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TAUROCHOLIC ACID

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TAUROCHOLIC ACID Basic information

Product Name:
TAUROCHOLIC ACID
Synonyms:
  • TAUROCHOLIC ACID
  • 2-((3-alpha,7-alpha,12-alpha-trihydroxy-24-oxo-5-beta-cholan-24-yl)amino)ethan
  • 3,7,12-Trihydroxy-5-cholan-24-oicacid24-taurineamide
  • 5-BETA-CHOLANIC ACID-3-ALPHA, 7-ALPHA, 12-ALPHA-TRIOL N-(2-SULPHOETHYL)-AMIDE
  • n-choloyltaurine
  • -oxocholan-24-yl]amino]-
  • taurocholate
  • 2-[[(3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]ethanesulphonic acid
CAS:
81-24-3
MF:
C26H45NO7S
MW:
515.7
EINECS:
201-336-2
Product Categories:
  • Miscellaneous Natural Products
  • 81-24-3
Mol File:
81-24-3.mol
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TAUROCHOLIC ACID Chemical Properties

Melting point:
125°C (rough estimate)
alpha 
D18 +38.8° (c = 2 in alcohol)
Density 
1.0902 (rough estimate)
refractive index 
1.5650 (estimate)
storage temp. 
Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility 
Ethanol (Slightly), Methanol (Slightly)
pka
1.4(at 25℃)
form 
Solid
color 
White to Off-White
Stability:
Hygroscopic
InChIKey
WBWWGRHZICKQGZ-HUIPPMCRNA-N
LogP
0.247 (est)
EPA Substance Registry System
Ethanesulfonic acid, 2-[[(3.alpha.,5.beta.,7.alpha.,12.alpha.)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]- (81-24-3)
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Safety Information

Hazardous Substances Data
81-24-3(Hazardous Substances Data)
Toxicity
LD50 in newborn rats: 380 mg/kg (Klaassen)
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TAUROCHOLIC ACID Usage And Synthesis

Chemical Properties

Crystals. Stable in air. Freely soluble in water; soluble in alcohol, almost insoluble in ether and ethyl acetate.

Uses

Taurocholic Acid is a choleretic steroid useful for the quantification of conjugated bile acids.

Uses

anti-inflammatory

Definition

ChEBI: A bile acid taurine conjugate of cholic acid that usually occurs as the sodium salt of bile in mammals.

in vivo

Taurocholic acid can induce stress-induced gastric injury models[3].

Induction of stress-induced gastric injury[3]
Background
Both in humans and experimental animals, Taurocholic acid irritates the gastric mucosa and causes the reverse diffusion of acid through the broken barrier[3].
Specific Modeling Methods
Rat: Donryu strain rats ? male ? 230-240 g &bull
Administration: 30-300 mg/kg ? p.o ? single dose.
Note
After rats have fasted for 24 hours, their pylorus is ligated under ether anesthesia. Fifteen minutes after pylorus ligation, medication is administered to the rats.
The pylorus-ligated rats are then placed in cages with restricted movement.
Subsequently, the cages are immersed in a water bath maintained at 23°C until the water level reaches the xiphoid process of the rats, lasting for 7 hours.
Seven hours later, the animals are sacrificed under ether anesthesia, and the stomach of each animal is removed. The gastric contents are collected through the esophagus and analyzed for volume and acidity.
Modeling Indicators
Molecular Changes: Significant reductions in acidity and pepsin activity were observed, along with an increase in Na+ concentration. However, there was no effect on gastric juice volume or K+ concentration.
Correlated Product(s): Aspirin (HY-14654)
Opposite Product(s): L-Glutamine (HY-N0390)

Animal Model:C57BL/6 mice[2]
Dosage:100-mg/kg
Administration:oral gavage, for 2 weeks after tail vein injection with rAAV8-1.3HBV for 6 weeks
Result:Reduced the percentage of NK and CD3+CD8+ T cells.
Increases serum HBsAg, HBeAg, and HBV DNA levels.

IC 50

Microbial Metabolite; Human Endogenous Metabolite

Purification Methods

Crystallise the acid from EtOH/EtOAc/Et2O (amorphous m 125o) or EtOH/Et2O [Josephson Biochem J 29 1484 1935]. The sodium salt (hydrate) [312693-83-7, 345909-26-4 (xH2O)] crystallises from aqueous EtOH/Et2O with m 231-232o, [] D 23 +25.2o (c 1, H2O); and has max (H2SO4) at 303, 389 and 480nm. [Beilstein 10 III 2177, 10 IV 2078.]

TAUROCHOLIC ACID Preparation Products And Raw materials

Preparation Products

TAUROCHOLIC ACIDSupplier

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