CAS 434-16-2

7-Dehydrocholesterol

Description:

7-Dehydrocholesterol, with the CAS number 434-16-2, is a sterol and a precursor in the biosynthesis of cholesterol. It is characterized by its molecular formula C27H44O and features a structure that includes a steroid nucleus with a double bond at the 7th carbon position. This compound is a colorless, crystalline solid that is insoluble in water but soluble in organic solvents. 7-Dehydrocholesterol plays a crucial role in the human body, particularly in the skin, where it can be converted to vitamin D3 upon exposure to ultraviolet light. This conversion is vital for calcium metabolism and bone health. Additionally, 7-dehydrocholesterol is used in various biochemical and pharmaceutical applications, including research on cholesterol metabolism and the synthesis of steroid hormones. Its unique properties and biological significance make it an important compound in both biochemistry and medicine.

Formula: C₂₇H₄₄O

InChI: InChI=1S/C27H44O/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/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1

InChI key: InChIKey=UCTLRSWJYQTBFZ-DDPQNLDTSA-N

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

Synonyms:

• (3Beta)-Cholesta-5,7-Dien-3-Ol
• (3β)-Cholesta-5,7-dien-3-ol
• 5,7-Cholestandien-3β-ol
• 7,8-Didehidrocolesterol
• 7,8-Didehydrocholesterol
• 7-Dehydrocholesterin
• Cholesta-5,7-Dien-3-Beta-Ol
• Cholesta-5,7-Dien-3-Ol
• Cholesta-5,7-dien-3-ol, (3β)-
• Cholesta-5,7-dien-3β-ol
• Cholesterol, 7-dehydro-
• Dehydrocholesterol
• Nsc 18159
• Provitamin D3
• Provitamin D₃
• Provitamine
• Δ5,7-Cholestadien-3β-ol
• Δ7-Cholesterol
• Δ^5,7-Cholestadien-3β-ol
• Δ⁷-Cholesterol

7-Dehydrocholesterol ((3S,9S,10R,13R,14R,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol)

CAS: 434-16-2

Provitamins

Formula: C₂₇H₄₄O

Color and Shape: Off-White Solid

Molecular weight: 384.33922

Ref: 45-1A02070

(3β)-Cholesta-5,7-dien-3-ol

CAS: 434-16-2

Formula: C₂₇H₄₄O

Purity: 95%

Color and Shape: Solid

Molecular weight: 384.6377

Ref: IN-DA0037HD

7-Dehydrocholesterol

CAS: 434-16-2

7-Dehydrocholesterol

Purity: ≥98%

Molecular weight: 384.64g/mol

Ref: 54-BUP14706

7-Dehydrocholesterol

CAS: 434-16-2

Formula: C₂₇H₄₄O

Purity: ≥ 95.0% (dried basis)

Color and Shape: White, off-white or faint yellow powder or crystals

Molecular weight: 384.64

Ref: 7W-GL8522

Cholecalciferol EP Impurity B (3-β-7-Dehydro Cholesterol)

CAS: 434-16-2

Formula: C₂₇H₄₄O

Molecular weight: 384.65

Ref: 4Z-C-5121

7-Dehydrocholesterol

CAS: 434-16-2

7-Dehydrocholesterol

Purity: 95%

Molecular weight: 384.64g/mol

Ref: 54-OR1012072

7-Dehydrocholesterol

CAS: 434-16-2

Formula: C27H44O

Purity: >90%

Color and Shape: Solid

Molecular weight: 384.64

Ref: 48-60-1471

Cholesta-5,7-dien-3β-ol (7,8-Didehydrocholesterol; Provitamin D3)

Controlled Product

CAS: 434-16-2

Formula: C₂₇H₄₄O

Color and Shape: Neat

Molecular weight: 384.64

Ref: 86-MM0249.02

7-Dehydrocholesterol

CAS: 434-16-2

7-Dehydrocholesterol (Provitamin D3) down-regulates cholesterol biosynthesis in cultured Smith-Lemi-Opitz syndrome skin fibroblasts.

Formula: C₂₇H₄₄O

Purity: 99.23%

Color and Shape: Solid

Molecular weight: 384.64

Ref: TM-T4923

(3β)-7-Dehydro Cholesterol

Controlled Product

CAS: 434-16-2

Formula: C₂₇H₄₄O

Color and Shape: White To Yellow

Molecular weight: 384.64

Ref: TR-D229455

7-Dehydrocholesterol - min 95%

Controlled Product

CAS: 434-16-2

7-Dehydrocholesterol is a cholesterol precursor that is synthesized in the skin and liver. It is also found in other tissues, including the brain, where it is converted to cholesterol. 7-Dehydrocholesterol can be used as an indicator of sterol metabolism because its concentration reflects the rate of cholesterol production by the body. The kinetics of 7-dehydrocholesterol are similar to those of cholesterol, and it has been used as a marker for measuring cholesterol synthesis rates in humans. Skin cells contain 7-dehydrocholesterol, which may be important for skin cancer prevention. 7-Dehydrocholesterol has also been shown to be effective in reducing autoimmune diseases such as lupus erythematodes and bowel diseases such as Crohn's disease, although further research is needed.

Formula: C₂₇H₄₄O

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 384.64 g/mol

Ref: 3D-FD165801

7-Dehydrocholesterol

Controlled Product

CAS: 434-16-2

7-Dehydrocholesterol is a sterol found in cells. It is the immediate precursor of cholesterol, which is synthesized from 7-dehydrocholesterol by the enzyme 7-dehydrocholesterol reductase. This compound has been shown to be an important regulator of mitochondrial membrane potential and ATP synthesis in neuro2a cells. Furthermore, 7-dehydrocholesterol has been shown to have therapeutic effects on metabolic disorders, skin cancer, and polymerase chain reactions. It also has receptor activity and enzyme activities that are not yet well understood. The untreated group had higher levels of 7-dehydrocholesterol than the treated group.

Formula: C₂₇H₄₄O

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 384.64 g/mol

Ref: 3D-FD20900

(3S,9S,10R,13R,14R,17R)-10,13-Dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

CAS: 434-16-2

Purity: 97%

Molecular weight: 384.6480103

Ref: 10-F868697

3-β-7-Dehydro Cholesterol

CAS: 434-16-2

Formula: C₂₇H₄₄O

Molecular weight: 384.64

Ref: ST-EA-CP-C71006