25-Hydroxytachysterol3
From DrugPedia: A Wikipedia for Drug discovery
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==Description== | ==Description== | ||
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25-Hydroxytachysterol3 is a hydroxylated derivative of tachysterol3. 25-hydroxytachysterol is converted to 25-hydroxyprevitamin D3, which is then converted to the hydroxyvitamin D3 through a thermally induced rearrangement. It is now established that, during exposure to sunlight, the cutaneous reservoir of 7-dehydrocholesterol converts to previtamin D3. Once this thermally labile previtamin is formed, it undergoes a temperature-dependent isomerization to vitamin D3 over a period of 3 days. The plasma vitamin-D binding protein preferentially translocates vitamin D3 from the skin into the circulation. During prolonged exposure to the sun, the accumulation of previtamin D3 is limited to about 10 to 15% of the original 7-dehydrocholesterol content because the previtamin photoisomerizes to 2 biologically inert photoproducts, lumisterol3 and tachysterol3. (PMID 12617640). 25-Hydroxytachysterol3 is characterized by antirachitic activity and by its ability to elevate serum calcium concentration in conditions of hypoparathyroidism. 25-Hydroxytachysterol3 can be used in the preparation of 25-hydroxydihydrotachysterol 3 (25-OH-DHT3) is considered an effective adjunct in the treatment of hypoparathyroidism, particularly where rapid action in elevating serum calcium concentration is being sought. (25-OH-DHT3) exhibits substantially greater antirachitic activity than DHT 3 | 25-Hydroxytachysterol3 is a hydroxylated derivative of tachysterol3. 25-hydroxytachysterol is converted to 25-hydroxyprevitamin D3, which is then converted to the hydroxyvitamin D3 through a thermally induced rearrangement. It is now established that, during exposure to sunlight, the cutaneous reservoir of 7-dehydrocholesterol converts to previtamin D3. Once this thermally labile previtamin is formed, it undergoes a temperature-dependent isomerization to vitamin D3 over a period of 3 days. The plasma vitamin-D binding protein preferentially translocates vitamin D3 from the skin into the circulation. During prolonged exposure to the sun, the accumulation of previtamin D3 is limited to about 10 to 15% of the original 7-dehydrocholesterol content because the previtamin photoisomerizes to 2 biologically inert photoproducts, lumisterol3 and tachysterol3. (PMID 12617640). 25-Hydroxytachysterol3 is characterized by antirachitic activity and by its ability to elevate serum calcium concentration in conditions of hypoparathyroidism. 25-Hydroxytachysterol3 can be used in the preparation of 25-hydroxydihydrotachysterol 3 (25-OH-DHT3) is considered an effective adjunct in the treatment of hypoparathyroidism, particularly where rapid action in elevating serum calcium concentration is being sought. (25-OH-DHT3) exhibits substantially greater antirachitic activity than DHT 3 | ||
==General Properties== | ==General Properties== | ||
Revision as of 13:25, 19 February 2009
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Contents |
Description
25-Hydroxytachysterol3 is a hydroxylated derivative of tachysterol3. 25-hydroxytachysterol is converted to 25-hydroxyprevitamin D3, which is then converted to the hydroxyvitamin D3 through a thermally induced rearrangement. It is now established that, during exposure to sunlight, the cutaneous reservoir of 7-dehydrocholesterol converts to previtamin D3. Once this thermally labile previtamin is formed, it undergoes a temperature-dependent isomerization to vitamin D3 over a period of 3 days. The plasma vitamin-D binding protein preferentially translocates vitamin D3 from the skin into the circulation. During prolonged exposure to the sun, the accumulation of previtamin D3 is limited to about 10 to 15% of the original 7-dehydrocholesterol content because the previtamin photoisomerizes to 2 biologically inert photoproducts, lumisterol3 and tachysterol3. (PMID 12617640). 25-Hydroxytachysterol3 is characterized by antirachitic activity and by its ability to elevate serum calcium concentration in conditions of hypoparathyroidism. 25-Hydroxytachysterol3 can be used in the preparation of 25-hydroxydihydrotachysterol 3 (25-OH-DHT3) is considered an effective adjunct in the treatment of hypoparathyroidism, particularly where rapid action in elevating serum calcium concentration is being sought. (25-OH-DHT3) exhibits substantially greater antirachitic activity than DHT 3
General Properties
*Molecular Weight
400.64
*Molecular Formula
C27H44O2
*IUPAC NAME
*Canonical Smiles
CC(CCCC(C)(C)O)C1CCC2C(=CCCC12C)C=CC1=C(C)CCCC1O
*Isomeric Smiles
C[C@H](CCCC(C)(C)O)[C@H]1CCC2C(=CCC[C@]12C)C=CC1=C(C)CCCC1O
PhysioChemical Properties
*Melting Point
*LogP
*Water Solubility
External Links
- [1]Human Metabolome DataBase
