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Literature summary for 1.14.14.17 extracted from

  • Musso, D.L.; Clarke, M.J.; Kelley, J.L.; Boswell, G.E.; Chen, G.
    Novel 3-phenylprop-2-ynylamines as inhibitors of mammalian squalene epoxidase (2003), Org. Biomol. Chem., 1, 498-506.
    View publication on PubMed
Search for more literature for 1.14.14.17

Inhibitors

Inhibitors Comment Organism Structure
(2R,3R)-2,3-dimethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
 Rattus norvegicus
(2R,3S)-2,3-dimethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
 Rattus norvegicus
(2R,5R)-2,5-dimethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
 Rattus norvegicus
(2R,5S)-2,5-dimethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
 Rattus norvegicus
(2R,6R)-2,6-dimethyl-4-(3-phenylprop-2-ynyl)morpholine hydrochloride
-
 Rattus norvegicus
(3R,5R)-3,5-dimethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
 Rattus norvegicus
(3R,5S)-3,5-dimethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
 Rattus norvegicus
1-[3-(2,3-dichlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(2,4-dichlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(2,5-dichlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(2,6-dichlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(2-chlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(3,4-dichlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(3,4-dichlorophenyl)prop-2-ynyl]-3-ethylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(3,5-dichlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride strong, selective inhibition Rattus norvegicus
1-[3-(3,5-dichlorophenyl)prop-2-ynyl]pyrrolidine hydrochloride
-
 Rattus norvegicus
1-[3-(3,5-difluorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(3-chloro-5-methoxyphenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(3-chlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(3-cyanophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(3-methoxyphenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(3-methylphenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(4-chloro-3-trifluoromethylphenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(4-chlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(4-cyanophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(4-fluorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(4-methylphenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
1-[3-(4-trifluoromethylphenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride
-
 Rattus norvegicus
2-ethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
 Rattus norvegicus
2-methyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
 Rattus norvegicus
2-propyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
 Rattus norvegicus
3-ethyl-1-(3-phenylprop-2-ynyl)piperidine hydrochloride
-
 Rattus norvegicus
3-methyl-1-(5-phenylpent-2-ynyl)piperidine hydrochloride
-
 Rattus norvegicus
3-methyl-1-[3-(2-naphthyl)prop-2-ynyl]piperidine hydrochloride
-
 Rattus norvegicus
3-methyl-1-[3-(3-thienyl)-prop-2-ynyl]piperidine hydrochloride
-
 Rattus norvegicus
4-[3-(3-methylpiperidin-1-yl)prop-1-ynyl]benzenesulfonamide hydrochloride
-
 Rattus norvegicus
additional information diverse derivatives of 3-phenylprop-2-ynylamines, of piperidine and of quinolineare investigated for their inhibitory potency, IC50 values, structure-activity relationship studies, the most effective inhibitor is 1-[3-(3,5-dichlorophenyl)-prop-2-ynyl]-3-methylpiperidine hydrochloride, IC50 values, overview Rattus norvegicus
N1,N1,2-trimethyl-N2-(3-phenylprop-2-ynyl)propane-1,2-diamine
-
 Rattus norvegicus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
squalene + reduced acceptor + O2 Rattus norvegicus epoxidation of squalene is the first step in cholesterol biosynthesis (S)-squalene-2,3-epoxide + acceptor + H2O
-
 ?

Organism

Organism UniProt Comment Textmining
Rattus norvegicus
-
-
-

Purification (Commentary)

Purification (Comment) Organism
partially, preparation of the postmitochondrial supernatant fraction Rattus norvegicus

Source Tissue

Source Tissue Comment Organism Textmining
liver
-
 Rattus norvegicus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
squalene + reduced acceptor + O2
-
 Rattus norvegicus (S)-squalene-2,3-epoxide + acceptor + H2O
-
 ?
squalene + reduced acceptor + O2 epoxidation of squalene is the first step in cholesterol biosynthesis Rattus norvegicus (S)-squalene-2,3-epoxide + acceptor + H2O
-
 ?

Synonyms

Synonyms Comment Organism
squalene epoxidase
-
 Rattus norvegicus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Rattus norvegicus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.4
-
 assay at Rattus norvegicus

Cofactor

Cofactor Comment Organism Structure
FAD
-
 Rattus norvegicus
NADPH
-
 Rattus norvegicus