1.02010-04-08 22:10:36 UTC2019-11-26 03:08:09 UTCFDB013226Cucurbitacin ICucurbitacin i 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. Cucurbitacin i is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cucurbitacin i can be found in cucumber, which makes cucurbitacin i a potential biomarker for the consumption of this food product. CucurbitacinCucurbitacin IElatericin BC30H42O7514.6503514.29305369814-[(4E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-4,13-dihydroxy-1,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,7-diene-5,17-dione14-[(4E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-4,13-dihydroxy-1,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,7-diene-5,17-dione2222-07-3CC(C)(O)\C=C\C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(C=C(O)C(=O)C4(C)C)C3(C)C(=O)CC12CInChI=1S/C30H42O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,11-13,17,19-20,23,31-32,36-37H,10,14-15H2,1-8H3/b12-11+NISPVUDLMHQFRQ-VAWYXSNFSA-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.CucurbitacinsOrganic compoundsLipids and lipid-like moleculesSteroids and steroid derivativesCucurbitacinsAliphatic homopolycyclic compounds11-oxosteroids16-hydroxysteroids3-oxo delta-1-steroidsAcryloyl compoundsAcyloinsAlpha-hydroxy ketonesCyclic alcohols and derivativesCyclohexenonesDelta-1-steroidsEnolsEnonesHydrocarbon derivativesOrganic oxidesSecondary alcoholsTertiary alcoholsTriterpenoids11-oxosteroid16-hydroxysteroid2-hydroxysteroid20-hydroxysteroid21-oxosteroid22-oxosteroid25-hydroxysteroid3-oxo-delta-1-steroid3-oxosteroidAcryloyl-groupAcyloinAlcoholAliphatic homopolycyclic compoundAlpha,beta-unsaturated ketoneAlpha-hydroxy ketoneCarbonyl groupCucurbitacin skeletonCyclic alcoholCyclic ketoneCyclohexenoneDelta-1-steroidEnolEnoneHydrocarbon derivativeHydroxysteroidKetoneOrganic oxideOrganic oxygen compoundOrganooxygen compoundOxosteroidSecondary alcoholTertiary alcoholTriterpenoidlogp3.33logs-4.59solubility1.32e-02 g/lmelting_pointMp 148-149° dec.logp3.04pka_strongest_acidic9.09pka_strongest_basic-2.8iupac14-[(4E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-4,13-dihydroxy-1,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,7-diene-5,17-dioneaverage_mass514.6503mono_mass514.293053698smilesCC(C)(O)\C=C\C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(C=C(O)C(=O)C4(C)C)C3(C)C(=O)CC12CformulaC30H42O7inchiInChI=1S/C30H42O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,11-13,17,19-20,23,31-32,36-37H,10,14-15H2,1-8H3/b12-11+inchikeyNISPVUDLMHQFRQ-VAWYXSNFSA-Npolar_surface_area132.13refractivity143.46polarizability56.73rotatable_bond_count4acceptor_count7donor_count4physiological_charge0formal_charge0Specdb::MsMs102342Specdb::MsMs102343Specdb::MsMs102344Specdb::MsMs168150Specdb::MsMs168151Specdb::MsMs168152CucumberType 1specificCucumis sativus3659anti carcinomic162A substance that inhibits or prevents the proliferation of neoplasms.anti gibberellin297A substance that diminishes the rate of a chemical reaction.anti leukemic393A substance that inhibits or prevents the proliferation of neoplasms.antitumor672A substance that inhibits or prevents the proliferation of neoplasms.cytotoxic859A role played by the molecular entity or part thereof which causes the development of a pathological process.