Chemodex

7-Dehydrocholesterol

CHF 88.00

In stock

CDX-D0331-G01010 gCHF 88.00

CDX-D0331-G02525 gCHF 177.00

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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

Product-specific References

Description

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. Recently, 7-Dehydrocholesterol has been shown to inhibit ferroptosis by blocking oxidation of phospholipids, which is the cause of ferroptosis.

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) | (7) F. Porto Freitas, et al.; Nature (epub ahead of print) (2024)

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