30800

7-Dehydrocholesterin

≥95.0% (HPLC)

• Synonym(e): (−)-7-Dehydrocholesterin, 3β-Hydroxy-5,7-cholestadien, 5,7-Cholestadien-3β-ol, Provitamin D₃
• Empirische Formel (Hill-System): C₂₇H₄₄O
• CAS-Nummer: 434-16-2
• Molekulargewicht: 384.64
• Beilstein: 2224615
• EG-Nummer: 207-100-5
• MDL-Nummer: MFCD00003624
• UNSPSC-Code: 12352211
• eCl@ss: 39023139
• PubChem Substanz-ID: 57648485
• NACRES: NA.79

Eigenschaften

• Biologische Quelle: synthetic
• Assay: ≥95.0% (HPLC)
• Form: powder or crystals
• Optische Aktivität: [α]20/D -115±8°, c = 1% in chloroform
• Farbe: white to faint yellow
• mp (Schmelzpunkt): 148-152 °C (lit.)
• Lagertemp.: −20°C
• SMILES String: [H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C
• 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
• InChIKey: UCTLRSWJYQTBFZ-DDPQNLDTSA-N

Beschreibung

Allgemeine Beschreibung

7-Dehydrocholesterol (7-DHC), a 5,7-conjugated diene sterol is a biosynthetic precursor of cholesterol. It helps in the production of vitamin D₃ when exposed to ultraviolet B (UVB) radiation.

Anwendung

7-Dehydrocholesterol has been used as an internal standard to determine sterols.

Biochem./physiol. Wirkung

Down-regulates cholesterol biosynthesis in cultured Smith-Lemi-Opitz syndrome skin fibroblasts.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)