17943

(24R)-24,25-Dihydroxyvitamin D₃

≥98% (vitamin + pre-vitamin, HPLC)

• Synonym(e): (24R)-,24,25-Dihydroxy-cholecalciferol, Secalciferol
• Empirische Formel (Hill-System): C₂₇H₄₄O₃
• CAS-Nummer: 55721-11-4
• Molekulargewicht: 416.64
• UNSPSC Code: 12352205
• NACRES: NA.79
• PubChem Substance ID: 57647691
• MDL number: MFCD00941417
• Beilstein/REAXYS Number: 4567039

Eigenschaften

• biological source: synthetic
• Quality Segment: 200
• assay: ≥98% (vitamin + pre-vitamin, HPLC)
• color: white to off-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

Beschreibung

General description

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

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).

Biochem/physiol Actions

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.

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Sicherheitshinweise

• 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
• Lagerklasse: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges