7-Dehydrocholesterol

CHF 83.00
In stock
CDX-D0331-G01010 gCHF 83.00
CDX-D0331-G02525 gCHF 166.00
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Product Details
Synonyms 7-DHC; NSC 18159; Provitamin D3; Δ7-Cholesterol; (−)-7-Dehydrocholesterol; 3β-Hydroxy-5,7-cholestadiene; 5,7-Cholestadien-3β-ol
Product Type Chemical
Properties
Formula C27H44O
MW 384.64
CAS 434-16-2
Source/Host Chemicals Synthetic
Purity Chemicals ≥95% (HPLC)
Appearance White powder.
Solubility Soluble in ethanol, chloroform or ethyl acetate. Slightly soluble in DMSO. Insoluble in water.
Identity Determined by NMR.
Declaration Manufactured by Chemodex.
Other Product Data

Click here for Original Manufacturer Product Datasheet
Our product description may differ slightly from the original manufacturers product datasheet.

InChi Key UCTLRSWJYQTBFZ-DDPQNLDTSA-N
Smiles [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
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF

Precursor of cholesterol and vitamin D3. It is reduced to cholesterol by the enzyme 3β-hydroxysterol-Δ7-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: λmax 271, 282, 293nm.

Product References

(1) T. Okano, et al.; J. Nutr. Sci. Vitaminol. 24, 47 (1978) | (2) J.c. Maziere, et al.; BBRC 100, 1299 (1981) | (3) Q. Xiong, et al.; Chem. Phys. Lipids 115, 1 (2002) | (4) A. Valencia, et al.; Free. Radic. Biol. Med. 41, 1704 (2006) | (5) M. Gelzo, et al.; Free. Radic. Biol. Med. 70, 129 (2014) | (6) W. Liu, et al.; J. Lipid. Res. 55, 329 (2014)

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