Molecular structure of 7-Dehydrocholesterol, CAS Number: 434-16-2
7-Dehydrocholesterol (CAS 434-16-2)
See product citations (4)
Alternate Names:
Provitamin D3
Application:
7-Dehydrocholesterol is a down-regulator of cholesterol synthesis
CAS Number:
434-16-2
Purity:
≥90%
Molecular Weight:
384.64
Molecular Formula:
C27H44O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Product Citations
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
7-Dehydrocholesterol is involved in the synthesis of vitamin D3.It is converted to pre-vitamin D3, which then undergoes a thermal isomerization to form vitamin D3. This process occurs in the epidermis for maintaining adequate levels of vitamin D.7-Dehydrocholesterol plays a role in the skin′s response to sunlight, as it is the precursor to vitamin D3, which is important for calcium absorption.Its mechanism of action involves the photochemical conversion to pre-vitamin D3, followed by a thermal isomerization to form the active vitamin D3. This molecular process is a key step in the ability to produce vitamin D in response to sunlight exposure.
7-Dehydrocholesterol (CAS 434-16-2) References
- 7-Dehydrocholesterol metabolites produced by sterol 27-hydroxylase (CYP27A1) modulate liver X receptor activity. | Endo-Umeda, K., et al. 2014. J Steroid Biochem Mol Biol. 140: 7-16. PMID: 24269243
- On the formation of 7-ketocholesterol from 7-dehydrocholesterol in patients with CTX and SLO. | Björkhem, I., et al. 2014. J Lipid Res. 55: 1165-72. PMID: 24771866
- Tunneling in tocopherol-mediated peroxidation of 7-dehydrocholesterol. | Muchalski, H., et al. 2015. Org Biomol Chem. 13: 1249-53. PMID: 25435103
- Targeting 7-Dehydrocholesterol Reductase Integrates Cholesterol Metabolism and IRF3 Activation to Eliminate Infection. | Xiao, J., et al. 2020. Immunity. 52: 109-122.e6. PMID: 31882361
- 7-dehydrocholesterol suppresses melanoma cell proliferation and invasion via Akt1/NF-κB signaling. | Liu, J., et al. 2020. Oncol Lett. 20: 398. PMID: 33193858
- Voltammetry of 7-dehydrocholesterol as a new and useful tool for Smith-Lemli-Opitz syndrome diagnosis. | Klouda, J., et al. 2021. Talanta. 229: 122260. PMID: 33838771
- Compartmentalized Reconstitution of Post-squalene Pathway for 7-Dehydrocholesterol Overproduction in Saccharomyces cerevisiae. | Guo, XJ., et al. 2021. Front Microbiol. 12: 663973. PMID: 34093477
- Engineered yeast for efficient de novo synthesis of 7-dehydrocholesterol. | Qu, L., et al. 2022. Biotechnol Bioeng. 119: 1278-1289. PMID: 35128633
- 7-Dehydrocholesterol Encapsulated Polymeric Nanoparticles As a Radiation-Responsive Sensitizer for Enhancing Radiation Therapy. | Delahunty, I., et al. 2022. Small. 18: e2200710. PMID: 35304816
- Desmosterol and 7-dehydrocholesterol concentrations in post mortem brains of depressed people: The role of trazodone. | Cenik, B., et al. 2022. Transl Psychiatry. 12: 139. PMID: 35379782
- Measurement of 7-dehydrocholesterol and cholesterol in hair can be used in the diagnosis of Smith-Lemli-Opitz syndrome. | Luo, Y., et al. 2022. J Lipid Res. 63: 100228. PMID: 35577137
- Modular remodeling of sterol metabolism for overproduction of 7-dehydrocholesterol in engineered yeast. | Xiu, X., et al. 2022. Bioresour Technol. 360: 127572. PMID: 35792326
- Reengineering of 7-dehydrocholesterol biosynthesis in Saccharomyces cerevisiae using combined pathway and organelle strategies. | Wei, W., et al. 2022. Front Microbiol. 13: 978074. PMID: 36016783
- Ergosterol increases 7-dehydrocholesterol, a cholesterol precursor, and decreases cholesterol in human HepG2 cells. | Kuwabara, N., et al. 2022. Lipids. 57: 303-311. PMID: 36098332
- 7-Dehydrocholesterol-derived oxysterols cause neurogenic defects in Smith-Lemli-Opitz syndrome. | Tomita, H., et al. 2022. Elife. 11: PMID: 36111785
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
7-Dehydrocholesterol, 1 g | sc-214398 | 1 g | $28.00 | |||
7-Dehydrocholesterol, 5 g | sc-214398A | 5 g | $57.00 | |||
7-Dehydrocholesterol, 10 g | sc-214398B | 10 g | $149.00 | |||
7-Dehydrocholesterol, 25 g | sc-214398C | 25 g | $222.00 | |||
7-Dehydrocholesterol, 50 g | sc-214398D | 50 g | $448.00 |