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CAS 60133-18-8

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1α,25-Dihydroxyvitamin D2

Description:
1α,25-Dihydroxyvitamin D2, also known as ergocalciferol, is a biologically active form of vitamin D2, which plays a crucial role in calcium and phosphate metabolism in the body. It is a secosteroid, meaning it has a structure derived from steroids but with a broken ring. This compound is primarily involved in regulating the absorption of calcium and phosphate in the intestines, promoting bone health and mineralization. It is synthesized in the body from ergosterol, a precursor found in fungi and yeast, upon exposure to ultraviolet light. The substance exhibits high affinity for the vitamin D receptor, influencing gene expression related to calcium homeostasis. 1α,25-Dihydroxyvitamin D2 is also important in immune function and has been studied for its potential roles in various diseases, including autoimmune disorders and certain cancers. Its solubility in organic solvents and relatively low solubility in water are notable characteristics, impacting its bioavailability and pharmacokinetics.
Formula:C28H44O3
InChI:InChI=1S/C28H44O3/c1-18(9-10-19(2)27(4,5)31)24-13-14-25-21(8-7-15-28(24,25)6)11-12-22-16-23(29)17-26(30)20(22)3/h9-12,18-19,23-26,29-31H,3,7-8,13-17H2,1-2,4-6H3/b10-9+,21-11+,22-12-/t18-,19+,23-,24-,25+,26+,28-/m1/s1
InChI key:InChIKey=ZGLHBRQAEXKACO-XJRQOBMKSA-N
SMILES:C[C@@]12[C@](\C(=C\C=C\3/C(=C)[C@@H](O)C[C@H](O)C3)\CCC1)(CC[C@@]2([C@@H](/C=C/[C@@H](C(C)(C)O)C)C)[H])[H]
Synonyms:
  • (1R,3S,5Z)-4-Methylene-5-[(2E)-2-[(1R,3aS,7aR)-octahydro-1-[(1R,2E)-5-hydroxy-1,4,5-trimethyl-2-hexen-1-yl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-1,3-cyclohexanediol
  • (1S,3R,5Z,7E,22E)-9,10-secoergosta-5,7,10,22-tetraene-1,3,25-triol
  • 1,25-Dihydroxycalciferol
  • 1,25-Dihydroxyergocalciferol
  • 1,25-Dihydroxyvitamin D<sub>2</sub>
  • 1,3-Cyclohexanediol, 4-methylene-5-[(2E)-2-[(1R,3aS,7aR)-octahydro-1-[(1R,2E)-5-hydroxy-1,4,5-trimethyl-2-hexen-1-yl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-, (1R,3S,5Z)-
  • 1alpha,25-Dihydroxycalciferol
  • 1α,25-Dihydroxycalciferol
  • 1α,25-Dihydroxyergocalciferol
  • 1α,25-Dihydroxyvitamin D<sub>2</sub>
  • See more synonyms
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