Sphingosine (d16:1) | CAS#6982-09-8 | Atypical sphingolipid

MedKoo Cat#: 464062 | Name: Sphingosine (d16:1)

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Description:

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

Sphingosine (d16:1) is an atypical sphingolipid formed by a series of enzymatic steps beginning with the condensation of myristoyl-CoA and serine via serine palmitoyltransferase long-chain base subunit 3 (SPTLC3), an SPT subunit that prefers myristoyl-CoA over palmitoyl-CoA. Sphingosine d16:1 is present in its free form at low levels in human plasma and as the sphingoid base in a variety of plasma sphingolipid species, including sphingosine-1-phosphate, ceramides, and sphingomyelins, as well as brain cerebrosides, at lower levels compared with the typical d18:1 sphingoid base. Sphingosine (d16:1) inhibits PKC in a mixed micelle activity assay. It reduces the production of superoxide induced by phorbol 12-myristate 13-acetate in isolated human neutrophils and reduces the growth of CHO cells (IC50s = 1 and 3.2 µM, respectively). Plasma levels of sphingolipids containing sphingosine (d16:1) are associated with dietary intake of saturated fatty acids and protein in ethnic Chinese individuals. Plasma levels of sphingolipids containing sphingosine (d16:1) are decreased in patients with type 2 diabetes.

Chemical Structure

Sphingosine (d16:1)

CAS#6982-09-8

Theoretical Analysis

MedKoo Cat#: 464062

Name: Sphingosine (d16:1)

CAS#: 6982-09-8

Chemical Formula: C16H33NO2

Exact Mass: 271.2511

Molecular Weight: 271.45

Elemental Analysis: C, 70.80; H, 12.25; N, 5.16; O, 11.79

Price and Availability

Size	Price	Availability
5mg	USD 475.00	2 Weeks
10mg	USD 700.00	2 Weeks
25mg	USD 950.00	2 Weeks

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Related CAS #

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Synonym

Sphingosine (d16:1); Sphingosine-(d16:1); D-erythro-Sphingosine C-16; D-erythro-Sphingosine C16; D-erythro-Sphingosine C 16;

IUPAC/Chemical Name

(2S,3R,E)-2-aminohexadec-4-ene-1,3-diol

InChi Key

BTUSGZZCQZACPT-YYZTVXDQSA-N

InChi Code

InChI=1S/C16H33NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-16(19)15(17)14-18/h12-13,15-16,18-19H,2-11,14,17H2,1H3/b13-12+/t15-,16+/m0/s1

SMILES Code

OC[C@@H]([C@@H](/C=C/CCCCCCCCCCC)O)N

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 and DMF

Shelf Life

>2 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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Sphingosine (d16:1) inhibits PKC in a mixed micelle activity assay. It reduces the production of superoxide induced by phorbol 12-myristate 13-acetate (PMA) in isolated human neutrophils and reduces the growth of CHO cells (IC50s = 1 and 3.2 µM, respectively).

In vitro activity:

To be determined

In vivo activity:

To be determined

	Solvent	mg/mL	mM
Solubility
	DMF	10.0	36.84
	DMSO	2.0	7.37

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 271.45 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.

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

Formulation protocol:

To be determined

In vitro protocol:

To be determined

In vivo protocol:

To be determined

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