CAS 547-96-6

5β-Cholestane-3α,7α,12α-triol

Description:

5β-Cholestane-3α,7α,12α-triol, with the CAS number 547-96-6, is a sterol compound derived from cholesterol. It is characterized by a steroid nucleus with a specific arrangement of hydroxyl groups at the 3α, 7α, and 12α positions, which contributes to its unique chemical properties. This triol is typically found in certain biological systems and can play a role in various biochemical processes. Its structure includes four fused hydrocarbon rings, characteristic of steroids, and it is hydrophobic due to its extensive hydrocarbon framework, although the hydroxyl groups impart some degree of hydrophilicity. The presence of multiple hydroxyl groups can influence its solubility and reactivity, making it relevant in studies of lipid metabolism and cellular signaling. Additionally, 5β-Cholestane-3α,7α,12α-triol may have implications in pharmacology and biochemistry, particularly in the context of cholesterol metabolism and related disorders.

Formula: C₂₇H₄₈O₃

InChI: InChI=1S/C27H48O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h16-25,28-30H,6-15H2,1-5H3/t17-,18+,19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1

InChI key: InChIKey=RIVQQZVHIVNQFH-XJZYBRFWSA-N

SMILES: O[C@H]1[C@]2([C@]3([C@@](C)([C@@]([C@@H](CCCC(C)C)C)(CC3)[H])[C@@H](O)C[C@@]2([C@]4(C)[C@](C1)(C[C@H](O)CC4)[H])[H])[H])[H]

Synonyms:

• Trihydroxycoprostane
• (3alpha,5beta,7alpha,12alpha)-Cholestane-3,7,12-triol
• 5β-Cholestane-3α,7α,12α-triol
• 3α,7α,12α-Trihydroxycoprostane
• Cholestane-3,7,12-triol, (3α,5β,7α,12α)-
• (3α,5β,7α,12α)-Cholestane-3,7,12-triol

Trihydroxycoprostane

Controlled Product

CAS: 547-96-6

Applications A sterol, similar to cholesterol and is a substrate for the sterol 27-hydroxylase enzyme in the bile salt synthetic pathway. The accumulation of this compound in urine can manifest as jaundice or, in more extreme cases, is a sign of Xanthomatosis.
References Honda, A., et al.: J. Biol. Chem., 276, 34579 (2001), Krasowski, M., et al.: Mol. Endocrinol., 19, 1720 (2005), Mast, N., et al.: Biochem., 45, 4396 (2006),

Formula: C₂₇H₄₈O₃

Color and Shape: Neat

Molecular weight: 420.67

Ref: TR-T795150

Trihydroxycoprostane-d7

Controlled Product

CAS: 547-96-6

Applications Isotope labelled Trihydroxycoprostane analog, a sterol similar to cholesterol and is a substrate for the sterol 27-hydroxylase enzyme in the bile salt synthetic pathway.
References Honda, A., et al.: J. Biol. Chem., 276, 34579 (2001), Krasowski, M., et al.: Mol. Endocrinol., 19, 1720 (2005), Mast, N., et al.: Biochem., 45, 4396 (2006),

Formula: C₂₇D₇H₄₁O₃

Color and Shape: Neat

Molecular weight: 427.71

Ref: TR-T795152

Trihydroxycoprostane

Controlled Product

CAS: 547-96-6

Trihydroxycoprostane is a natural compound and metabolite of cholesterol. It is produced by the microsomal cytochrome P450 enzymes in the liver, where it is converted to dihydroxycoprostane. Trihydroxycoprostane has been found to be a precursor of acid formation in humans, which may be due to its conversion to p-hydroxyphenylacetaldehyde and then to p-hydroxyphenylacetic acid. The uptake, metabolism and excretion of trihydroxycoprostanes have been studied in human liver cells and rat liver microsomes. This study found that trihydroxycoprostanes are metabolized by 3β-HSD or 3α-HSD and converted into dihydroxycoprostanes. Trihydroxycoprostane has also been shown to increase serum levels of alanine and urea nitrogen, but does not affect cholesterol levels in rats with cerebrotendinous xanthomat

Formula: C₂₇H₄₈O₃

Purity: Min. 95%

Molecular weight: 420.67 g/mol

Ref: 3D-FT28498

Trihydroxycoprostane

CAS: 547-96-6

Formula: C₂₇H₄₈O₃

Molecular weight: 420.67

Ref: ST-EA-CP-C71067