Activating Compound | Comment | Organism | Structure |
---|---|---|---|
(4-hydroxypiperidin-1-yl)(4-octylphenyl)methanone | - |
Homo sapiens | |
2-[4-(4-octyl-1H-1,2,3-triazol-1-yl)phenyl]ethanol | - |
Homo sapiens | |
4-(4-octyl-1H-1,2,3-triazol-1-yl)phenol | - |
Homo sapiens | |
4-octyl-N-(pyridin-4-ylmethyl)benzamide | - |
Homo sapiens | |
N-(4-hydroxyphenyl)-4-octylbenzamide | - |
Homo sapiens |
Inhibitors | Comment | Organism | Structure |
---|---|---|---|
(2S)-1-(4-dodecylbenzoyl)pyrrolidine-2-carboximidamide | - |
Homo sapiens | |
(3R)-1-[2-(4-octylphenyl)ethyl]pyrrolidin-3-ol | - |
Homo sapiens | |
(3S)-1-[2-(4-octylphenyl)ethyl]pyrrolidin-3-ol | - |
Homo sapiens | |
(4-dodecylphenyl)(4-hydroxypiperidin-1-yl)methanone | - |
Homo sapiens | |
(4-dodecylphenyl)[(2R)-2-(hydroxymethyl)pyrrolidin-1-yl]methanone | - |
Homo sapiens | |
(4-dodecylphenyl)[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]methanone | - |
Homo sapiens | |
(S)-1-(4-dodecylbenzoyl)pyrrolidine-2-carboximidamide | - |
Homo sapiens | |
1-(4-dodecylphenethyl)piperidin-4-amine | - |
Homo sapiens | |
1-(4-methylphenethyl)piperidin-4-amine | - |
Homo sapiens | |
1-(4-octylbenzyl)piperidin-4-ol | - |
Homo sapiens | |
1-(4-octylphenethyl)piperidin-4-amine | - |
Homo sapiens | |
1-(4-octylphenethyl)piperidin-4-ol | a selective inhibitor of isozyme SK1, structure-activity relationship profile | Homo sapiens | |
1-methyl-1-[2-[4-(4-octyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidinium | - |
Homo sapiens | |
1-methyl-1-[2-[4-(4-pentyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidinium | - |
Homo sapiens | |
1-methyl-2-[2-(4-octylphenyl)ethyl]pyridinium | - |
Homo sapiens | |
1-[2-(4-dodecylphenyl)ethyl]piperidin-4-ol | - |
Homo sapiens | |
1-[2-(4-hexylphenyl)ethyl]piperidin-4-ol | - |
Homo sapiens | |
1-[2-(4-octylphenyl)ethyl]piperidin-4-one | - |
Homo sapiens | |
1-[2-[4-(4-butyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]-1-methylpiperidinium | - |
Homo sapiens | |
1-[2-[4-(4-butyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidin-4-ol | - |
Homo sapiens | |
1-[2-[4-(4-butyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidine | - |
Homo sapiens | |
1-[2-[4-(4-octyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidin-4-ol | - |
Homo sapiens | |
1-[2-[4-(4-octyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidine | - |
Homo sapiens | |
1-[2-[4-(4-pentyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidin-4-ol | - |
Homo sapiens | |
1-[2-[4-(4-pentyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidine | - |
Homo sapiens | |
1-[3-(4-octylphenyl)propyl]piperidin-4-ol | - |
Homo sapiens | |
1-[4-(4-octylphenyl)butyl]piperidin-4-ol | - |
Homo sapiens | |
2-(hydroxymethyl)-1-[2-[4-([4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl]amino)phenyl]ethyl]piperidin-4-ol | - |
Homo sapiens | |
2-[2-(4-octylphenyl)ethyl]pyridine | - |
Homo sapiens | |
2-[4-(4-octyl-1H-1,2,3-triazol-1-yl)phenyl]ethanol | - |
Homo sapiens | |
3-[4-(4-octylphenyl)-1H-1,2,3-triazol-1-yl]pyridine | - |
Homo sapiens | |
4-(4-(4-chloro-phenyl)thiazol-2-ylamino)phenol | - |
Homo sapiens | |
4-(4-octyl-1H-1,2,3-triazol-1-yl)phenol | - |
Homo sapiens | |
4-azido-1-(4-methylphenethyl)piperidine | - |
Homo sapiens | |
4-azido-1-(4-octylphenethyl)piperidine | - |
Homo sapiens | |
4-fluoro-1-[2-(4-octylphenyl)ethyl]piperidine | - |
Homo sapiens | |
4-methoxy-1-[2-(4-octylphenyl)ethyl]piperidine | - |
Homo sapiens | |
4-octyl-N-(pyridin-4-ylmethyl)benzamide | - |
Homo sapiens | |
ABC294640 | - |
Homo sapiens | |
BML-258 | 74.5% inhibition at 0.05 mM | Homo sapiens | |
FTY-720 | - |
Homo sapiens | |
additional information | design, synthesis, and evaluation of the potency of isoform-selective inhibitors of sphingosine kinases 1 and 2 using SK1 inhibitor RB-005 as lead compound, structure-activity relationships and molecular modeling of sphingosine kinase inhibitors, overview. No or poor inhibition by 1-[2-(4-hexylphenyl)ethyl]piperidin-4-ol, 1-(4-methylphenethyl)piperidin-4-amine, 1-[2-[4-(4-butyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]-1-methylpiperidinium, and 1-methyl-1-[2-[4-(4-pentyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidinium, while potential inhibitors (4-hydroxypiperidin-1-yl)(4-octylphenyl)methanone, 4-octyl-N-(pyridin-4-ylmethyl)benzamide, N-(4-hydroxyphenyl)-4-octylbenzamide, 4-(4-octyl-1H-1,2,3-triazol-1-yl)phenol, and 2-[4-(4-octyl-1H-1,2,3-triazol-1-yl)phenyl]ethanol are slightly activating; design, synthesis, and evaluation of the potency of isoform-selective inhibitors of sphingosine kinases 1 and 2 using SK1 inhibitor RB-005 as lead compound, structure-activity relationships and molecular modeling of sphingosine kinase inhibitors, overview. No or poor inhibition by 1-(4-methylphenethyl)piperidin-4-amine, 1-(4-octylphenethyl)piperidin-4-amine, 1-[2-[4-(4-pentyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidin-4-ol, and 1-[2-[4-(4-octyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidin-4-ol, while potential inhibitors 1-[2-(4-hexylphenyl)ethyl]piperidin-4-ol, 1-[2-(4-hexylphenyl)ethyl]piperidin-4-ol, [(2S)-1-[2-(4-octylphenyl)ethyl]pyrrolidin-2-yl]methanol, and (4-hydroxypiperidin-1-yl)(4-octylphenyl)methanone are slightly activating | Homo sapiens | |
N,N-dimethylsphingosine | - |
Homo sapiens | |
N-(4-hydroxyphenyl)-4-octylbenzamide | - |
Homo sapiens | |
N-cyclohexyl-N-(3-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)acetamide | - |
Homo sapiens | |
N-[4-(2-hydroxyethyl)phenyl]-4-octylbenzamide | - |
Homo sapiens | |
PF-543 | - |
Homo sapiens | |
SLR080811 | - |
Homo sapiens | |
[(2R)-1-[2-(4-dodecylphenyl)ethyl]pyrrolidin-2-yl]methanol | - |
Homo sapiens | |
[(2R)-1-[2-(4-methylphenyl)ethyl]pyrrolidin-2-yl]methanol | - |
Homo sapiens | |
[(2R)-1-[2-(4-octylphenyl)ethyl]pyrrolidin-2-yl]methanol | - |
Homo sapiens | |
[(2S)-1-[2-(4-dodecylphenyl)ethyl]pyrrolidin-2-yl]methanol | - |
Homo sapiens | |
[(2S)-1-[2-(4-octylphenyl)ethyl]pyrrolidin-2-yl]methanol | - |
Homo sapiens |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
ATP + D-erythro-sphingosine | Homo sapiens | - |
ADP + D-erythro-sphingosine 1-phosphate | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Homo sapiens | Q9NRA0 | sphingosine kinase isoform 2 | - |
Homo sapiens | Q9NYA1 | sphingosine kinase isoform 1 | - |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
ATP + D-erythro-sphingosine | - |
Homo sapiens | ADP + D-erythro-sphingosine 1-phosphate | - |
? |
Synonyms | Comment | Organism |
---|---|---|
SK1 | - |
Homo sapiens |
SK2 | - |
Homo sapiens |
sphingosine kinase 1 | - |
Homo sapiens |
sphingosine kinase 2 | - |
Homo sapiens |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
ATP | - |
Homo sapiens |
General Information | Comment | Organism |
---|---|---|
additional information | schematic model of the proposed mechanism of the phosphorylation of D-erythro-sphingosine catalyzed by isozyme SK1 | Homo sapiens |