7-Dehydrocholesterol

7-DHC; NSC 18159; Provitamin D3; Delta7-Cholesterol; (-)-7-Dehydrocholesterol; 3beta-Hydroxy-5,7-cholestadiene; 5,7-Cholestadien-3beta-ol

White powder.

434-16-2

32160000

liquid

Keep cool and dry.Protect from light and moisture.

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

UCTLRSWJYQTBFZ-DDPQNLDTSA-N

Chemical. CAS: 434-16-2. Formula: C27H44O. MW: 384.64. Synthetic Precursor of cholesterol and vitamin D3. It is reduced to cholesterol by the enzyme 3beta-hydroxysterol-Delta7-reductase (DHCR7) in the last step of cholesterol biosynthesis. Mutations in the gene encoding DHCR7 lead to increased levels of 7-DHC and the neurodevelopmental syndrome Smith-Lemli-Opitz syndrome (SLOS). 7-DHC is used as a biomarker for SLOS screenings. Inhibits human fibroblast sphingomyelinase. Shown to have cytotoxic effects on melanoma cells. In skin, photolysis of 7-DHC by ultraviolet light produces vitamin D3. UV/Vis: lambdamax 271, 282, 293nm.

MFCD00003624

C27H44O

384.64

Vial

Precursor of cholesterol and vitamin D3. It is reduced to cholesterol by the enzyme 3beta-hydroxysterol-Delta7-reductase (DHCR7) in the last step of cholesterol biosynthesis. Mutations in the gene encoding DHCR7 lead to increased levels of 7-DHC and the neurodevelopmental syndrome Smith-Lemli-Opitz syndrome (SLOS). 7-DHC is used as a biomarker for SLOS screenings. Inhibits human fibroblast sphingomyelinase. Shown to have cytotoxic effects on melanoma cells. In skin, photolysis of 7-DHC by ultraviolet light produces vitamin D3. UV/Vis: lambdamax 271, 282, 293nm.

>95% (HPLC)

[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

Soluble in ethanol, chloroform or ethyl acetate. Slightly soluble in DMSO. Insoluble in water.

Synthetic

Non-hazardous

Biochemical Reagents

12352200

Stable for at least 2 years after receipt when stored at -20°C.