17943

(24R)-24,25-Dihydroxyvitamin D₃

≥98% (vitamin + pre-vitamin, HPLC)

• Synonym(s): (24R)-,24,25-Dihydroxycholecalciferol, Secalciferol
• Empirical Formula (Hill Notation): C₂₇H₄₄O₃
• CAS Number: 55721-11-4
• Molecular Weight: 416.64
• Beilstein/REAXYS Number: 4567039
• MDL number: MFCD00941417
• UNSPSC Code: 12352205
• PubChem Substance ID: 57647691
• NACRES: NA.79

Properties

• biological source: synthetic
• assay: ≥98% (vitamin + pre-vitamin, HPLC)
• form: powder or crystals
• color: colorless to white
• storage temp.: −20°C
• SMILES string: [H][C@@]1(CC[C@@]2([H])C(\CCC[C@]12C)=C\C=C3\C[C@@H](O)CCC3=C)[C@H](C)CC[C@@H](O)C(C)(C)O
• InChI: 1S/C27H44O3/c1-18-8-12-22(28)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(29)26(3,4)30/h10-11,19,22-25,28-30H,1,6-9,12-17H2,2-5H3/b20-10+,21-11-/t19-,22+,23-,24+,25-,27-/m1/s1
• InChI key: FCKJYANJHNLEEP-XRWYNYHCSA-N

Description

General description

(24R)-24,25-Dihydroxyvitamin D₃ or secalciferol is produced in kidney.[1] It is the one of the most active form of vitamin D[2] and an essential circulating vitamin D₃ metabolite.[3]

Application

(24R)-24,25-Dihydroxyvitamin D₃ has been used to assess its function(s) compared with that of 1α,25(OH)2D₃, during osteoblastic differentiation of primary human mesenchymal stem cells (hMSCs).[3]

Biochem/physiol Actions

(24R)-24,25-Dihydroxyvitamin D₃ plays an essential role in calcium and phosphorus homeostasis.[1] (24R)-24,25-Dihydroxyvitamin D₃ along with 1α,25(OH)2D3 stimulates bone metabolism.[2]

Cholecalciferol is an inactive form of vitamin D3 which undergoes various levels of hydroxylation to form active vitamin D3 analogs. 1α-Hydroxyvitamin D3 (alfacalcidol) is a synthetic analog that is metabolized to 1,25-dihydroxycholecalciferol, the biologically active form of vitamin D3. Other analogues of cholecalciferol result from different hydroxylations. 24R,25-Dihydroxyvitamin D3 is a catabolite of 25-Dihydroxyvitamin D3 and a putative regulator of developmental bone formation. 24R,25-Dihydroxyvitamin D3 is a substrate for renal 25-hydroxyvitamin D3 1 α-hydroxylase. 24R,25-Dihydroxyvitamin D3 is an endogenous regulator of apo A-I synthesis through a VDR-independent signaling mechanism and an inhibitor of Pi-induced apoptosis through Ca²⁺, PLD, and PLC signaling and through LPA-LPA1/3-G(αi)-PI(3)K-mdm2-mediated p53 degradation.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H301 + H311,H330,H372
• pcodes: P260 - P264 - P280 - P302 + P352 + P312 - P304 + P340 + P310 - P314
• Hazard Classifications: Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - STOT RE 1 Oral
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges