![(6S)-6-[(1R,2E)-1-Hydroxy-2-hexadecenyl]-3-methoxy-2,4-dioxa-7-aza-3-phosphaoctan-8-oic Acid 3-Oxide-1,1-dimethylethyl Ester](https://resource.bocsci.com/structure/312933-38-3.gif)
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| IUPAC Name: | tert-butyl N-[(E,2S,3R)-1-dimethoxyphosphoryloxy-3-hydroxyoctadec-4-en-2-yl]carbamate |
| Description: | (6S)-6-[(1R,2E)-1-Hydroxy-2-hexadecenyl]-3-methoxy-2,4-dioxa-7-aza-3-phosphaoctan-8-oic Acid 3-Oxide-1,1-dimethylethyl Ester is an intermediate in the synthesis of D-erythro-Sphingosine-1-phosphate (S681500), which is a putative lipid second messenger; found to inhibit cellular mobility of melanoma cells at very low concentrations with no toxic effects thereby making it a possible agent for prevention of tumor cell metastasis and inflammatory processes. It mobilizes intracellular calcium stores, decreases cellular cAMP, activates phospholipase D and does not inhibitprotein kinase C. |
| Molecular Weight: | 507.64 |
| Molecular Formula: | C25H50NO7P |
| Canonical SMILES: | CCCCCCCCCCCCCC=CC(C(COP(=O)(OC)OC)NC(=O)OC(C)(C)C)O |
| InChI: | InChI=1S/C25H50NO7P/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23(27)22(21-32-34(29,30-5)31-6)26-24(28)33-25(2,3)4/h19-20,22-23,27H,7-18,21H2,1-6H3,(H,26,28)/b20-19+/t22-,23+/m0/s1 |
| InChI Key: | UNHCRUUSQYEQOY-DWVLVAQTSA-N |
| References: | Yeh, C., et al. Am. J. Physiol., 296, H1193 (2009), Hagen, N., et al. J. Biol. Chem., 284, 11346 (2009), Kuehnel, M., et al. J. Cell Sci., 122, 499 (2009),. |
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