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Taurodeoxycholic acid sodium salt

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Taurodeoxycholic acid sodium salt Basic information

Product Name:
Taurodeoxycholic acid sodium salt
Synonyms:
  • TAURODEOXYCHOLIC ACID SODIUM
  • TAURODEOXYCHOLIC ACID SODIUM SALT
  • Taurodeoxycholic acid sodium salt hydrate
  • SODIUM TAURODEOXYCHOLATE
  • SODIUM TAURODEOXYCHOLATE SODIUM SALT
  • SODIUM TAURODESOXYCHOLATE SODIUM SALT
  • 2-[(3ALPHA,12ALPHA-DIHYDROXY-24-OXO-5BETA-CHOLAN-24-YL)-AMINO] ETHANESULFONIC ACID SODIUM SALT
  • 5BETA-CHOLANIC ACID-3ALPHA,12ALPHA-DIOL 24-N-(2-SULFOETHYL)-AMIDE SODIUM
CAS:
1180-95-6
MF:
C26H44NNaO6S
MW:
521.69
EINECS:
214-652-0
Product Categories:
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Steroids
Mol File:
1180-95-6.mol
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Taurodeoxycholic acid sodium salt Chemical Properties

Melting point:
168 °C (dec.)(lit.)
alpha 
33 º (c=3, water)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
H2O: 0.5 M at 20 °C, clear, colorless to faintly yellow
form 
Solid
pka
1.9
color 
White to Off-White
Water Solubility 
soluble
InChIKey
YXHRQQJFKOHLAP-UROAIUCXNA-M
CAS DataBase Reference
1180-95-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
37
Safety Statements 
24/25
WGK Germany 
3
3-10
HS Code 
29242990

MSDS

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Taurodeoxycholic acid sodium salt Usage And Synthesis

Chemical Properties

white to almost white crystalline powder

Uses

Deoxycholyltaurine rescues human colon cancer cells from apoptosis by activating EGFR-dependent PI3K/Akt signaling.

in vivo

Taurodeoxycholate (1.25-5 mg/kg, p.o., 6 days) sodium salt ameliorates dextran sodium sulfate (DSS)-induced colitis in mice[9].
Taurodeoxycholate sodium salt (Taurodeoxycholic acid form, 50 mg/kg; i.p.; once daliy for 34 d) prevents neuropathology and associated behavioral deficits in the 3-nitropropionic acid rat model of Huntington's disease (HD) [10].
Taurodeoxycholate sodium salt (Taurodeoxycholic acid form, 500 mg/kg; s.c.; once every 3 d for 7 weeks) leads to a significant reduction in striatal neuropathology of the R6/2 transgenic HD mouse[11].
Taurodeoxycholate (0.5 mg/kg; i.v., once) sodium salt confers protection to C57BL/6N mice with sepsis, but does not protect TGR5 KO mice under sepsis[12].

Animal Model:A mouse colitis model (fed with 3% (w/v) DSS in drinking water for the first seven days and then switched to normal drinking water for an additional two days)[9]
Dosage:1.25, 2.5, and 5 mg/kg
Administration:Oral gavage (p.o.), from day 3 to day 8, once a day
Result:Prevented loss of body weight, shortening of the colon, production of pro-inflammatory cytokines, infiltration of pro-inflammatory cells, and mucosal ulceration in the colon.
Animal Model:Huntington's disease model in mouse[10]
Dosage:50 mg/kg
Administration: Intraperitoneal injection; once daliy for 34 d, injected 3-NP at 6 hr after Taurodeoxycholic acid treatment
Result:Reduced striatal atrophy, decreased striatal apoptosis, as well as fewer and smaller size ubiquitinated neuronal intranuclear huntingtin inclusions.
Significantly improved locomotor and sensorimotor deficits.
Animal Model:C57BL/6N mice, Lipopolysaccharides (HY-D1056) injection model of sepsis[12]
Dosage:0.5 mg/kg
Administration:Intravenous injection, 30 min or 24 h after LPS injection
Result:Improved the survival rate of mice with sepsis.
Decreased liver and kidney damage in septic mice.
Ameliorated systemic inflammation and normalized blood pressure in septic mice.

Purification Methods

The Na salt is dissolved in the smallest volume of H2O, a saturated solution of aqueous NaCl/Et2O is added and the mixture is stored at 0o for 24hours. Then shake the mixture well, keep it in the cold for another day and filter the crystals with gentle shaking, wash them with ice-cold saturated aqueous NaCl saturated with Et2O, dry them over CaCl2 and extract them with absolute EtOH. Add ~10mL of H2O to the solid followed by enough Et2O to incipient cloudiness. Store it overnight at 0o. Add ice-cold Et2O to make 250mL, collect the crystals, wash them with Et2O then pet ether and dry them in air. The purification can be repeated with NaCl and Et2O with ~85% recovery. NB: precipitation will not occur unless enough H2O is present. Its solubility in H2O is 10%. [Cortese J Am Chem Soc 59 2532 1937.] The free acid has m 141-144o. [Norman Ark Kemi 8 331 1956.] It forms mixed micelles and solubilises some membrane proteins [Hajjar et al. J Biol Chem 2 5 8 192 1983]. [Beilstein 10 IV 1611.]

Taurodeoxycholic acid sodium saltSupplier

Nanjing Endesa Bio-tech Co., Ltd. Gold
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