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Merck

D1530

1α,25-Dihydroxyvitamin D3

≥99% (HPLC)

Synonym(s):

1α,25-Dihydroxycholecalciferol, Calcitriol

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About This Item

Empirical Formula (Hill Notation):
C27H44O3
CAS Number:
32222-06-3
Molecular Weight:
416.64
NACRES:
NA.79
PubChem Substance ID:
24893473
eCl@ss:
34058003
UNSPSC Code:
12352205
EC Number:
250-963-8
MDL number:
MFCD00867079
Beilstein/REAXYS Number:
7559394

Key Documents

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InChI

1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25+,27-/m1/s1

InChI key

GMRQFYUYWCNGIN-NKMMMXOESA-N

SMILES string

[H][C@@]1(CC[C@@]2([H])C(\CCC[C@]12C)=C\C=C3\C[C@@H](O)C[C@H](O)C3=C)[C@H](C)CCCC(C)(C)O

assay

≥99% (HPLC)

form

solid

technique(s)

HPLC: suitable

storage temp.

−20°C

Quality Level

300

Gene Information

human ... VDR(7421)

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Application

1α,25-Dihydroxyvitamin D3 has been used as a supplement:
  • to study its effects on endothelial functions in high glucose-conditioned human umbilical vein endothelial cells (HUVECs)
  • to study the  osteogenic effect of bone morphogenetic protein-2 (BMP2) in human bone marrow-derived mesenchymal stem cells (hMSCs)
  • in osteogenic differentiation medium for osteogenic differentiation of  bone marrow-derived mesenchymal stem cells (BM-MSCs)

Biochem/physiol Actions

Biologically active form of vitamin D3 in calcium absorption and deposition.
Biologically active form of vitamin D3 in calcium absorption and deposition. 1α,25-Dihydroxyvitamin D3 has widespread effects on cellular differentiation and proliferation, and can modulate immune responsiveness, and central nervous system function. Recent studies suggest that 1α,25-dihydroxyvitamin D3 acts as a chemopreventive agent against several malignancies including cancers of the prostate and colon and shows synergy with other anticancer compounds.
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 in calcium absorption and deposition. 1α,25-Dihydroxyvitamin D3 has widespread effects on cellular differentiation and proliferation, and can modulate immune responsiveness, and central nervous system function. Recent studies suggest that 1α,25-dihydroxyvitamin D3 acts as a chemopreventive agent against several malignancies including cancers of the prostate and colon and shows synergy with other anticancer compounds.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 1 Oral - Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - STOT RE 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

D1530-BULK: + D1530-10UG: + D1530-.1MG-PW: + D1530-10UG-PW: + D1530-VAR: + D1530-.1MG:

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Certificates of Analysis (COA)

Lot/Batch Number
0000521875
0000521873
0000521873
0000521875
0000421228

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Maria Plesa et al.
Journal of asthma and allergy, 13, 249-264 (2020-09-29)
Airway fibroblasts are major contributors to the histopathological feature of airway remodeling in asthma by their implication in the cell invasiveness and profibrogenic secretory phenotype observed in subepithelial fibrosis. 1,25 Dihydroxy vitamin D3 (1,25(OH)2D3) is an important therapeutic agent that
Ayten Kandilci et al.
Blood, 114(8), 1596-1606 (2009-06-30)
Forced expression of MN1 in primitive mouse hematopoietic cells causes acute myeloid leukemia and impairs all-trans retinoic acid-induced granulocytic differentiation. Here, we studied the effects of MN1 on myeloid differentiation and proliferation using primary human CD34(+) hematopoietic cells, lineage-depleted mouse
Edwin C Y Chow et al.
American journal of physiology. Endocrinology and metabolism, 304(9), E977-E989 (2013-03-14)
The vitamin D receptor (VDR) maintains a balance of plasma calcium and 1α,25-dihydroxyvitamin D3 [1,25(OH)2D3], its natural active ligand, by directly regulating the calcium ion channel (TRPV6) and degradation enzyme (CYP24A1), and indirectly regulating the parathyroid hormone (PTH) for feedback
Beth J Kirby et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 28(9), 1987-2000 (2013-03-19)
Pregnancy invokes a doubling of intestinal calcium absorption whereas lactation programs skeletal resorption to provide calcium to milk. Postweaning bone formation restores the skeleton's bone mineral content (BMC), but the factors that regulate this are not established. We used Pth-null
Joao F de Brito Galvao et al.
Journal of veterinary emergency and critical care (San Antonio, Tex. : 2001), 23(2), 134-162 (2013-04-10)
To review the inter-relationships between calcium, phosphorus, parathyroid hormone (PTH), parent and activated vitamin D metabolites (vitamin D, 25(OH)-vitamin D, 1,25(OH)2 -vitamin D, 24,25(OH)2 -vitamin D), and fibroblast growth factor-23 (FGF-23) during chronic kidney disease (CKD) in dogs and cats.
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