119567-63-4
Chemical Structure
N,N-Dimethylsphingosine
- CAS No.: 119567-63-4
- Formula:C20H41NO2
- Molecular Weight:327.55
IUPAC Name: (2S,3R,E)-2-(dimethylamino)octadec-4-ene-1,3-diol
InChIKey: YRXOQXUDKDCXME-YIVRLKKSSA-N
SMILES: CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N(C)C)CO
Biological Activity:
N,N-Dimethylsphingosine is a sphingosine kinase inhibitor. N,N-Dimethylsphingosine binds competitively to sphingosine kinase and blocks the conversion of sphingosine to sphingosine-1-phosphate. N,N-Dimethylsphingosine inhibits sphingosine-1-phosphate release and aggregation of platelets, and also exerts pro-apoptotic effects by resetting ceramide/sphingosine-1-phosphate homeostasis. N,N-Dimethylsphingosine can be used in cancer-related research[1][2][3].
The product specifications provided below refer solely to the active content of N,N-Dimethylsphingosine.
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N,N-Dimethylsphingosine | 99.93% | N,N-Dimethylsphingosine is a sphingosine kinase inhibitor. N,N-Dimethylsphingosine binds competitively to sphingosine kinase and blocks the conversion of sphingosine to sphingosine-1-phosphate. N,N-Dimethylsphingosine inhibits sphingosine-1-phosphate release and aggregation of platelets, and also exerts pro-apoptotic effects by resetting ceramide/sphingosine-1-phosphate homeostasis. N,N-Dimethylsphingosine can be used in cancer-related research. The product specifications provided below refer solely to the active content of N,N-Dimethylsphingosine. |
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N,N-Dimethylsphingosine-13C2 | N,N-Dimethylsphingosine-13C2 is the 13C-labeled N,N-Dimethylsphingosine (HY-108491). N,N-Dimethylsphingosine is a sphingosine kinase inhibitor. N,N-Dimethylsphingosine binds competitively to sphingosine kinase and blocks the conversion of sphingosine to sphingosine-1-phosphate. N,N-Dimethylsphingosine inhibits sphingosine-1-phosphate release and aggregation of platelets, and also exerts pro-apoptotic effects by resetting ceramide/sphingosine-1-phosphate homeostasis. N,N-Dimethylsphingosine can be used in cancer-related research. | |||||||||||||||||||||
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-
Similarity Score 0.97
HY-166089N,N-dimethyl sphingosine (d17:1) -
Similarity Score 0.88
HY-W939881N-Methyl-D-erythro-sphingosine -
Similarity Score 0.87
HY-101047RD-erythro-Sphingosine (Standard) -
Similarity Score 0.87
HY-117152L-threo-Sphingosine -
Similarity Score 0.87
HY-165761D-Threo-sphingosine -
Similarity Score 0.87
HY-166863L-erythro-Sphingosine(synthetic) -
Similarity Score 0.86
HY-W089922D-erythro-Sphingosine hydrochloride -
Similarity Score 0.85
HY-141579Sphingosine (d17:1) -
Similarity Score 0.85
HY-134104C20-Sphingosine -
Explore the MedChemAI to find more analogs
References
- [1]. Yatomi Y, et al. N, N-dimethylsphingosine inhibition of sphingosine kinase and sphingosine 1-phosphate activity in human platelets. Biochemistry, 1996, 35(2): 626-633.
- [2]. Edsall L C, et al. N, N-Dimethylsphingosine is a potent competitive inhibitor of sphingosine kinase but not of protein kinase C: modulation of cellular levels of sphingosine 1-phosphate and ceramide. Biochemistry, 1998, 37(37): 12892-12898.
- [3]. Sweeney E A, et al. Sphingosine and its methylated derivative N, N‐dimethylsphingosine (DMS) induce apoptosis in a variety of human cancer cell lines. International journal of cancer, 1996, 66(3): 358-366.
