CAS 4651-67-6

7-Ketolithocholic acid

Description:

7-Ketolithocholic acid is a bile acid derivative that plays a role in the metabolism of lipids and the regulation of cholesterol levels in the body. It is characterized by its ketone functional group at the C7 position of the steroid nucleus, which distinguishes it from other bile acids. This compound is typically found in the bile of certain animals and is involved in the emulsification of dietary fats, facilitating their absorption in the intestines. Its structure includes a hydrophobic steroid backbone, which contributes to its amphipathic nature, allowing it to interact with both lipids and water. 7-Ketolithocholic acid may also exhibit biological activities, including potential effects on lipid metabolism and gut microbiota. As a bile acid, it is subject to enterohepatic circulation, influencing its concentration and activity in the gastrointestinal tract. Understanding its properties and functions is important for research in gastrointestinal health and metabolic disorders.

Formula: C₂₄H₃₈O₄

InChI: InChI=1S/C24H38O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-19,22,25H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,22+,23+,24-/m1/s1

InChI key: InChIKey=DXOCDBGWDZAYRQ-AURDAFMXSA-N

SMILES: C[C@@]12[C@]([C@]3([C@@]([C@]4(C)[C@](CC3=O)(C[C@H](O)CC4)[H])(CC1)[H])[H])(CC[C@@]2([C@@H](CCC(O)=O)C)[H])[H]

Synonyms:

• (3Alpha,5Beta)-3-Hydroxy-7-Oxocholan-24-Oic Acid
• (3Alpha,5Beta,8Xi,9Xi,10Xi,13Xi,14Xi,17Xi,20Xi)-3-Hydroxy-7-Oxocholan-24-Oic Acid
• (3α,5β)-3-Hydroxy-7-oxo-Cholan-24-oic acid
• (3α,5β)-3-Hydroxy-7-oxocholan-24-oic acid
• 3-Hydroxy-7-Oxocholan-24-Oic Acid
• 3Alpha-Hydroxy-7-Oxo-5Beta-Cholanic Acid
• 3alpha-Hydroxy-7-oxo-5-cholanic acid
• 3alpha-Hydroxy-7-oxo-5beta-cholic acid
• 3α-Hydroxy-7-keto-5β-cholan-24-oic acid
• 3α-Hydroxy-7-keto-5β-cholanic acid
• 3α-Hydroxy-7-oxo-5β-cholan-24-oic acid
• 3α-Hydroxy-7-oxo-5β-cholan-24-oicacid
• 3α-Hydroxy-7-oxo-5β-cholanic acid
• 3α-Hydroxy-7-oxo-5β-cholanoic acid
• 3α-Hydroxy-7-oxo-5β-cholic acid
• 5β-Cholan-24-oic acid, 3α-hydroxy-7-oxo-
• 5β-Cholanic acid, 3α-hydroxy-7-oxo-
• 5β-Cholanic acid-3α-ol-7-one
• 7-Ketochenodeoxycholic acid
• 7-Ketolithocholic acid
• 7-Oxo-3α-hydroxycholan-24-oic acid
• 7-Oxolithocholic acid
• 7-keto-Lithocholic acid
• 7K-Lca
• Cholan-24-oic acid, 3-hydroxy-7-oxo-, (3α,5β)-
• Hydroxycholanicacid
• NSC 226118
• Nutriacholic acid
• Obeticholic Acid Intermediate

3α-Hydroxy-7-oxo-5β-cholanic Acid

CAS: 4651-67-6

Formula: C₂₄H₃₈O₄

Purity: >97.0%(T)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 390.56

Ref: 3B-H0869

Ursodeoxycholic acid impurity standard

CAS: 128-13-2, 4651-67-6

Ursodeoxycholic acid impurity standard

Color and Shape: Off-White

Ref: 47-1142

7-keto Lithocholic Acid

CAS: 4651-67-6

Formula: C₂₄H₃₈O₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 390.5561

Ref: IN-DA0035ZB

Ursodeoxycholic Acid EP Impurity F

CAS: 4651-67-6

Formula: C₂₄H₃₈O₄

Color and Shape: White To Off-White Solid

Molecular weight: 390.56

Ref: 4Z-U-029

3-α-Hydroxy-7-Keto-5β-Cholanic Acid

CAS: 4651-67-6

3-α-Hydroxy-7-Keto-5β-Cholanic Acid

Purity: 98%

Molecular weight: 390.56g/mol

Ref: 54-OR1029775

7-Ketolithocholic acid

CAS: 4651-67-6

7-Ketolithocholic acid

Purity: ≥98%

Molecular weight: 390.56g/mol

Ref: 54-BUP18083

7-Oxolithocholic Acid

CAS: 4651-67-6

Formula: C24H38O4

Purity: >98%

Color and Shape: Solid

Molecular weight: 390.56

Ref: 48-65-1107

3a-Hydroxy-7-oxo-5b-cholanic acid

CAS: 4651-67-6

Purity: 95.0%

Color and Shape: Solid

Molecular weight: 390.5639953613281

Ref: 10-F242080

Nutriacholic Acid

CAS: 4651-67-6

Impurity Ursodeoxycholic Acid EP Impurity F
Applications Nutriacholic Acid (Ursodeoxycholic Acid EP Impurity F) is derivative of Lithocholic Acid (L469180), a cholic acid derivative as TGR5 modulator.
References Schneider, H., et al.: Bioorg. Med. Chem. Lett., 6, 637 (1996); Takamine, F., et al.: Microbiol. Immunol., 39, 11 (1995); Yamashita, H., et al.: Hepatol., 20, 663 (1994);

Formula: C₂₄H₃₈O₄

Color and Shape: White To Off-White

Molecular weight: 390.56

Ref: TR-N925550

Ursodeoxycholic Acid EP Impurity F

CAS: 4651-67-6

Formula: C₂₄H₃₈O₄

Molecular weight: 390.56

Ref: ST-EA-CP-U1006

Nutriacholic Acid-d5

Controlled Product

CAS: 4651-67-6

Formula: C₂₄D₅H₃₃O₄

Color and Shape: Neat

Molecular weight: 395.587

Ref: TR-N925558

3a-Hydroxy-7-oxo-5b-cholanic acid

Controlled Product

CAS: 4651-67-6

3a-Hydroxy-7-oxo-5b-cholanic acid (3OHC) is a metabolite of 7-oxo-5b-cholanate, which is synthesized from cholic acid by the bacterial strain Clostridium species. 3OHC has been shown to be a potent inhibitor of human serum primary sclerosing cholangitis, which is an inflammatory disease of the bile ducts in the liver. It functions by inhibiting the formation of hydroxyl radicals, which are reactive oxygen species that cause tissue injury. The hydroxyl group in 3OHC reacts with the sulfhydryl groups on cysteine residues in proteins and forms sulfenic acids, which react with hydrogen peroxide to form chemically stable products. 3OHC also inhibits bacterial growth by binding to DNA and inhibiting transcription and replication.

Formula: C₂₄H₃₈O₄

Purity: Min. 95%

Molecular weight: 390.56 g/mol

Ref: 3D-FH75036

7-Ketolithocholic acid

CAS: 4651-67-6

7-Ketolithocholic acid absorbs and reduces endogenous bile acid and cholesterol secretion.

Formula: C₂₄H₃₈O₄

Purity: 98.68% - 99.9%

Color and Shape: White - Almost White Solid Powder

Molecular weight: 390.56

Ref: TM-T13522