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Stearoylcarnitine 25597-09-5

Stearoylcarnitine 25597-09-5

CAS No.: 25597-09-5

Stearoylcarnitine is a fatty ester lipid molecule that is an endogenously produced metabolite of the human body. Stearoy
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Stearoylcarnitine is a fatty ester lipid molecule that is an endogenously produced metabolite of the human body. Stearoylcarnitine can serve as a metabolic biomarker for early-onset preeclampsia and late-onset preeclampsia.

Physicochemical Properties


Molecular Formula C25H49NO4
Molecular Weight 427.660868406296
Exact Mass 427.366
CAS # 25597-09-5
PubChem CID 52922056
Appearance White to off-white solid powder
LogP 8.8
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 21
Heavy Atom Count 30
Complexity 426
Defined Atom Stereocenter Count 1
SMILES

O(C(CCCCCCCCCCCCCCCCC)=O)[C@H](CC(=O)[O-])C[N+](C)(C)C

InChi Key FNPHNLNTJNMAEE-HSZRJFAPSA-N
InChi Code

InChI=1S/C25H49NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h23H,5-22H2,1-4H3/t23-/m1/s1
Chemical Name

(3R)-3-octadecanoyloxy-4-(trimethylazaniumyl)butanoate
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)

Biological Activity


ln Vivo In first-trimester (11–14 weeks of gestation) pregnant women, serum levels of Stearoylcarnitine were significantly lower in those who later developed preeclampsia compared to women with normal pregnancies [1]
As a potential metabolic marker for preeclampsia prediction, Stearoylcarnitine exhibited certain diagnostic performance, with a measurable area under the receiver operating characteristic curve (AUC) when used alone for preeclampsia screening [1]
References

[1]. First-Trimester Serum Acylcarnitine Levels to Predict Preeclampsia: A Metabolomics Approach. Dis Markers. 2015;2015:857108.

Additional Infomation O-octadecanoyl-L-carnitine is an O-acyl-L-carnitine in which the acyl group is specified as stearoyl (octadecanoyl). It has a role as a human metabolite. It is a saturated fatty acyl-L-carnitine and a long-chain fatty acyl-L-carnitine. It is functionally related to an octadecanoic acid.
Stearoylcarnitine is a long-chain acylcarnitine involved in fatty acid metabolism [1]
Literature [1] focused on its serum levels in the first trimester via a metabolomics approach to identify potential predictive markers for preeclampsia [1]
The experimental workflow included: collecting serum samples from pregnant women at 11–14 weeks of gestation, sample pretreatment (e.g., protein precipitation, derivatization), detecting Stearoylcarnitine concentration using liquid chromatography-mass spectrometry (LC-MS), statistically comparing levels between preeclampsia and normal control groups, and evaluating its predictive efficacy [1]
The study did not investigate the pharmacological activity, molecular targets, toxicity, or pharmacokinetics of Stearoylcarnitine [1]

Solubility Data


Solubility (In Vitro) DMSO : ~7.14 mg/mL (~16.70 mM)
H2O : < 0.1 mg/mL
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (5.85 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (5.85 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

Solubility in Formulation 3: ≥ 2.5 mg/mL (5.85 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

Solubility in Formulation 4: 50 mg/mL (116.92 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.3383 mL 11.6915 mL 23.3831 mL
5 mM 0.4677 mL 2.3383 mL 4.6766 mL
10 mM 0.2338 mL 1.1692 mL 2.3383 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.