CAS 83701-16-0

(3α,5β)-3-Hydroxycholan-24-oic-2,2,4,4-d4 acid

Description:

(3α,5β)-3-Hydroxycholan-24-oic-2,2,4,4-d4 acid, with the CAS number 83701-16-0, is a deuterated derivative of a bile acid, specifically a modified form of cholanoic acid. This compound features a hydroxyl group at the 3-position and is characterized by the presence of deuterium atoms, which are isotopes of hydrogen, at specific positions in its molecular structure. The incorporation of deuterium can enhance the stability and metabolic tracking of the compound in biological studies. Typically, bile acids like this one play crucial roles in the digestion and absorption of dietary fats and fat-soluble vitamins. They also participate in various physiological processes, including cholesterol metabolism and signaling pathways. The unique structural features of this compound may make it useful in research applications, particularly in studies involving metabolic pathways or the development of pharmaceuticals. Its specific stereochemistry and isotopic labeling can provide insights into its behavior in biological systems.

Formula: C₂₄H₃₆D₄O₃

InChI: InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1/i10D2,14D2

InChI key: InChIKey=SMEROWZSTRWXGI-POXZWENPSA-N

SMILES: C[C@@]12[C@]([C@]3([C@@]([C@]4(C)[C@](CC3)(C([C@H](O)C(C4)([2H])[2H])([2H])[2H])[H])(CC1)[H])[H])(CC[C@@]2([C@@H](CCC(O)=O)C)[H])[H]

Synonyms:

• Cholan-24-oic-2,2,4,4-d4 acid, 3-hydroxy-, (3α,5β)-
• Lithocholic acid-d4
• (3α,5β)-3-Hydroxycholan-24-oic-2,2,4,4-d4 acid
• (3α,5β)-3-Hydroxycholan-24-oic Acid-d4
• Lithocholic Acid-d4 (Lithocholate-d4)
• 3α-Hydroxy-5β-cholanic Acid-d4
• 3-Hydroxycholan-24-oic Acid-d4
• Lithocholic-d4 Acid
• LITHOCHOLIC ACID (2,2,4,4-D4, 98%) 100 UG/ML IN METHANOL
• 17β-(1-Methyl-3-carboxypropyl)etiocholan-
• Lithocholic Acid-d4 MaxSpec? Standard
• 3α-Hydroxy-5β-cholan-24-oate-d4
• NSC 683770-d4
• 3α-ol-d4
• 3α-Hydroxy-5β-cholanoic Acid-d4
• LITHOCHOLIC ACID (2,2,4,4-D4, 98%)
• 3α-Hydroxycholanic Acid-d4
• 3α-Hydroxy-5β-cholan-24-oic Acid-d4
• Lithocholic acid-2,2,4,4-d4
• Lithocholic Acid-[d4] (Solution)

Lithocholic-2,2,4,4-d4 Acid

CAS: 83701-16-0

Purity: 98 atom % D

Color and Shape: White Solid

Molecular weight: 380.60

Ref: 3U-D3742

Lithocholic-2,2,4,4-d4 Acid

CAS: 83701-16-0

Formula: C₂₄H₃₆O₃D₄

Molecular weight: 380.61

Ref: 4Z-L-182

Lithocholic Acid-d5 (Major)

Controlled Product

CAS: 83701-16-0

Applications A labelled cholic acid derivative as TGR5 modulator. Found in ox bile, human bile, rabbit bile, and in ox and pig gallstones.
References Brindle, J., et al.: Nat. Med., 12, 1439 (2002), Lindon, J., et al.: Biomarkers, 9, 1 (2004), Holmes, E., et al.: Cell, 134, 714 (2008),

Formula: C₂₄H₃₅D₅O₃

Color and Shape: Neat

Molecular weight: 381.6

Ref: TR-L469183

Lithocholic Acid-d4

Controlled Product

CAS: 83701-16-0

Applications A labelled cholic acid derivative as TGR5 modulator. Found in ox bile, human bile, rabbit bile, and in ox and pig gallstones.
References Brindle, J., et al.: Nat. Med., 12, 1439 (2002), Lindon, J., et al.: Biomarkers, 9, 1 (2004), Holmes, E., et al.: Cell, 134, 714 (2008),

Formula: C₂₄₂H₄H₃₆O₃

Color and Shape: Off-White

Molecular weight: 380.60

Ref: TR-L469182

Lithocholic acid-2,2,4,4-d4

Controlled Product

CAS: 83701-16-0

Lithocholic acid-2,2,4,4-d4 (LCA) is a metabolite of the bile acid lithocholic acid. It is formed by cytochrome P450 7A1 (CYP7A1) and has been shown to have synergistic effects with other bile acids. Lithocholic acid-2,2,4,4-d4 is found in humans and animals as a major component of the microbiota. LCAs are involved in the intestinal metabolism of dietary components such as caffeine. LCAs also have metabolic effects on their own that may be due to their interaction with CYP7A1 and CYP27B1 or inhibition of cytochrome P450s 1A2 and 2D6.

Formula: C₂₄D₄H₃₆O₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 380.6 g/mol

Ref: 3D-IDA70116

Lithocholic acid-2,2,4,4-d4

CAS: 83701-16-0

Formula: C₂₄H₃₆D₄O₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 380.5972

Ref: IN-DA0056BQ