5,17-dione ChemAxon average_mass 676.7909 ChemAxon mono_mass 676.345877128 ChemAxon smiles CC(C)(O)\C=C\C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(C=C(OC5OC(CO)C(O)C(O)C5O)C(=O)C4(C)C)C3(C)C(=O)CC12C ChemAxon formula C36H52O12 ChemAxon inchi InChI=1S/C36H52O12/c1-31(2,45)12-11-23(39)36(8,46)28-19(38)14-33(5)22-10-9-17-18(35(22,7)24(40)15-34(28,33)6)13-20(29(44)32(17,3)4)47-30-27(43)26(42)25(41)21(16-37)48-30/h9,11-13,18-19,21-22,25-28,30,37-38,41-43,45-46H,10,14-16H2,1-8H3/b12-11+ ChemAxon inchikey LIIOJBIJVPGVGO-VAWYXSNFSA-N ChemAxon polar_surface_area 211.28 ChemAxon refractivity 175.87 ChemAxon polarizability 72.71 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 12 ChemAxon donor_count 7 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 47313 Specdb::MsMs 47314 Specdb::MsMs 47315 Specdb::MsMs 157815 Specdb::MsMs 157816 Specdb::MsMs 157817 Specdb::MsMs 2801098 Specdb::MsMs 2801099 Specdb::MsMs 2801100 Specdb::MsMs 2877524 Specdb::MsMs 2877525 Specdb::MsMs 2877526 Specdb::CMs 9978 Specdb::CMs 720135 Specdb::CMs 720136 Specdb::CMs 720137 Specdb::CMs 720138 Specdb::CMs 720139 Specdb::CMs 720140 Specdb::CMs 720141 Specdb::CMs 720142 Specdb::CMs 720143 Specdb::CMs 720144 Specdb::CMs 720145 Specdb::CMs 720146 Specdb::CMs 720147 Specdb::CMs 720148 Specdb::CMs 720149 Specdb::CMs 720150 Specdb::CMs 720151 Specdb::CMs 720152 Specdb::CMs 720153 Specdb::CMs 720154 Specdb::CMs 720155 Specdb::CMs 720156 Specdb::CMs 720157 Specdb::CMs 720158 HMDB35701 #<Reference:0x000055ce322611e0>