Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • Baek, D.; MacRitchie, N.; Anthony, N.; MacKay, S.; Pyne, S.; Pyne, N.; Bittman, R.
    Structure-activity relationships and molecular modeling of sphingosine kinase inhibitors (2013), J. Med. Chem., 56, 9310-9327.
    View publication on PubMedView publication on EuropePMC

Activating Compound

EC Number Activating Compound Comment Organism Structure
2.7.1.91 (4-hydroxypiperidin-1-yl)(4-octylphenyl)methanone
-
 Homo sapiens
2.7.1.91 2-[4-(4-octyl-1H-1,2,3-triazol-1-yl)phenyl]ethanol
-
 Homo sapiens
2.7.1.91 4-(4-octyl-1H-1,2,3-triazol-1-yl)phenol
-
 Homo sapiens
2.7.1.91 4-octyl-N-(pyridin-4-ylmethyl)benzamide
-
 Homo sapiens
2.7.1.91 N-(4-hydroxyphenyl)-4-octylbenzamide
-
 Homo sapiens

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.7.1.91 (2S)-1-(4-dodecylbenzoyl)pyrrolidine-2-carboximidamide
-
 Homo sapiens
2.7.1.91 (3R)-1-[2-(4-octylphenyl)ethyl]pyrrolidin-3-ol
-
 Homo sapiens
2.7.1.91 (3S)-1-[2-(4-octylphenyl)ethyl]pyrrolidin-3-ol
-
 Homo sapiens
2.7.1.91 (4-dodecylphenyl)(4-hydroxypiperidin-1-yl)methanone
-
 Homo sapiens
2.7.1.91 (4-dodecylphenyl)[(2R)-2-(hydroxymethyl)pyrrolidin-1-yl]methanone
-
 Homo sapiens
2.7.1.91 (4-dodecylphenyl)[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]methanone
-
 Homo sapiens
2.7.1.91 (S)-1-(4-dodecylbenzoyl)pyrrolidine-2-carboximidamide
-
 Homo sapiens
2.7.1.91 1-(4-dodecylphenethyl)piperidin-4-amine
-
 Homo sapiens
2.7.1.91 1-(4-methylphenethyl)piperidin-4-amine
-
 Homo sapiens
2.7.1.91 1-(4-octylbenzyl)piperidin-4-ol
-
 Homo sapiens
2.7.1.91 1-(4-octylphenethyl)piperidin-4-amine
-
 Homo sapiens
2.7.1.91 1-(4-octylphenethyl)piperidin-4-ol a selective inhibitor of isozyme SK1, structure-activity relationship profile Homo sapiens
2.7.1.91 1-methyl-1-[2-[4-(4-octyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidinium
-
 Homo sapiens
2.7.1.91 1-methyl-1-[2-[4-(4-pentyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidinium
-
 Homo sapiens
2.7.1.91 1-methyl-2-[2-(4-octylphenyl)ethyl]pyridinium
-
 Homo sapiens
2.7.1.91 1-[2-(4-dodecylphenyl)ethyl]piperidin-4-ol
-
 Homo sapiens
2.7.1.91 1-[2-(4-hexylphenyl)ethyl]piperidin-4-ol
-
 Homo sapiens
2.7.1.91 1-[2-(4-octylphenyl)ethyl]piperidin-4-one
-
 Homo sapiens
2.7.1.91 1-[2-[4-(4-butyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]-1-methylpiperidinium
-
 Homo sapiens
2.7.1.91 1-[2-[4-(4-butyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidin-4-ol
-
 Homo sapiens
2.7.1.91 1-[2-[4-(4-butyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidine
-
 Homo sapiens
2.7.1.91 1-[2-[4-(4-octyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidin-4-ol
-
 Homo sapiens
2.7.1.91 1-[2-[4-(4-octyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidine
-
 Homo sapiens
2.7.1.91 1-[2-[4-(4-pentyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidin-4-ol
-
 Homo sapiens
2.7.1.91 1-[2-[4-(4-pentyl-1H-1,2,3-triazol-1-yl)phenyl]ethyl]piperidine
-
 Homo sapiens
2.7.1.91 1-[3-(4-octylphenyl)propyl]piperidin-4-ol
-
 Homo sapiens
2.7.1.91 1-[4-(4-octylphenyl)butyl]piperidin-4-ol
-
 Homo sapiens
2.7.1.91 2-(hydroxymethyl)-1-[2-[4-([4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl]amino)phenyl]ethyl]piperidin-4-ol
-
 Homo sapiens
2.7.1.91 2-[2-(4-octylphenyl)ethyl]pyridine
-
 Homo sapiens
2.7.1.91 2-[4-(4-octyl-1H-1,2,3-triazol-1-yl)phenyl]ethanol
-
 Homo sapiens
2.7.1.91 3-[4-(4-octylphenyl)-1H-1,2,3-triazol-1-yl]pyridine
-
 Homo sapiens
2.7.1.91 4-(4-(4-chloro-phenyl)thiazol-2-ylamino)phenol
-
 Homo sapiens
2.7.1.91 4-(4-octyl-1H-1,2,3-triazol-1-yl)phenol
-
 Homo sapiens
2.7.1.91 4-azido-1-(4-methylphenethyl)piperidine
-
 Homo sapiens
2.7.1.91 4-azido-1-(4-octylphenethyl)piperidine
-
 Homo sapiens
2.7.1.91 4-fluoro-1-[2-(4-octylphenyl)ethyl]piperidine
-
 Homo sapiens
2.7.1.91 4-methoxy-1-[2-(4-octylphenyl)ethyl]piperidine
-
 Homo sapiens
2.7.1.91 4-octyl-N-(pyridin-4-ylmethyl)benzamide
-
 Homo sapiens
2.7.1.91 ABC294640
-
 Homo sapiens
2.7.1.91 BML-258 74.5% inhibition at 0.05 mM Homo sapiens
2.7.1.91 FTY-720
-
 Homo sapiens
2.7.1.91 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
2.7.1.91 N,N-dimethylsphingosine
-
 Homo sapiens
2.7.1.91 N-(4-hydroxyphenyl)-4-octylbenzamide
-
 Homo sapiens
2.7.1.91 N-cyclohexyl-N-(3-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)acetamide
-
 Homo sapiens
2.7.1.91 N-[4-(2-hydroxyethyl)phenyl]-4-octylbenzamide
-
 Homo sapiens
2.7.1.91 PF-543
-
 Homo sapiens
2.7.1.91 SLR080811
-
 Homo sapiens
2.7.1.91 [(2R)-1-[2-(4-dodecylphenyl)ethyl]pyrrolidin-2-yl]methanol
-
 Homo sapiens
2.7.1.91 [(2R)-1-[2-(4-methylphenyl)ethyl]pyrrolidin-2-yl]methanol
-
 Homo sapiens
2.7.1.91 [(2R)-1-[2-(4-octylphenyl)ethyl]pyrrolidin-2-yl]methanol
-
 Homo sapiens
2.7.1.91 [(2S)-1-[2-(4-dodecylphenyl)ethyl]pyrrolidin-2-yl]methanol
-
 Homo sapiens
2.7.1.91 [(2S)-1-[2-(4-octylphenyl)ethyl]pyrrolidin-2-yl]methanol
-
 Homo sapiens

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.7.1.91 ATP + D-erythro-sphingosine Homo sapiens
-
 ADP + D-erythro-sphingosine 1-phosphate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.7.1.91 Homo sapiens Q9NRA0 sphingosine kinase isoform 2
-
2.7.1.91 Homo sapiens Q9NYA1 sphingosine kinase isoform 1
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.7.1.91 ATP + D-erythro-sphingosine
-
 Homo sapiens ADP + D-erythro-sphingosine 1-phosphate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.7.1.91 SK1
-
 Homo sapiens
2.7.1.91 SK2
-
 Homo sapiens
2.7.1.91 sphingosine kinase 1
-
 Homo sapiens
2.7.1.91 sphingosine kinase 2
-
 Homo sapiens

Cofactor

EC Number Cofactor Comment Organism Structure
2.7.1.91 ATP
-
 Homo sapiens

General Information

EC Number General Information Comment Organism
2.7.1.91 additional information schematic model of the proposed mechanism of the phosphorylation of D-erythro-sphingosine catalyzed by isozyme SK1 Homo sapiens