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Elaterinide

PubChem CID: 5901827

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Compound Synonyms Elaterinide, Cueg, cucurbitacin E 2-O-beta-D-glucopyranoside, CHEBI:186118, NSC177857, NSC-177857, [(E)-6-hydroxy-6-[16-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxohept-3-en-2-yl] acetate, (3E)-6-hydroxy-6-(13-hydroxy-1,6,6,11,15-pentamethyl-5,17-dioxo-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,7-dien-14-yl)-2-methyl-5-oxohept-3-en-2-yl acetate, [(E)-5-hydroxy-5-[16-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-1,1-dimethyl-4-oxo-hex-2-enyl] acetate, 5-(2-(Hexopyranosyloxy)-16-hydroxy-4,4,9,14-tetramethyl-3,11-dioxoestra-1,5-dien-17-yl)-5-hydroxy-1,1-dimethyl-4-oxo-2-hexenyl acetate
Topological Polar Surface Area 217.0
Hydrogen Bond Donor Count 6.0
Heavy Atom Count 51.0
Description Constituent of Citrullus lanatus. Elaterinide is found in watermelon and fruits.
Isotope Atom Count 0.0
Molecular Complexity 1580.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name [(E)-6-hydroxy-6-[16-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxohept-3-en-2-yl] acetate
Prediction Hob 0.0
Class Steroids and steroid derivatives
Xlogp 1.4
Superclass Lipids and lipid-like molecules
Subclass Steroidal glycosides
Molecular Formula C38H54O13
Prediction Swissadme 0.0
Inchi Key QKEJRKXVLGOJMB-OUKQBFOZSA-N
Fcsp3 0.7368421052631579
Logs -3.122
Rotatable Bond Count 9.0
State Solid
Logd 1.521
Synonyms alpha-Elaterin 2-D-glucopyranoside, Beta-glucoside de la curcurbitaine (e), Colocynthin, Coloside a, Cucurbitacin E 2-O-beta-D-glucopyranoside, Cucurbitacin E-2-O-glucoside, CUEG, Elaterin, 2-beta-glucopyranoside, Elaterinide, Gratiotoxin, beta-Glucoside de la curcurbitaine (e), Cucurbitacin e 2-O-beta-D-glucopyranoside, Cucurbitacin e-2-O-glucoside, 2-O-beta-D-Glycopyranosyl-cucurbitacin e, (3E)-6-Hydroxy-6-(13-hydroxy-1,6,6,11,15-pentamethyl-5,17-dioxo-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,7-dien-14-yl)-2-methyl-5-oxohept-3-en-2-yl acetic acid
Compound Name Elaterinide
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 718.356
Formal Charge 0.0
Monoisotopic Mass 718.356
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 718.8
Covalent Unit Count 1.0
Total Atom Stereocenter Count 13.0
Total Bond Stereocenter Count 1.0
Esol -4.616289400000002
Inchi InChI=1S/C38H54O13/c1-18(40)51-33(2,3)13-12-25(42)38(9,48)30-21(41)15-35(6)24-11-10-19-20(37(24,8)26(43)16-36(30,35)7)14-22(31(47)34(19,4)5)49-32-29(46)28(45)27(44)23(17-39)50-32/h10,12-14,20-21,23-24,27-30,32,39,41,44-46,48H,11,15-17H2,1-9H3/b13-12+
Smiles CC(=O)OC(C)(C)/C=C/C(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3C=C(C(=O)C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)C)O)O
Nring 5.0
Defined Bond Stereocenter Count 1.0
Taxonomy Direct Parent Cucurbitacin glycosides

  • 1. Outgoing r'ship FOUND_IN to/from Citrullus Lanatus (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all