1.02010-04-08 22:11:26 UTC2019-11-26 03:10:39 UTCFDB014715LimoninIsolated from oranges and other citrus fruits (Citrus subspecies).
Limonin is a limonoid, and a bitter, white, crystalline substance found in orange and lemon seeds. It is also known as limonoate D-ring-lactone and limonoic acid di-delta-lactone. Chemically, it is a member of the class of compounds known as furanolactones.7,16-Dioxo-7,16-dideoxylimondiolCitrolimoninDictamnolactoneEvodia fruitEvodia fruit (JP15)Evodia fruit (TN)EvodinEvodine?Limone?Limonoate d-ring-lactonelimonoic acid 3,19:16,17-dilactoneLimonoic acid, di-delta-lactoneObaculactoneC26H30O8470.5116470.19406793619-(furan-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.0²,⁷.0²,¹⁰.0¹⁴,¹⁶.0¹⁴,²⁰]docosane-5,12,17-trionelimonin1180-71-8CC1(C)OC2CC(=O)OCC22C1CC(=O)C1(C)C2CCC2(C)C(OC(=O)C3OC123)C1=COC=C1InChI=1S/C26H30O8/c1-22(2)15-9-16(27)24(4)14(25(15)12-31-18(28)10-17(25)33-22)5-7-23(3)19(13-6-8-30-11-13)32-21(29)20-26(23,24)34-20/h6,8,11,14-15,17,19-20H,5,7,9-10,12H2,1-4H3KBDSLGBFQAGHBE-UHFFFAOYSA-N belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.LimonoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsTriterpenoidsAromatic heteropolycyclic compounds1,4-dioxepanes11-oxosteroidsCarboxylic acid estersDelta valerolactonesDialkyl ethersDicarboxylic acids and derivativesEpoxidesFuransHeteroaromatic compoundsHydrocarbon derivativesKetonesNaphthalenesNaphthopyransOrganic oxidesOxacyclic compoundsOxanesPyransSteroid lactonesTetrahydrofurans1,4-dioxepane11-oxosteroid2-oxosteroidAromatic heteropolycyclic compoundCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDelta valerolactoneDelta_valerolactoneDialkyl etherDicarboxylic acid or derivativesDioxepaneEtherFuranHeteroaromatic compoundHydrocarbon derivativeKetoneLactoneLimonoid skeletonNaphthaleneNaphthopyranOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxaneOxiraneOxosteroidPyranSteroidSteroid lactoneTetrahydrofurana small moleculelogp3.47logs-3.77solubility7.99e-02 g/lmelting_pointMp 298°logp2.46pka_strongest_acidic17.61pka_strongest_basic-3.1iupac19-(furan-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.0²,⁷.0²,¹⁰.0¹⁴,¹⁶.0¹⁴,²⁰]docosane-5,12,17-trioneaverage_mass470.5116mono_mass470.194067936smilesCC1(C)OC2CC(=O)OCC22C1CC(=O)C1(C)C2CCC2(C)C(OC(=O)C3OC123)C1=COC=C1formulaC26H30O8inchiInChI=1S/C26H30O8/c1-22(2)15-9-16(27)24(4)14(25(15)12-31-18(28)10-17(25)33-22)5-7-23(3)19(13-6-8-30-11-13)32-21(29)20-26(23,24)34-20/h6,8,11,14-15,17,19-20H,5,7,9-10,12H2,1-4H3inchikeyKBDSLGBFQAGHBE-UHFFFAOYSA-Npolar_surface_area104.57refractivity114.72polarizability47.86rotatable_bond_count1acceptor_count5donor_count0physiological_charge0formal_charge0Specdb::CMs11021Specdb::CMs150448Specdb::MsMs290305Specdb::MsMs290306Specdb::MsMs290307Specdb::MsMs329956Specdb::MsMs329957Specdb::MsMs329958Specdb::MsMs2829886Specdb::MsMs2829887Specdb::MsMs2829888Specdb::MsMs2852533Specdb::MsMs2852534Specdb::MsMs2852535HMDB3592116226#<Reference:0x00005556759c71a8>#<Reference:0x00005556759c6ff0>CitrusUnknowngenericGrapefruitType 1specificCitrus X paradisi37656LemonType 1specificCitrus limon2708Mandarin orange (Clementine, Tangerine)Type 1specificCitrus reticulata85571Sour orangeType 1Citrus × aurantiumSweet orangeType 1specificCitrus sinensis2711bitteranti cataleptic167Any substance introduced into a living organism with therapeutic or diagnostic purpose.anti feedant275anti leukemic393A substance that inhibits or prevents the proliferation of neoplasms.anti malarial416A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.