CAS 80-99-9

5A-cholest-7-en-3B-ol

Description:

5A-cholest-7-en-3B-ol, commonly known as cholesterol, is a sterol and an essential component of cell membranes in animals. It plays a crucial role in maintaining membrane fluidity and integrity. Cholesterol is a waxy, fat-like substance that is insoluble in water but soluble in organic solvents. It has a complex structure characterized by a four-ring core with a hydroxyl group at the 3β position, which contributes to its amphipathic nature. Cholesterol is synthesized in the liver and is also obtained from dietary sources, primarily animal products. It serves as a precursor for the synthesis of steroid hormones, bile acids, and vitamin D. While it is vital for various physiological functions, elevated levels of cholesterol in the bloodstream can lead to health issues, such as cardiovascular diseases. Cholesterol is typically measured in milligrams per deciliter in blood tests, and its levels are influenced by diet, genetics, and lifestyle factors.

Formula: C₂₇H₄₆O

InChI: InChI=1/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h10,18-21,23-25,28H,6-9,11-17H2,1-5H3/t19-,20+,21+,23-,24+,25+,26+,27-/m1/s1

InChI key: InChIKey=IZVFFXVYBHFIHY-SKCNUYALSA-N

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

Synonyms:

• (3Beta,5Alpha)-Cholest-7-En-3-Ol
• (3β,5α)-Cholest-7-en-3-ol
• 3β-Hydroxy-5α-cholest-7-ene
• 5-Alpha-Cholest-7-En-3-Beta-Ol
• 7-En-3-cholestanol
• Cholest-7-en-3-ol
• Cholest-7-en-3-ol, (3β,5α)-
• Lathosterol
• Δ⁷-Cholestenol
• γ-Cholestenol
• 5α-Cholest-7-en-3β-ol
• 5Α-CHOLEST-7-EN-3-OL
• 7-Cholesten-3-beta-ol
• 5ALPHA-CHOLEST-7-EN-3BETA-OL
• gamma-cholesterol
• 7,(5-ALPHA)-CHOLESTEN-3-BETA-OL
• (3S,5S,9R,10S,13R,14R,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
• 3beta-Hydroxy-5alpha-cholest-7-ene
• GAMMA-CHOLESTENOL
• 3BETA-HYDROXY-5ALPHA,7-CHOLESTENE
• delta(Sup7)-Cholestenol
• 3β-Hydroxy-5α,7-cholestene, Lathosterol
• Cholest-7-en-3-ol, (3beta,5alpha)-
• 10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• 3β-hydroxy-5α,7-cholestene
• (3-beta,5-alpha)-cholest-7-en-3-o
• DELTA7-Cholestenol

Cholesterol EP Impurity A

CAS: 80-99-9

Formula: C₂₇H₄₆O

Molecular weight: 386.65

Ref: ST-EA-CP-C71001

Cholest-7-en-3-ol, (3b,5a)-

CAS: 80-99-9

Formula: C₂₇H₄₆O

Purity: 90%

Color and Shape: Solid

Molecular weight: 386.6535

Ref: IN-DA0056MD

Lathosterol

CAS: 80-99-9

Lathosterol

Purity: ≥98%

Molecular weight: 386.65g/mol

Ref: 54-BUP09770

5α-Cholest-7-en-3β-ol

CAS: 80-99-9

Formula: C₂₇H₄₆O

Molecular weight: 386.65

Ref: 7W-GL7057

Cholesterol Impurity 16 (Lathosterol)

CAS: 80-99-9

Formula: C₂₇H₄₆O

Molecular weight: 386.66

Ref: 4Z-C-5359

Lathosterol

CAS: 80-99-9

Applications A Cholesterol (C432501) metabolite. Lathosterol (indicating cholesterol synthesis) and Sitosterol (indicating cholesterol absorption) also decreased with deteriorating health. Low Lathosterol, Sitosterol (S497050), and Cholesterol (C432501) predicted mortality additively and independently of each other.
References Chyou, P., et al.: Age Ageing, 29, 69 (2000), Schatz, I., et al.: Lancet, 358, 351 (2001), Bjorkman, M., et al.: Eur. J. Endocrinol., 158, 749 (2008),

Formula: C₂₇H₄₆O

Color and Shape: White To Off-White

Molecular weight: 386.65

Ref: TR-L177500

Lathosterol

Controlled Product

CAS: 80-99-9

Lathosterol is a sterol that belongs to the group of metabolites of cholesterol. It has been found to lower low-density lipoprotein cholesterol (LDL-C) and phase transition temperature. Lathosterol is synthesized in liver cells from acetate by an enzyme called 3-hydroxy-3-methylglutaryl coenzyme A reductase. Lathosterol has been shown to inhibit the activity of this enzyme, which could lead to hepatic steatosis and hypercholesterolemia in rats. Lathosterol also inhibits the transcription of enzymes related to cholesterol synthesis and decreases ATP binding cassette transporter expression in rat liver microsomes.

Formula: C₂₇H₄₆O

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 386.65 g/mol

Ref: 3D-FL24856

Lathosterol-d7

Controlled Product

CAS: 80-99-9

Formula: C₂₇D₇H₃₉O

Color and Shape: Neat

Molecular weight: 393.697

Ref: TR-L177502

Lathosterol

CAS: 80-99-9

Lathosterol, a molecule akin to cholesterol, serves as a biomarker for the body's total cholesterol synthesis, as indicated by its serum concentration.

Formula: C₂₇H₄₆O

Purity: 99.49% - 99.58%

Color and Shape: Solid

Molecular weight: 386.65

Ref: TM-T15720