CAS 36149-00-5

25-Hydroxy-5,6-trans-vitamin D3

Description:

25-Hydroxy-5,6-trans-vitamin D3, also known as calcifediol, is a secosteroid and an active metabolite of vitamin D3 (cholecalciferol). It plays a crucial role in calcium and phosphate metabolism, influencing bone health and immune function. This compound is characterized by its ability to bind to vitamin D receptors, facilitating the regulation of gene expression related to calcium absorption in the intestines and bone mineralization. The "5,6-trans" designation refers to the specific geometric configuration of the double bonds in its structure, which can affect its biological activity and stability. As a fat-soluble vitamin, it is typically obtained through dietary sources or synthesized in the skin upon exposure to ultraviolet light. Its levels in the blood are often measured to assess vitamin D status in individuals, particularly in cases of deficiency or related health conditions. Overall, 25-Hydroxy-5,6-trans-vitamin D3 is essential for maintaining overall health, particularly in relation to skeletal and immune system functions.

Formula: C₂₇H₄₄O₂

InChI: InChI=1/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11-,22-12+

InChI key: InChIKey=JWUBBDSIWDLEOM-PPFLGCPHSA-N

SMILES: C[C@@]12[C@](C(=C/C=C\3/C(=C)CC[C@H](O)C3)CCC1)(CC[C@@]2([C@@H](CCCC(C)(C)O)C)[H])[H]

Synonyms:

• (3beta,5E,7E)-9,10-Secocholesta-5,7,10(19)-triene-3,25-diol
• (5E,7Z)-9,10-secocholesta-5,7,10-triene-3,25-diol
• (εR,1R,3aS,7aR)-Octahydro-4-[(2E)-2-[(5S)-5-hydroxy-2-methylenecyclohexylidene]ethylidene]-α,α,ε,7a-tetramethyl-1H-indene-1-pentanol
• 1H-Indene-1-pentanol, octahydro-4-[(2E)-2-[(5S)-5-hydroxy-2-methylenecyclohexylidene]ethylidene]-α,α,ε,7a-tetramethyl-, (εR,1R,3aS,7aR)-
• 25-Hydroxy-5,6-trans-cholecalciferol
• 25-Hydroxy-5,6-trans-vitamin D3
• 25-Hydroxy-5,6-trans-vitamin D₃
• 5,6-trans-25-Hydroxycholecalciferol
• 5,6-trans-25-Hydroxyvitamin D3
• 5,6-trans-25-Hydroxyvitamin D₃
• 9,10-Secocholesta-5,7,10(19)-triene-3,25-diol, (3beta,5E,7E)-

25-Hydroxy-5,6-trans-cholecalciferol-d3

Controlled Product

CAS: 36149-00-5

Applications 25-Hydroxy-5,6-trans-cholecalciferol-d3 is labelled 25-Hydroxy-5,6-trans-cholecalciferol (H951020) which is an impurity of Calcifediol (C125700) which is a metabolite of Vitamin D.
References Morii, et al.: Arch. Biochem. Biophys., 120, 513 (1967); Blunt, et al.: Biochemistry, 7, 3317 (1968); Liu, et al.: Science, 311, 1770 (2006)

Formula: C₂₇D₃H₄₁O₂

Color and Shape: Neat

Molecular weight: 403.656

Ref: TR-H951022

25-Hydroxy-5,6-trans-cholecalciferol

Controlled Product

CAS: 36149-00-5

Formula: C₂₇H₄₄O₂

Color and Shape: Neat

Molecular weight: 400.64

Ref: TR-H951020