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Sphinganine-C17

Alias: Heptadecasphinganine
Sphingosine-C17 (sphingosine heptadecapeptide) is a synthetic bioactive sphingolipid and an isomer of sphingosine.
Sphinganine-C17
Sphinganine-C17 Chemical Structure CAS No.: 32164-02-6
Product category: Bacterial
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
Other Sizes
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Product Description
Sphinganine-C17 (Heptadecasphinganine) is a synthetic bioactive sphingolipid and an isomer of sphinganine. Sphinganine-C17 can inhibit the growth of Candida glabrata and Candida albicans, with a minimum bactericidal concentration (MBC) of 0.5 μg/mL for both. Sphinganine-C17 can be used as an internal standard for chromatographic analysis of sphingosine compounds.
Sphinganine-C17 (Heptadecasphinganine) is a synthetic sphingolipid and a stable isotope internal standard. It is an analog of the natural sphinganine base but features a 17-carbon chain (C17) instead of the typical C18. Its molecular formula is C1₇H3₇NO2, and it has a molecular weight of 287.48 g/mol. It is used in analytical chemistry for the precise quantification of sphingolipids by liquid chromatography-mass spectrometry (LC-MS).
Biological Activity I Assay Protocols (From Reference)
Targets
Sphinganine-C17 is an analytical internal standard. It does not have a biological "target" as a drug would. Its mechanism is to serve as an inert chemical standard in mass spectrometry. Because it is structurally analogous to endogenous sphinganine but has a distinct mass shift due to the C17 chain, it co-elutes during liquid chromatography but can be specifically detected via MS. This corrects for sample preparation and instrumental variability, allowing for accurate quantification.
ln Vitro
Sphinganine-C17 is not a drug and has no biological activity. It is chemically inert in the context of the enzymatic assays it is used to standardize. Its in vitro function is to act as a reference point to measure the activity of enzymes that metabolize endogenous sphingolipids. For example, it can be used to measure the utilization of dihydrosphingosine in resistant leukemia cells by tracking the consumption of the endogenous compound relative to the stable C17 standard.
ln Vivo
The compound has no direct in vivo activity. It is not administered as a therapeutic drug. In research, it can be spiked into an animal tissue homogenate (e.g., liver, brain) before extraction to quantify the levels of endogenous sphingolipids present in that tissue. This "spike-in" approach provides a snapshot of lipid metabolism in the animal model, but the C17 standard itself does not affect the animal's biology.
Enzyme Assay
A non-cellular biochemical assay is not applicable. Instead, this compound is used to calibrate instruments. A solution containing a known concentration (e.g., 10-100 ng/mL) of Sphinganine-C17 is prepared in the LC-MS mobile phase. The instrument measures the signal intensity (peak area) of the deuterated standard. This signal is used to create a calibration curve to back-calculate the concentration of endogenous sphinganine in extracted samples. It serves as the sole analytical reagent in the MS setup.
Cell Assay
For a targeted metabolomics study, cells (e.g., leukemia cells) are lysed, and proteins are precipitated with organic solvents. A fixed amount of Sphinganine-C17 (e.g., 1 pmol/10⁶ cells) is spiked into the lysate. The sample is analyzed by LC-MS/MS. The MS detects the C17 standard (mass shift) and endogenous C18 sphinganine. The ratio of the endogenous sphinganine signal to the C17 standard signal is used to calculate the absolute concentration of the endogenous lipid.
Animal Protocol
In a preclinical study to assess drug efficacy, a mouse xenograft model of leukemia is treated with a sphingolipid metabolism-targeting drug. After treatment, tumor tissue is harvested. A known quantity of Sphinganine-C17 is added to the tumor homogenate before LC-MS analysis. The concentration of endogenous sphinganine is quantified by comparing it to this internal standard. This allows researchers to measure the pharmacodynamic effect of the drug on the sphingolipid pathway in vivo.
ADME/Pharmacokinetics
The compound is not a drug and is not designed for in vivo administration. As a reference standard, it is considered stable in storage. It must be stored as a powder at -20degC, protected from light. It is soluble in organic solvents like ethanol, methanol, and DMSO, but is poorly soluble in water. Its pharmacokinetics as a dosing agent is irrelevant.
Toxicity/Toxicokinetics
Sphinganine-C17 is a highly pure (>99%) chemical standard. It is non-toxic at the trace concentrations used in analytical chemistry. However, standard laboratory safety procedures should be followed. It is a mild skin and eye irritant. Always use gloves and a lab coat. It is not intended for human consumption. It is for research use only.
References

[1]. Zmyslowska, et al. Serum metabolic fingerprinting identified putatively annotated sphinganine isomer as a biomarker of Wolfram syndrome. Journal of Proteome Research 16.11 (2017): 4000-4008.

Additional Infomation
C17 Sphinganine is an aminodiol and sphingosine.
Sphinganine-C17 (d17:0) is an internal standard for sphingolipid analysis by LC-MS. Sphingolipids are essential components of cell membranes and are involved in cell signaling. The C17 analog serves as a gold-standard internal standard for absolute quantification in metabolomics. It is superior to chemical analogs because it corrects for all steps of sample processing. It is used as an internal standard for chromatographic analysis of sphingosine compounds.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C17H37NO2
Molecular Weight
287.48
Exact Mass
287.282
CAS #
32164-02-6
PubChem CID
3247037
Appearance
Typically exists as solids at room temperature
LogP
4.458
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
15
Heavy Atom Count
20
Complexity
188
Defined Atom Stereocenter Count
2
SMILES
CCCCCCCCCCCCCC[C@H]([C@H](CO)N)O
InChi Key
KFQUQCFJDMSIJF-DLBZAZTESA-N
InChi Code
InChI=1S/C17H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(20)16(18)15-19/h16-17,19-20H,2-15,18H2,1H3/t16-,17+/m0/s1
Chemical Name
(2S,3R)-2-aminoheptadecane-1,3-diol
Synonyms
Heptadecasphinganine
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.4785 mL 17.3925 mL 34.7850 mL
5 mM 0.6957 mL 3.4785 mL 6.9570 mL
10 mM 0.3479 mL 1.7393 mL 3.4785 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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