Phyto4Health

Limonin

Representations & DB's id

ChEBI: CHEBI:16226
ChEMBL: CHEMBL517449
PubChem: 179651
IUPAC: (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
Standard InChI: InChI=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,5,7,9-10,12H2,1-4H3/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1
Standard InChI Key: KBDSLGBFQAGHBE-MSGMIQHVSA-N
SMILES: O=C1OC[C@]23[C@H](C1)OC([C@@H]2CC(=O)[C@@]1([C@@H]3CC[C@@]2([C@]31O[C@@H]3C(=O)O[C@H]2c1cocc1)C)C)(C)C

Molecular propeties

AlogP: 3.14
Hydrogen bonds acceptors: 8
Hydrogen bonds donors: 0
Rotatable bonds: 1
Number of rings: 7
Molecular Weight: 470.19
Topological polar surface area: 105
Number of aromatic rings: 1
Fsp3: 0.731
Number of carbons: 26

Plant sources

Part of plant Plant name Ref.
PlantPrunus laurocerasus
SemenCitrus unshiu
PlantSalvia officinalis

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
Ki23200 nMCytochrome P450 3A4P08684