Olesoxime
Olesoxime is a cholesterol-like small molecule (Oximesteroid that prevent neurodegeneration, enhance nerve function and accelerate neuroregeneration following nerve trauma.Olesoxime weak inhibitor of AChE and BChE IC50 > 100microM. Olesoxime is a cholesterol derivative with an oxime group, possesses the ability to cross the bloodbrain barrier Olesoxime has weak ability to reactivate AChE. Cyclosarin-inhibited BChE was reactivated with reactivation rate constant comparable to that of HI-6
General
Type : Oxime, Phenanthrene
Chemical_Nomenclature : N-[(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]hydroxylamine
Canonical SMILES : C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=NO)CC[C@]34C)C
InChI : InChI=1S\/C27H45NO\/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28-29)13-15-26(20,4)25(22)14-16-27(23,24)5\/h17-19,22-25,29H,6-16H2,1-5H3\/t19-,22+,23-,24+,25+,26+,27-\/m1\/s1
InChIKey : QNTASHOAVRSLMD-GYKMGIIDSA-N
Other name(s) : Cholest-4-en-3-one oxime || TRO 19622 || TRO19622 || TRO-19622 || Olesoxime, E- || Olesoxime, Z- || Cholest-4-en-3-one, oxime, (3E)- || NSC 21311 || SCHEMBL1010553 || CHEMBL3545254
MW : 399.7
Formula : C27H45NO
CAS_number : 22033-87-0, 66538-08-7
PubChem : 76971721, 9930827, 21763506, 146158151, 228400
UniChem : QNTASHOAVRSLMD-GYKMGIIDSA-N
Target
References (3)
| Title : Potent inhibition and limited reactivation of human cholinesterases by cholesterol- and quinoline-based oximes - Tuksar_2026_Toxicology__154579 |
| Author(s) : Tuksar P , Sinko G , Kodzoman MK , Katalinic M , Toledano-Pinedo M , Chioua M , Marco-Contelles J , Kovarik Z |
| Ref : Toxicology , :154579 , 2026 |
| Abstract : |
| PubMedSearch : Tuksar_2026_Toxicology__154579 |
| PubMedID: 42679885 |
| Gene_locus related to this paper: human-BCHE |
| Title : Cholesterol Oxime Olesoxime Assessed as a Potential Ligand of Human Cholinesterases - Kolic_2024_Biomolecules_14_588 |
| Author(s) : Kolic D , Sinko G , Jean L , Chioua M , Dias J , Marco-Contelles J , Kovarik, Z , Kovarik Z |
| Ref : Biomolecules , 14 :588 , 2024 |
| Abstract : |
| PubMedSearch : Kolic_2024_Biomolecules_14_588 |
| PubMedID: 38785995 |
| Title : Identification and characterization of cholest-4-en-3-one, oxime (TRO19622), a novel drug candidate for amyotrophic lateral sclerosis - Bordet_2007_J.Pharmacol.Exp.Ther_322_709 |
| Author(s) : Bordet T , Buisson B , Michaud M , Drouot C , Galea P , Delaage P , Akentieva NP , Evers AS , Covey DF , Ostuni MA , Lacapere JJ , Massaad C , Schumacher M , Steidl EM , Maux D , Delaage M , Henderson CE , Pruss RM |
| Ref : Journal of Pharmacology & Experimental Therapeutics , 322 :709 , 2007 |
| Abstract : |
| PubMedSearch : Bordet_2007_J.Pharmacol.Exp.Ther_322_709 |
| PubMedID: 17496168 |