Weight | 384.648 g/mol |
---|---|
Formula | C27H44O |
Hydrogen Acceptors | 1 |
Hydrogen Donors | 1 |
Aromatic Rings | 0 |
Rotatable Bonds | 5 |
7-Dehydrocholesterol (434-16-2)
7-dehydrocholesterol, (3alpha)-isomer · 7-DHC · provitamin D(3)
Score:
#1432 in Biochemistry
,
#3399 in Biology
,
#4244 in Chemistry
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- Smith-Lemli-Opitz syndrome is caused by mutations in the 7-dehydrocholesterol reductase gene (American Journal of Human Genetics, 1998)
- Diagnosis of Smith-Lemli-Opitz syndrome by gas chromatography/mass spectrometry of 7-dehydrocholesterol in plasma, amniotic fluid and cultured skin fibroblasts. (Clinica Chimica Acta, 1995)
- A novel pathway for sequential transformation of 7-dehydrocholesterol and expression of the P450scc system in mammalian skin (FEBS Journal, 2004)
- 7-Dehydrocholesteroldependent proteolysis of HMG-CoA reductase suppresses sterol biosynthesis in a mouse model of Smith-Lemli-Opitz/RSH syndrome (Journal of Clinical Investigation, 2001)
- UVB-Induced Conversion of 7-Dehydrocholesterol to 1,25-Dihydroxyvitamin D3 in an In Vitro Human Skin Equivalent Model (Journal of Investigative Dermatology, 2001)
- Photometabolism of 7-dehydrocholesterol to previtamin D3 in skin (Biochemical and Biophysical Research Communications, 1977)
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Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - 7-dehydrocholesterol, (3alpha)-isomer
- 7-DHC
- provitamin D(3)
- 7-dehydrocholesterol, (3beta,9beta)-isomer
- 7-dehydrocholesterol, (3beta,9beta,10alpha)-isomer
- 7-dehydrocholesterol, (3beta,10alpha)-isomer
- cholesta-5,7-dien-3 beta-ol
- 7,8-didehydrocholesterol
-
SMILESCC(C)CCCC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C
-
InChIKeyUCTLRSWJYQTBFZ-UHFFFAOYSA-N
- Pubchem - 7-Dehydrocholesterol
- Wikipedia - 7-dehydrocholesterol
7-Dehydrocholesterol is a zoosterol that functions in the serum as a cholesterol precursor, and is converted to vitamin D3 in the skin, therefore functioning as provitamin-D3. The presence of this compound in human skin enables humans to manufacture vitamin D3 (cholecalciferol) from ultraviolet rays in the sun light, via an intermediate isomer pre-vitamin D3. It is also found in the milk of several mammalian species.
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