An internal standard for the quantification of budesonide
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Unlabeled Version(s)
15407Budesonide
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Budesonide-d8

Item No. 30046

Technical Information
Formal Name
(11β,16α)-16,17-[butylidene-1,2,2,3,3,4,4,4-d8-bis(oxy)]-11,21-dihydroxy-pregna-1,4-diene-3,20-dione
CAS Number
1105542-94-6
Molecular Formula
C25H26D8O6
Formula Weight
Purity
≥99% deuterated forms (d1-d8)
Formulation
A solid
Dichloromethane: slightly solubleDMSO: slightly soluble
SMILES
C[C@@]12C(CC[C@]3([H])[C@]2([H])[C@@H](O)C[C@@]4(C)[C@@]3([H])C[C@]5([H])[C@@]4(C(CO)=O)OC(C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])([2H])O5)=CC(C=C1)=O
InChi Code
InChI=1S/C25H34O6/c1-4-5-21-30-20-11-17-16-7-6-14-10-15(27)8-9-23(14,2)22(16)18(28)12-24(17,3)25(20,31-21)19(29)13-26/h8-10,16-18,20-22,26,28H,4-7,11-13H2,1-3H3/t16-,17-,18-,20+,21?,22+,23-,24-,25+/m0/s1/i1D3,4D2,5D2,21D
InChi Key
VOVIALXJUBGFJZ-SMANYZGRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Budesonide-d8 is intended for use as an internal standard for the quantification of budesonide (Item No. 15407) by GC- or LC-MS. Budesonide is a glucocorticoid and an agonist of glucocorticoid receptors (EC50 = 45.7 pM in a transactivation assay).1 It is selective for glucocorticoid over mineralocorticoid receptors (EC50 = 7,620 pM). Budesonide inhibits LPS-induced TNF-α release from human peripheral blood mononuclear cells (PBMCs; IC50 = 0.96 nM).2 It reduces levels of IL-1β and eotaxin in the lungs and the number of eosinophils and neutrophils in bronchoalveolar lavage fluid (BALF) in a rat model of ovalbumin-induced airway inflammation when administered at a dose of 3 mg/kg.3 Intracolonic administration of budesonide decreases colon wet weight and colonic myeloperoxidase (MPO) activity in a rat model of oxazolone-induced colitis.4 Formulations containing budesonide have been used in the treatment of Crohn's disease, ulcerative colitis, allergic rhinitis, and asthma.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Grossmann, C., Scholz, T., Rochel, M., et alTransactivation via the human glucocorticoid and mineralocorticoid receptor by therapeutically used steroids in CV-1 cells: A comparison of their glucocorticoid and mineralocorticoid properties. Eur. J. Endocrinol. 151(3), 397-406 (2004).

    2. Millan, D.S., Ballard, S.A., Chunn, S., et alDesign and synthesis of long acting inhaled corticosteroids for the treatment of asthma. Bioorg. Med. Chem. Lett. 21(19), 5826-5830 (2011).

    3. Birrell, M.A., Hardaker, E., Wong, S., et alIκB kinase-2 inhibitor blocks inflammation in human airway smooth muscle and a rat model of asthma. Am. J. Respir. Crit. Care Med. 172(8), 962-971 (2005).

    4. Ekström, G.M. Oxazolone-induced colitis in rats: effects of budesonide, cyclosporin A, and 5-aminosalicylic acid. Scand. J. Gastroenterol. 33(2), 174-179 (1998).