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EC / List no.: 213-688-4
CAS no.: 1002-62-6
Mol. formula: C10H20O2.Na
Sodium caprate is a medium-chain fatty acid found in saturated fats (cow butter, and plant oils like coconut oil).
Sodium caprate is a major constituent of the MCT ketogenic diet, providing about 40% of the medium chain fat within the diet.
The acid is discussed to have positive effect on seizure control through direct AMPA receptor inhibition and on mitochondrial diseases through the binding to PPARgamma.
Sodium caprate readily crosses the blood-brain barrier, probably by a combination of diffusion and saturable carrier-mediated transport via a medium-chain fatty acid transporter.
Sodium decanoate, or sodium caprate, is the sodium salt of caproic acid, a 10-carbon saturated fatty acid.
Sodium caprate has amphiphilic character and can form micelles and liquid crystalline phases in aqueous solution.
In a chemical model system, sodium caprate has been used in 13C NMR studies of the addition of hydrophilic and hydrophobic molecules to the 1-monooleoyl glycerol/water system, to elucidate the transport of biologically active molecules.
Uses:
Sodium Caprate is the sodium salt of capric acid.
Sodium caprate functions as a binder, emulsifier, and anticaking agent.
Purification Methods
Neutralise sodium hydroxide by adding a slight excess of free decanoic acid and recovering the excess acid by Et2O extraction.
The salt is recrystallised from the aqueous solution by adding pure acetone and repeating the steps several times, then drying the salt in an oven at ca 110o.
Industry Uses
Surface active agents
Consumer Uses
C leaning and furnishing care products
General Manufacturing Information
Industry Processing Sectors
All other basic organic chemical manufacturing
Sodium caprate is a promising candidate for inducing drug absorption enhancement.
The mechanism of that uptake-enhancing effect is not fully understood so far.
We investigated how caprate acts in an established human intestinal cell line, HT-29/B6, on the transient opening of transcellular (across the cell membranes) and paracellular (across the tight junction) pathways.
Sodium caprate (10 mm) caused a rapid and reversible decrease of transepithelial resistance which is based, as measured by two-path impedance spectroscopy, exclusively on resistance changes of the paracellular pathway.
Measurements of paracellular marker fluxes revealed an increased permeability for fluorescein (330 Da) and FITC-dextran (4 and 10 kDa), indicating an opening of the paracellular barrier.
Confocal microscopy revealed a marked reduction of tricellulin in tricellular tight junctions and of claudin-5 in bicellular tight junctions.
This was not due to altered protein expression, as occludin, claudins or tricellulin were not significantly changed in Western blots.
Visualization of the translocation site of the cell membrane-impermeable marker molecule sulpho-NHS-SS-biotin (607 Da) indicated the tricellular tight junction to be the predominant pathway.
We suggest that caprate's known enhancing effect on intestinal drug uptake is based on increased permeability in tricellular cell contacts, mediated by reversible removal of tricellulin from the tricellular tight junction.
Synonyms: Sodium decanoate, capric acid sodium salt, decanoic acid sodium salt
Sodium Caprate is the sodium salt of caproic acid, a 10-carbon saturated fatty acid.
Sodium caprate is suitable for use as permeation enhancers in solid orals and other dosage forms and is approved as a food additive in both the United States and European Union.
The amphiphilic character of sodium caprate has allowed for its use as an agent for transport of molecules across cell membranes and the blood brain barrier.
Product specifications, SDSs and certifications are available under Additional Information.
Chemical Formula: C10H19NaO2
CAS Number: 1002-62-6
Molecular Weight: 194.22
Use: Nutritional Ingredient
Description: White to off-white powder
Storage: Store in a clean, dry warehouse in the original unopened containers.
Application Notes
In a chemical model system, sodium caprate has been used in 13C NMR studies of the addition of hydrophilic and hydrophobic molecules to the 1-monooleoyl glycerol/water system, to elucidate the transport of biologically active molecules.
The amphiphilic character of sodium caprate has allowed for its use as an agent for transport of molecules across cell membranes and the blood brain barrier.
Tight junction proteins and paracellular pathways in Caco-2 and T84 cell lines have been studied with sodium caprate as a probe.
Sodium caprate has also been utilized in gene transfer studies in cultured human airway epithelial cells.
Usage Statement
Unless specified otherwise, MP Biomedical's products are for research or further manufacturing use only, not for direct human use. For more information, please contact our customer service department.
Sodium Decanoate, or sodium caprate, is the sodium salt of caproic acid, a 10-carbon saturated fatty acid.
Sodium caprate has amphiphilic character and can form micelles and liquid crystalline phases in aqueous solution.
Sodium decanoate’s properties may help elucidate the transport of biologically active molecules and as a final component of a finished drug product, it may serve to enhance the bioavailability of the API.
BioSpectra’s Bio Excipient Grade of Sodium Decanoate is supported by a Type IV drug master file submitted with the FDA.
Sodium decanoate, or sodium caprate, is the sodium salt of caproic acid, a 10-carbon saturated fatty acid.
Sodium caprate has amphiphilic character and can form micelles and liquid crystalline phases in aqueous solution.
In a chemical model system, sodium caprate has been used in 13C NMR studies of the addition of hydrophilic and hydrophobic molecules to the 1-monooleoyl glycerol/water system, to elucidate the transport of biologically active molecules.
Its functions (INCI)
Cleansing : Helps to keep a clean surface
Surfactant : Reduces the surface tension of cosmetics and contributes to the even distribution of the product when it is use
Product ID : 100DEC13
CAS : 1002-62-6
Molecular formula : C10H19NaO2
MP : 235-245C
Solubility : 40-60g/L, turbid solution
Sodium caprate is a medium chain (C10) fatty acid sodium salt with amphiphilic character and can form micelles and liquid crystals.
Sodium caprate is commonly used as a permeation enhancer, heavy metal precipitant, and in liquid crystal engineering.
Sodium caprate uses and applications include: Binder, emulsifier, stabilizer, anticaking agent in foods
Suggested storage of Sodium caprate: Store in tightly closed containers in well-ventilated area 8 C.
Appearance: White crystalline
Melting point: ~240 °C (dec.)
Boiling point: 269.6 °C at 760 mmHg
Flashing point: 121.8 °C
Storage temperature: 2-8°C
Solubility: H2O: 0.1 g/mL, clear, colorless
Decanoic acid is a medium-chain saturated fatty acid.
Sodium caprate is a non-competitive antagonist at AMPA receptors that selectively reduces glutamate-induced currents in Xenopus oocytes expressing GluA2 and GluA3 subunit-containing AMPA receptors (IC50 = 0.52 mM) over those expressing GluA1 (IC50 = 2.09 mM) or GluA1 and GluA2 subunits (IC50 = 1.16 mM).
Sodium caprate inhibits epileptiform activity induced by pentylenetetrazole (Item No. 18682) or low magnesium in rat hippocampal slices.
Decanoic acid (1 mM) induces contractions in isolated guinea pig duodenum, an effect that can be blocked by the muscarinic acetylcholine receptor antagonist hyoscine, voltage-gated sodium channel inhibitor tetrodotoxin (Item Nos. 14964 | 14963), or M2 muscarinic acetylcholine receptor antagonist hexamethonium (Item No. 25505).
Sodium caprate increases the escape threshold in an orofacial mechanical stimulation test in rats when administered at a topical dose of 30% in ointment form, indicating analgesic activity.
This effect can be blocked by the muscarinic acetylcholine receptor antagonist methoctramine (Item No. 24317).
Plasma levels of decanoic acid are increased in patients with colorectal cancer when compared to patients with breast cancer or ulcerative colitis or without cancer.
IUPAC NAMES:
sodium Decanoate
sodium decanoate
sodium;decanoate
SYNONYMS:
caprinicacidsodiumsalt
sodiumdecanoicacid
DECANOIC ACID SODIUM SALT
CAPRIC ACID SODIUM SALT
capric acid sodium
N-DECANOIC ACID SODIUM SALT
N-CAPRIC ACID SODIUM SALT
SODIUM DECANOATE
SODIUM CAPRATE
SODIUM CAPRINATE
SODIUM N-DECANOATE
Capric acid sodium salt, Decanoic acid sodium salt, Sodium caprate
Decanoic acid, sodiuMsalt (1:1)
Capric acid sodium sal
Sodium Decanoate
Sodium decanoate
Sodium caprate
1002-62-6
Decanoic acid, sodium sal
Sodium caprinate
Decanoic acid sodium salt
Capric acid, sodium salt
Caprinic acid sodium salt
Sodium decanoic acid
Capric acid sodium salt
Decanoic acid, sodium salt (1:1)
UNII-4I820XKV2A
MFCD00066453
4I820XKV2A
Sodium-n-decanoate
EINECS 213-688-4
n-Capric acid sodium salt
sodium;decanoate
sodium n-decanoate
