limonin

Also known as Limonoic acid, di-delta-lactone, 7,16-Dioxo-7,16-dideoxylimondiol, Obaculactone, Dictamnolactone, Citrolimonin, limonoic acid 3,19:16,17-dilactone

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.

Chemical data

Formula: C26H30O8
Molecular weight: 470.5 g/mol
IUPAC name: (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
SMILES: C[C@@]12CC[C@H]3[C@]([C@@]14[C@H](O4)C(=O)O[C@H]2C5=COC=C5)(C(=O)C[C@@H]6[C@@]37COC(=O)C[C@@H]7OC6(C)C)C
InChIKey: KBDSLGBFQAGHBE-MSGMIQHVSA-N
XLogP: 1.8
Polar surface area: 105 Å²
H-bond donors: 0
H-bond acceptors: 8
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Mass: 470.194068

Show 7 more facts

found in taxon: kumquat
chemical formula: C₂₆H₃₀O₈
canonical SMILES: CC1(C2CC(=O)C3(C(C24COC(=O)CC4O1)CCC5(C36C(O6)C(=O)OC5C7=COC=C7)C)C)C
isomeric SMILES: C[C@@]12CC[C@H]3[C@]([C@@]14[C@H](O4)C(=O)O[C@H]2C5=COC=C5)(C(=O)C[C@@H]6[C@@]37COC(=O)C[C@@H]7OC6(C)C)C
has characteristic: bitterness
different from: Limonene
Commons category: Limonin