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Taurochenodeoxycholic acid sodium salt

Alias: Taurochenodeoxycholic acid sodium salt
Cat No.:V38710 Purity: ≥98%
Taurochenodeoxycholic acid sodium, thesodium salt ofTaurochenodeoxycholic acid, is a naturally occuring bile salt produced in the liver of animals/humans used as a detergent for the solubilization of lipids and membrane-bound proteins.
Taurochenodeoxycholic acid sodium salt
Taurochenodeoxycholic acid sodium salt Chemical Structure CAS No.: 6009-98-9
Product category: Apoptosis
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
250mg
500mg
1g
Other Sizes

Other Forms of Taurochenodeoxycholic acid sodium salt:

  • Taurochenodeoxycholic acid
  • Taurochenodeoxycholic acid-d9 sodium (12-Deoxycholyltaurine-d9 sodium)
  • Taurochenodeoxycholic acid-d4 sodium (12-Deoxycholyltaurine-d4 (sodium))
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description

Taurochenodeoxycholic acid sodium, the sodium salt of Taurochenodeoxycholic acid, is a naturally occuring bile salt produced in the liver of animals/humans used as a detergent for the solubilization of lipids and membrane-bound proteins. Additionally, it has the ability to solubilize fats in the small intestine. Taurochenodeoxycholic acid sodium can cause apoptosis and has anti-inflammatory and immunomodulatory properties.

Biological Activity I Assay Protocols (From Reference)
Targets
Microbial Metabolite; Human Endogenous Metabolite
ln Vitro
Taurochenodeoxycholic acid (12-Deoxycholyltaurine) sodium significantly increases the apoptosis rate of NR8383 cells in a concentration-dependent manner. Taurochenodeoxycholic acid sodium, meanwhile, significantly boosts PKC mRNA levels and activities and raises JNK, caspase-3, and caspase-8 mRNA expression levels and activities[1].
ln Vivo
Taurochenodeoxycholic acid (12-Deoxycholyltaurine; TCDCA; 0.05, 0.1g/kg) sodium lowers the pulmonary coefficient in model mice and lessens the pathological damage to their lungs. It can also lower the expression levels of TNF-α and TIMP-2 in pulmonary tissues in pulmonary fibrosis mice, but it has no appreciable effects on MMP2[2]. Taurochenodeoxycholic acid sodium prevents indomethacin-induced increases in the biliary contents of secondary bile acids and hydrophobicity index and significantly normalizes the clinical inflammatory parameters. It also tends to lessen intestinal inflammation[3]. Taurochenodeoxycholic acid sodium significantly reduces polyarthritis index and paw swelling in AA rats, increases thymus and spleen loss body weight, and corrects radiologic changes. All TCDCA-treated rats have significantly decreased levels of serum and synovium tissue TNF-α, IL-1β, and IL-6 mRNA expression and overproduction[4].
Cell Assay
Our former studies have suggested that taurochenodeoxycholic acid (TCDCA) as a signaling molecule shows obvious anti-inflammatory and immune regulation properties. In this research, we tentatively explored the potential effects and the possible mechanism that involve in the apoptotic process in NR8383 cells induced by TCDCA. Using flow cytometry analysis, we evaluated the apoptosis rate. Gene expression levels were determined by qPCR. The expressions of protein kinase C (PKC), Jun N-terminal kinase (JNK) and their phosphorylation were measured by Western Blot. We observed the activities of caspase-3 and caspase-8 with Caspase-Glo® regent. The results demonstrated that TCDCA dramatically improved the apoptosis rate of NR8383 cells in a concentration-dependent manner. In the meantime, PKC mRNA levels and activities were significantly augmented by TCDCA treatments. In addition, JNK, caspase-3 and caspase-8 mRNA expression levels and activities were increased by TCDCA, while they were markedly decreased by specific inhibitors. We conclude that TCDCA contributes to the apoptosis through the activation of the caspase cascade in NR8383 cells, and the PKC/JNK signaling pathway may be involved in this process. These results indicate that TCDCA may be a latent effective pharmaceutical product for apoptosis-related diseases [1].
References

[1]. Taurochenodeoxycholic acid induces NR8383 cells apoptosis via PKC/JNK-dependent pathway. Eur J Pharmacol. 2016 Sep 5;786:109-15.

[2]. The effects of taurochenodeoxycholic acid in preventing pulmonary fibrosis in mice. Pak J Pharm Sci. 2013 Jul;26(4):761-5.

[3]. Taurochenodeoxycholic acid ameliorates and ursodeoxycholic acid exacerbates small intestinal inflammation. Am J Physiol. 1997 May;272(5 Pt 1):G1249-57.

[4]. Effects of taurochenodeoxycholic acid on adjuvant arthritis in rats. Int Immunopharmacol. 2011 Dec;11(12):2150-8.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C26H44NNAO6S
Molecular Weight
521.68
Exact Mass
521.27870358
CAS #
6009-98-9
Related CAS #
Taurochenodeoxycholic acid;516-35-8;Taurochenodeoxycholic acid-d9 sodium;2483832-00-2;Taurochenodeoxycholic acid-d5 sodium;Taurochenodeoxycholic acid-d4-1 sodium;Taurochenodeoxycholic acid-d4 sodium;2410279-85-3
Appearance
Off-white to light yellow solid
Density
1.164 g/mL at 25 °C
Boiling Point
215 °C
Flash Point
195 °F
Index of Refraction
1.558
LogP
4.53
tPSA
135.14
SMILES
C[C@H](CCC(=O)NCCS(=O)(=O)[O-])[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)C.[Na+]
InChi Key
IYPNVUSIMGAJFC-HLEJRKHJSA-M
InChi Code
InChI=1S/C26H45NO6S.Na/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29;/h16-22,24,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33);/q;+1/p-1/t16-,17+,18-,19-,20+,21+,22-,24+,25+,26-;/m1./s1
Chemical Name
sodium;2-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]ethanesulfonate
Synonyms
Taurochenodeoxycholic acid sodium salt
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

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
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)
DMSO: ~100 mg/mL (~191.7 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (3.99 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 20.8 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: ≥ 2.08 mg/mL (3.99 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 20.8 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.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (3.99 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 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.9169 mL 9.5844 mL 19.1688 mL
5 mM 0.3834 mL 1.9169 mL 3.8338 mL
10 mM 0.1917 mL 0.9584 mL 1.9169 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.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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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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