Compound: Limonin
SMILES: O=C1O[C@@H](c2cocc2)[C@@]3(CC[C@H]4[C@]([C@]53[C@@H]1O5)(C(=O)C[C@H]6C(C)(C)O[C@@H]7[C@]46COC(C7)=O)C)C
InChIKey: KBDSLGBFQAGHBE-MSGMIQHVSA-N
Synonyms: Limonin, 1180-71-8, Obaculactone, Dictamnolactone, Citrolimonin, Evodin, Limonine, 7,16-Dioxo-7,16-dideoxylimondiol, Limonoic acid, di-delta-lactone, DTXSID8045985, L0F260866S, DTXCID6025985, CHEBI:16226, NSC-36508, (1R,2R,7S,10R,13R,14R,16S,19S,20S)-19-(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-trione, 11H,13H-Oxireno(d)pyrano(4',3':3,3a)isobenzofuro(5,4-f)(2)benzopyran-4,6,13(2H,5aH)-trione, 8-(3-furyl)decahydro-2,2,4a,8a-tetramethyl-, 11H,13H-Oxireno(d)pyrano(4',3':3,3a)isobenzofuro(5,4-f)(2)benzopyran-4,6,13(2H,5aH)-trione, 8-(3-furanyl)decahydro-2,2,4a,8a-tetramethyl-, (2aR,4aR,4bR,5aS,8S,8aS,10aR,10bR,14aS)-, (4aS,6aR,8aR,8bR,9aS,12R,12aS,14aR,14bR)-12-(3-furyl)-6,6,8a,12a-tetramethyldecahydro-3H-oxireno[d]pyrano[4',3':3,3a][2]benzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione, (1R,2R,7S,10R,13R,14R,16S,19S,20S)-19-(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-trione, (4aS,6aR,8aR,8bR,9aS,12R,12aS,14aR,14bR)-12-(3-furyl)-6,6,8a,12a-tetramethyldecahydro-3H-oxireno(d)pyrano(4',3':3,3a)(2)benzofuro(5,4-f)isochromene-3,8,10(6H,9aH)-trione, RefChem:153470, 808-129-1, MFCD00075922, Limoni, limonoic acid 3,19:16,17-dilactone, Limonoate D-ring-lactone, (4aS,6aR,8aR,8bR,9aS,12S,12aS,14aR,14bR)-12-(furan-3-yl)-6,6,8a,12a-tetramethyldecahydro-1H,3H-oxireno[2,3-d]pyrano[4',3':3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione, Limonoic acid 3,19:16,17 dilactone, (4aS,6aR,8aR,8bR,9aS,12S,12aS,14aR,14bR)-12-(Furan-3-yl)-6,6,8a,12a-tetramethyldecahydrooxireno[2,3-d]pyrano[4',3':3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(1H,6H,8aH)-trione, limonoic acid di-delta-lactone, C26H30O8, 1809582-56-6, rel-(4aS,6aR,8aR,8bR,9aS,12S,12aS,14aR,14bR)-12-(Furan-3-yl)-6,6,8a,12a-tetramethyldecahydrooxireno[2,3-d]pyrano[4',3':3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(1H,6H,8aH)-trione, CAS-1180-71-8, 3-furyl(tetramethyl)[?]trione, Linonin, NSC36508, CCRIS 4047, UNII-L0F260866S, NCGC00095714-01, Limonoic acid, di-.delta.-lactone, Limonin (Standard), NSC 36508, AI3-37932, LIMONIN [MI], Spectrum2_001728, Spectrum3_001012, Spectrum4_001140, Spectrum5_000935, Limonin, analytical standard, BSPBio_002763, KBioGR_001659, SCHEMBL320315, SPECTRUM1800018, Di-delta-lactone limonoic acid, SPBio_001776, CHEMBL517449, orb1305103, orb3140722, ACon1_001996, KBio3_001983, Limonoic acid di-.delta.-lactone, Tox21_111513, BDBM50418089, CCG-38796, EBC-17122, HY-17411R, MSK157590, AKOS015965307, Tox21_111513_1, AC-8045, CS-1237, FL09973, SDCCGMLS-0066837.P001, NCGC00178483-01, NCGC00178483-02, NCGC00178483-04, NCGC00178483-05, NCGC00178483-14, NCGC00263659-01, AS-15249, HY-17411, SY045111, L0258, Limonin, from citrus seeds, >90% (HPLC), S2319, C03514, Q2398745, BRD-K05906022-001-03-6, BRD-K05906022-001-05-1, Limone; Citrolimonin; Evodine; Dictamnolactone; Obaculactone, (1R,2R,7S,10R,13R,14R,16S,19S,20S)-19-(3-furyl)-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-trione, (1R,2R,7S,10R,13R,14R,16S,19S,20S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.0^{2,7}.0^{2,10}.0^{14,16}.0^{14,20}]docosane-5,12,17-trione, (4aS,14bR)-12-(Furan-3-yl)-6,6,8a,12a-tetramethyldecahydro-1H,3H-oxireno[2,3-d]pyrano[4',3':3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione, (4aS,6aR,8aR,8bR,9aS,12S,12aS,14aR,14bR)-12-(3-Furyl)-6,6,8a,12a-tetramethyldecahydrooxireno[2,3-d]pyrano[4 inverted exclamation mark ,3 inverted exclamation mark :3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(1H,6H,8aH)-trione, (4aS,6aR,8aR,8bR,9aS,12S,12aS,14aR,14bR)-12-(3-Furyl)-6,6,8a,12a-tetramethyldecahydrooxireno[2,3-d]pyrano[4',3':3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(1H,6H,8aH)-trione, (4aS,6aR,8aR,8bR,9aS,12S,12aS,14aR,14bR)-12-(Furan-3-yl)-6,6,8a,12a-tetramethyldecahydro-1H,3H-oxireno[c]pyrano[4'',3'':2',3']furo[3',4':5,6]naphtho[1,2-d]pyran-3,8,10(6H,9aH)-trione, 11H,13H-Oxireno(d)pyrano(4',3':3,3a)isobenzofuro(5,4-f)(2)benzopyran-4,6,13(2H,5aH)-trione, 8-(3-furanyl)decahydro-2,2,4a,8a-tetramethyl-, (2aR-(2aalpha,4abeta,4bR,5aalpha,8alpha,8aalpha,10aalpha,10bR*,14aalpha))-
Theoretical properties:
molecular_formula: C26H30O8
molecular_weight: 470.5 g/mol
exact_mass: 470.19406791 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 8
rotatable_bond_count: 1
heavy_atom_count: 34
topological_polar_surface_area: 105 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Limonin is a member of furans, a lactone, an epoxide, a limonoid, an organic heterohexacyclic compound and a hexacyclic triterpenoid. It has a role as a metabolite, a volatile oil component and an inhibitor.
chembl: LIMONIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Limonin is a limonoid, and a bitter, white, crystalline substance found in citrus and other plants. 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.