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CAS 61954-91-4

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1α,25-Dihydroxy-7-dehydrocholesterol

Description:
1α,25-Dihydroxy-7-dehydrocholesterol, also known as calcitriol, is a biologically active form of vitamin D3 that plays a crucial role in calcium and phosphate metabolism in the body. It is characterized by its ability to regulate gene expression and influence cellular processes, particularly in bone health and immune function. This compound is a secosteroid, meaning it has a steroid-like structure with a broken ring, which is essential for its biological activity. It is synthesized in the kidneys from its precursor, 25-hydroxyvitamin D, and is known for its high affinity for the vitamin D receptor (VDR), facilitating its action in various tissues. The substance is typically administered in clinical settings to treat conditions related to vitamin D deficiency, such as rickets and osteomalacia. Its solubility in organic solvents and limited solubility in water are notable physical properties, influencing its formulation and delivery in therapeutic applications. Overall, 1α,25-Dihydroxy-7-dehydrocholesterol is vital for maintaining mineral homeostasis and supporting overall health.
Formula:C27H44O3
InChI:InChI=1/C27H44O3/c1-17(7-6-13-25(2,3)30)21-10-11-22-20-9-8-18-15-19(28)16-24(29)27(18,5)23(20)12-14-26(21,22)4/h8-9,17,19,21-24,28-30H,6-7,10-16H2,1-5H3/t17-,19-,21-,22+,23+,24+,26-,27+/m1/s1
InChI key:InChIKey=ULTFRKKCCDVVGE-VMVOXKIBSA-N
SMILES:C[C@@]12[C@@]3(C([C@]4([C@](C)(CC3)[C@@]([C@@H](CCCC(C)(C)O)C)(CC4)[H])[H])=CC=C1C[C@@H](O)C[C@@H]2O)[H]
Synonyms:
  • (1α,3β)-Cholesta-5,7-diene-1,3,25-triol
  • 1α,25-Dihydroxy-7-dehydrocholesterol
  • 1α,3β,25-Trihydroxycholesta-5,7-diene
  • Cholesta-5,7-diene-1,3,25-triol, (1alpha,3beta)-
  • Cholesta-5,7-diene-1,3,25-triol, (1α,3β)-
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