CAS 79-62-9

Dihydrolanosterol

Description:

Dihydrolanosterol, with the CAS number 79-62-9, is a sterol compound that plays a significant role in the biosynthesis of cholesterol and other sterols in various organisms. It is a precursor in the cholesterol synthesis pathway, derived from lanosterol through a series of enzymatic reactions. Dihydrolanosterol is characterized by its tetracyclic structure, which is typical of sterols, featuring four fused hydrocarbon rings. This compound is typically found in biological membranes, contributing to membrane fluidity and stability. It is also involved in the synthesis of steroid hormones and bile acids. Dihydrolanosterol is generally insoluble in water but soluble in organic solvents, reflecting its hydrophobic nature. Its biological significance extends to its role in cellular processes and potential implications in health and disease, particularly in relation to cholesterol metabolism. As a subject of study, it provides insights into the mechanisms of sterol biosynthesis and the regulation of lipid metabolism in living organisms.

Formula: C₃₀H₅₂O

InChI: InChI=1S/C30H52O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h20-22,25-26,31H,9-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1

InChI key: InChIKey=MBZYKEVPFYHDOH-BQNIITSRSA-N

SMILES: C[C@]12C3=C([C@]4(C)[C@@](CC3)(C(C)(C)[C@@H](O)CC4)[H])CC[C@]1(C)[C@@]([C@@H](CCCC(C)C)C)(CC2)[H]

Synonyms:

• (3β)-Lanost-8-en-3-ol
• 24,25-Dihydrolanosterol
• 3β-Hydroxylanost-8-ene
• 4,4,14α-Trimethyl-5α-cholest-8-en-3β-ol
• 5α-Lanost-8(9)-en-3β-ol
• 5α-Lanost-8-en-3β-ol
• Dihydrolanosterin
• Dihydrolanosterol
• Lanost-8-En-3-Ol, (3Beta,5Xi)-
• Lanost-8-en-3-ol, (3β)-
• Lanost-8-en-3β-ol
• Lanosterol, dihydro-
• Mas 414

Dihydrolanosterol

CAS: 79-62-9

Formula: C₃₀H₅₂O

Purity: 95%

Color and Shape: Liquid

Molecular weight: 428.7333

Ref: IN-DA00G4D5

24,25-Dihydro Lanosterol

CAS: 79-62-9

Formula: C₃₀H₅₂O

Molecular weight: 428.75

Ref: 4Z-L-233002

Dihydrolanosterol

CAS: 79-62-9

Dihydrolanosterol

Purity: ≥98%

Molecular weight: 428.73g/mol

Ref: 54-BUP20993

Dihydrolanosterol

CAS: 79-62-9

Dihydrolanosterol, a sterol derived from lanosterol, undergoes demethylation by cytochrome P450 14alpha-demethylase in mammals and yeast.

Formula: C₃₀H₅₂O

Purity: 98% - 99.53%

Color and Shape: Solid

Molecular weight: 428.73

Ref: TM-TN6736

Dihydrolanosterol

Controlled Product

CAS: 79-62-9

Applications Dihydrolanosterol, is a derivative of Lanosterol (L174580). It is also one of cytochrome P 450 lanosterol 14α-demethylase (CYP51), which is shown to have an important role in regulating meiosis and reproduction.
References Smiljanic, K., et. al.: Lipids, 48, 1069 (2013); Ma, L., et. al.: Food Chem., 139, 503 (2013);

Formula: C₃₀H₅₂O

Color and Shape: Neat

Molecular weight: 428.73

Ref: TR-D449855

Dihydrolanosterol

Controlled Product

CAS: 79-62-9

Dihydrolanosterol is a natural compound that inhibits the activities of a certain enzyme and is associated with cholesterol metabolism. It was shown to inhibit the activity of the enzyme lanosterol 14α-demethylase that converts lanosterol to cholesterol, which may be due to its ability to bind to the active site of this enzyme. Dihydrolanosterol has been found in human serum, suggesting it may play an important role in body formation. The inhibition of this enzyme by dihydrolanosterol leads to reduced levels of cellular cholesterol and may also have anti-inflammatory effects.
Dihydrolanosterol has been shown to inhibit the epoxidase activity in HL-60 cells, which is responsible for converting arachidonic acid into prostaglandins. This inhibition leads to reduced production of prostaglandins, which are inflammatory mediators involved in multiple diseases including asthma, arthritis, and cancer.

Formula: C₃₀H₅₂O

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 428.73 g/mol

Ref: 3D-FD65406