A taurine-conjugated form of hyocholic acid
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Taurohyocholic Acid (sodium salt)

Item No. 22669

Technical Information
Formal Name
2-[[(3α,5β,6α,7α)-3,6,7-trihydroxy-24-oxocholan-24-yl]amino]-ethanesulfonic acid, monosodium salt
CAS Number
117997-17-8
Synonyms
  • Taurohyocholate
  • Tauro-γ-muricholic Acid
  • Taurine Hyocholate
  • THCA
Molecular Formula
C26H44NO7S • Na
Formula Weight
Purity
≥95%
A lyophilized powder
DMF: 30 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/ml
SMILES
O[C@@H]1CC[C@@]2(C)[C@@]([C@@H](O)[C@@H](O)[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCC(NCCS(O)(=O)=O)=O)([H])C1.[Na+]
InChi Code
InChI=1S/C26H45NO7S.Na/c1-15(4-7-21(29)27-12-13-35(32,33)34)17-5-6-18-22-19(9-11-25(17,18)2)26(3)10-8-16(28)14-20(26)23(30)24(22)31;/h15-20,22-24,28,30-31H,4-14H2,1-3H3,(H,27,29)(H,32,33,34);/q;+1/t15-,16-,17-,18+,19+,20+,22+,23-,24+,25-,26-;/m1./s1
InChi Key
NYXROOLWUZIWRB-YOAOXILXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Taurohyocholic acid (THCA) is a taurine-conjugated form of the porcine-specific primary bile acid hyocholic acid (Item No. 20293).1 THCA inhibits precipitation of cholesterol crystals by stabilizing cholesterol in the liquid-crystalline phase.2 It prevents cholestasis and cellular necrosis induced by taurolithocholic acid (Item No. 17275) in isolated rat livers.3 THCA levels are increased in the urine of patients with hepatitis B-induced cirrhosis.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wahlström, A., Sayin, S.I., Marschall, H.-I., et alIntestinal crosstalk between bile acids and microbiota and its impact on host metabolism. Cell Metab. 24(1), 41-50 (2016).

    2. Juste, C., Catala, I., Henry, R., et alInfluence of bile salt molecular species on cholesterol crystallization from supersaturated model biles. Biochim. Biophys. Acta 1254(1), 89-97 (1995).

    3. Scholmerich, J., Kitamura, S., Baumgartner, U., et alTaurohyocholate, taurocholate, and tauroursodeoxycholate but not tauroursocholate and taurodehydrocholate counteract effects of taurolithocholate in rat liver. Res. Exp. Med. (Berl.) 190(2), 121-129 (1990).

    4. Wang, X., Xie, G., Zhao, A., et alSerum bile acids are associated with pathological progression of hepatitis B-induced cirrhosis. J. Proteome Res. 15(4), 1126-1134 (2016).