An internal standard for the quantification of calcitriol
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Unlabeled Version(s)
71820Calcitriol
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Calcitriol-d6

Item No. 22179

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,3S,5Z)-4-methylene-5-[(2E)-2-[(1R,3aS,7aR)-octahydro-1-[(1R)-5-hydroxy-1-methyl-5-(methyl-d3)hexyl-6,6,6-d3]-7a-methyl-4H-inden-4-ylidene]ethylidene]-1,3-cyclohexanediol
CAS Number
78782-99-7
Synonyms
  • 1,25-dihydroxy Cholecalciferol-d6
  • 1α,25-dihydroxy Cholecalciferol-d6
  • Ro 21-5535/2
  • 1,25-dihydroxy Vitamin D3-d6
  • 1α,25-dihydroxy Vitamin D3-d6
Molecular Formula
C27H38D6O3
Formula Weight
422.7
Purity
≥99% deuterated forms (d1-d6)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleDMSO: Soluble
SMILES
C[C@@]12[C@](CC[C@]2([H])[C@H](C)CCCC(C([2H])([2H])[2H])(O)C([2H])([2H])[2H])([H])/C(CCC1)=C/C=C3C[C@@H](O)C[C@H](O)C/3=C
InChi Code
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/i3D3,4D3
InChi Key
GMRQFYUYWCNGIN-HLEVXKMQSA-N
Shipping & Storage Information
Storage
4°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $528

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    1 mg

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    Product Description

    Calcitriol-d6 is intended for use as an internal standard for the quantification of calcitriol (Item No. 71820) by GC- or LC-MS. Calcitriol is a vitamin D3 receptor agonist and an active metabolite of vitamin D3 (Item No. 11792).1,2 It is formed via a multi-step process, in which vitamin D3 undergoes hydroxylation to 25-hydroxy vitamin D3 (Item No. 9000683) in the liver, followed by further hydroxylation at the 1α-position in the kidney. Calcitriol binds to the vitamin D3 receptor (Kd = 16 pM) and induces differentiation of U937 acute monocytic leukemia cells (EC50 = 2,000 pM).3 It induces cell cycle arrest at the S phase and apoptosis in primary adenomatous and hyperplastic human parathyroid cells when used at a concentration of 10 nM.4 Calcitriol (0.65 nmol/animal) increases bone calcium mobilization in chicks on a low-calcium diet.2 It stimulates calcium absorption in the intestines in a chick model of rickets induced by a vitamin D3-deficient diet when administered at a dose of 25 µg/animal.1 Formulations containing calcitriol have been used in the treatment of hypocalcemia.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lawson, D.E., Fraser, D.R., Kodicek, E., et al. Identification of 1,25-dihydroxycholecalciferol, a new kidney hormone controlling calcium metabolism. Nature 230(5291), 228-230 (1971).

    2. Haussler, M.R., Zerwekh, J.E., Hesse, R.H., et al. Biological activity of 1α-hydroxycholecalciferol, a synthetic analog of the hormonal form of vitamin D3. Proc. Natl. Acad. Sci. USA 70(8), 2248-2252 (1973).

    3. Binderup, L., Latini, S., Binderup, E., et al. 20-epi-vitamin D3 analogues: A novel class of potent regulators of cell growth and immune responses. Biochem. Pharmacol. 42(8), 1569-1575 (1991).

    4. Canalejo, A., Almadén, Y., Torregrosa, V., et al. The in vitro effect of calcitriol on parathyroid cell proliferation and apoptosis. J. Am. Soc. Nephrol. 11(10), 1865-1872 (2000).