7-Dehydrocholesterol, CAS No. 434-16-2

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434-16-2

Catalog No. EBD2218012

CAS 434-16-2

Name 7-Dehydrocholesterol

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Basic Information

Synonyms: Δ5,7-cholesterol Cholesta-5,7-dien-3-ol,(3β)- 7-Dehydrocholesterol Provitamine 7,8-didehydrocholesterol cholesta-5,7-dien-3-beta-ol ProvitaminD3 cholesta-5,7-dien-3-ol (3beta)-cholesta-5,7-dien-3-ol

Molecular Formula: C27H44O

Molecular Weight: 384.64

MDL Number: MFCD00003624

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Vitamins and Coenzymes Medicinal Chemistry > Pharmaceutical Excipients > Novel and Functional Excipients

Product Description:

7-Dehydrocholesterol (7-DHC, CAS 434-16-2) is a zoosterol and a biosynthetic precursor of cholesterol. Structurally, it is a derivative of cholesterol featuring a double bond at the C7 position in the B-ring. It is naturally found in the skin and other tissues of animals. Its primary biological significance lies in its role as the immediate precursor to vitamin D3 (cholecalciferol). Upon exposure to ultraviolet (UV) B radiation from sunlight, the B-ring of 7-DHC undergoes photolysis to form previtamin D3, which then thermally isomerizes to vitamin D3. This makes 7-DHC a critical compound in endocrine and metabolic health, particularly for calcium homeostasis and bone metabolism. In research and pharmaceutical contexts, it is used as a standard for studying vitamin D synthesis, cholesterol metabolism disorders (e.g., Smith-Lemli-Opitz syndrome), and as a raw material for the industrial production of vitamin D3.

Physical Properties

Melting Point: 148-152 °C(lit.)

Boiling Point: 493.744 °C at 760 mmHg

Flash Point: 212.294 °C

Density: 1.002 g/cm3

Solubility: insoluble in water

Storage: −20°C

Analytical Data

Appearance: white to off-white fine crystalline powder