MedKoo Cat#: 412728 | Name: cis-4-methylsphingosine
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

cis-4-methylsphingosine is a synthetic sphingosine analogue that is readily taken up by cells and interacts with S1P receptors through its metabolite cis-4M-S1P in a manner similar to FTY720. cis-4M-Sph interacts primarily with the S1P receptors S1P(2) and S1P(3), and only weakly with S1P(1). cis-4M-Sph induces apoptosis of neuroblastoma cells.

Chemical Structure

cis-4-methylsphingosine
cis-4-methylsphingosine
CAS#1407154-31-7

Theoretical Analysis

MedKoo Cat#: 412728

Name: cis-4-methylsphingosine

CAS#: 1407154-31-7

Chemical Formula: C19H39NO2

Exact Mass: 313.2981

Molecular Weight: 313.53

Elemental Analysis: C, 72.79; H, 12.54; N, 4.47; O, 10.21

Price and Availability

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5mg USD 450.00 2 Weeks
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Related CAS #
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Synonym
cis-4-methylsphingosine; cis-4M-Sph
IUPAC/Chemical Name
(2S,3R,Z)-2-amino-4-methyloctadec-4-ene-1,3-diol
InChi Key
LMJPKTKGCMCPGM-PIIWLPLESA-N
InChi Code
InChI=1S/C19H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-17(2)19(22)18(20)16-21/h15,18-19,21-22H,3-14,16,20H2,1-2H3/b17-15-/t18-,19+/m0/s1
SMILES Code
CCCCCCCCCCCCC/C=C(C)\[C@@H](O)[C@@H](N)CO
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 313.53 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1. Ter Braak M, Claas RF, Hegen B, Labocha S, Ferreirós N, Pfeilschifter J, Huwiler A, van Echten-Deckert G, Meyer Zu Heringdorf D. Cis-4-methylsphingosine is a sphingosine-1-phosphate receptor modulator. Biochem Pharmacol. 2011 Mar 1;81(5):617-25. doi: 10.1016/j.bcp.2010.12.002. Epub 2010 Dec 14. PMID: 21163254. PubMed ID: 21163254 2. van Echten-Deckert G, Zschoche A, Bär T, Schmidt RR, Raths A, Heinemann T, Sandhoff K. cis-4-Methylsphingosine decreases sphingolipid biosynthesis by specifically interfering with serine palmitoyltransferase activity in primary cultured neurons. J Biol Chem. 1997 Jun 20;272(25):15825-33. doi: 10.1074/jbc.272.25.15825. PMID: 9188480. PubMed ID: 9188480