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MedKoo Cat#: 318566 | Name: Prednisone
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Prednisone is a synthetic corticosteroid drug that is particularly effective as an immunosuppressant drug. It is used to treat certain inflammatory diseases, such as moderate allergic reactions, some autoimmune diseases, and some types of cancer, but it has significant adverse effects. Prednisone reduces mucosal TNF-a production, intestinal permeability and levels of NF-κB expression.

Chemical Structure

Prednisone
CAS#53-03-2

Theoretical Analysis

MedKoo Cat#: 318566

Name: Prednisone

CAS#: 53-03-2

Chemical Formula: C21H26O5

Exact Mass: 358.1780

Molecular Weight: 358.43

Elemental Analysis: C, 70.37; H, 7.31; O, 22.32

Price and Availability

Size Price Availability Quantity
500mg USD 90.00 Ready to ship
1g USD 150.00 Ready to ship
2g USD 225.00 Ready to ship
5g USD 450.00 Ready to ship
10g USD 750.00 Ready to ship
20g USD 1,250.00 Ready to ship
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Related CAS #
No Data
Synonym
Prednisone; Dehydrocortisone; Deltasone; Meticorten; Decortin; Prednisonum; Deltasone; Diba Brand of Prednisone; Encorton; Encortone; Enkortolon
IUPAC/Chemical Name
(8S,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,11-dione
InChi Key
XOFYZVNMUHMLCC-ZPOLXVRWSA-N
InChi Code
InChI=1S/C21H26O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h5,7,9,14-15,18,22,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1
SMILES Code
CC12CC(=O)C3C(C1CCC2(C(=O)CO)O)CCC4=CC(=O)C=CC34C
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Biological target:
Prednisone can improve renal responsiveness to atrial natriuretic peptide by increasing the density of natriuretic peptide receptor type A in the renal inner medullary collecting duct, inducing a potent diuresis.
In vitro activity:
Median MFI value of CD10 and CD34, measured after 4 days of treatment was compared with that of untreated cells. CD10 was 517.80 (38.0–3436.0) vs. 238.90 (33.6–1913.0) (P = 0.005, n = 10), whereas CD34 was 299.50 (2.0–1474.0) vs. 200.75 (6.0–2983.0) (P = 0.027, n = 8). Figure 1 shows a representative case (UPN11). Light scatter characteristics of Annexin V-negative cells after treatment with prednisone were comparable with those of control cells (data not shown), even if in some cases (i.e., UPN 14, Fig. 1), we noticed an higher background of Annexin V binding in treated cells, suggesting that very early sign of apoptosis can not be excluded. Reference: Mol Genet Genomic Med. 2019 Jul;7(7):e00800. https://onlinelibrary.wiley.com/doi/full/10.1002/cyto.b.20408
In vivo activity:
In the current study, prednisone not only potentially inhibited RORC transcription, but also restrained generation of Th17 cells. IL-17 may be reduced by suppression of Th17 cells or by glucocorticoids directly. It was observed in the current study that the mRNA expression level of IL-17 was reduced after treated with prednisone, though IL-6 which activated STAT3 was added in the culture media. These findings suggested that prednisone may resist the effect of proinflammatory factors. In conclusion, results suggest that prednisone-contained serum may induce the lymphocytes from female rats' spleens differentiation into Treg cells as well as inhibit them differentiation into Th17 cells, accompanied by a reduction of IL-17 secretion and an increment of IL-10 secretion. Thus it is assumed that prednisone may rebuild the immunologic homeostasis and may be to use in human diseases with changes in the imbalance immune system, such as URSA, hepatitis B infection or other autoimmune diseases. Reference: Mol Genet Genomic Med. 2019 Jul; 7(7): e00800. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6625094/
Solvent mg/mL mM comments
Solubility
DMSO 67.0 186.93
DMSO:PBS (pH 7.2) (1:10) 0.1 0.28
DMF 25.0 69.75
Ethanol 3.0 8.37
Water 1.0 2.79
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 358.43 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Gaipa G, Basso G, Aliprandi S, Migliavacca M, Vallinoto C, Maglia O, Faini A, Veltroni M, Husak D, Schumich A, Ratei R, Biondi A, Dworzak MN; I-BFM-ALL-FCM-MRD-Study Group. Prednisone induces immunophenotypic modulation of CD10 and CD34 in nonapoptotic B-cell precursor acute lymphoblastic leukemia cells. Cytometry B Clin Cytom. 2008 May;74(3):150-5. doi: 10.1002/cyto.b.20408. PMID: 18271020. 2. Fu XQ, Cai JY, Li MJ. Prednisone may rebuild the immunologic homeostasis: Alteration of Th17 and Treg cells in the lymphocytes from rats' spleens after treated with prednisone-containing serum. Mol Genet Genomic Med. 2019 Jul;7(7):e00800. doi: 10.1002/mgg3.800. Epub 2019 Jun 6. PMID: 31169359; PMCID: PMC6625094. 3. Hong H, Jang BC. Prednisone inhibits the IL-1β-induced expression of COX-2 in HEI-OC1 murine auditory cells through the inhibition of ERK-1/2, JNK-1 and AP-1 activity. Int J Mol Med. 2014 Dec;34(6):1640-6. doi: 10.3892/ijmm.2014.1967. Epub 2014 Oct 14. PMID: 25319133. 4. Ribichini F, Joner M, Ferrero V, Finn AV, Crimins J, Nakazawa G, Acampado E, Kolodgie FD, Vassanelli C, Virmani R. Effects of oral prednisone after stenting in a rabbit model of established atherosclerosis. J Am Coll Cardiol. 2007 Jul 10;50(2):176-85. doi: 10.1016/j.jacc.2007.03.031. Epub 2007 Jun 22. PMID: 17616304.
In vitro protocol:
1. Gaipa G, Basso G, Aliprandi S, Migliavacca M, Vallinoto C, Maglia O, Faini A, Veltroni M, Husak D, Schumich A, Ratei R, Biondi A, Dworzak MN; I-BFM-ALL-FCM-MRD-Study Group. Prednisone induces immunophenotypic modulation of CD10 and CD34 in nonapoptotic B-cell precursor acute lymphoblastic leukemia cells. Cytometry B Clin Cytom. 2008 May;74(3):150-5. doi: 10.1002/cyto.b.20408. PMID: 18271020. 2. 2. Hong H, Jang BC. Prednisone inhibits the IL-1β-induced expression of COX-2 in HEI-OC1 murine auditory cells through the inhibition of ERK-1/2, JNK-1 and AP-1 activity. Int J Mol Med. 2014 Dec;34(6):1640-6. doi: 10.3892/ijmm.2014.1967. Epub 2014 Oct 14. PMID: 25319133.
In vivo protocol:
1. Fu XQ, Cai JY, Li MJ. Prednisone may rebuild the immunologic homeostasis: Alteration of Th17 and Treg cells in the lymphocytes from rats' spleens after treated with prednisone-containing serum. Mol Genet Genomic Med. 2019 Jul;7(7):e00800. doi: 10.1002/mgg3.800. Epub 2019 Jun 6. PMID: 31169359; PMCID: PMC6625094. 2. Ribichini F, Joner M, Ferrero V, Finn AV, Crimins J, Nakazawa G, Acampado E, Kolodgie FD, Vassanelli C, Virmani R. Effects of oral prednisone after stenting in a rabbit model of established atherosclerosis. J Am Coll Cardiol. 2007 Jul 10;50(2):176-85. doi: 10.1016/j.jacc.2007.03.031. Epub 2007 Jun 22. PMID: 17616304.
1: Durcan L, Winegar DA, Connelly MA, Otvos JD, Magder LS, Petri M. Longitudinal Evaluation of Lipoprotein Variables in Systemic Lupus Erythematosus Reveals Adverse Changes with Disease Activity and Prednisone and More Favorable Profiles with Hydroxychloroquine Therapy. J Rheumatol. 2016 Apr;43(4):745-50. doi: 10.3899/jrheum.150437. Epub 2016 Feb 1. PubMed PMID: 26834214; PubMed Central PMCID: PMC4818734. 2: D'Erme AM, Boca A, Sabau M, Milanesi N, Simonacci F, Gola M. Successful treatment of rosacea fulminans in a 59-year-old woman with macrolide antibiotics and prednisone. Int J Dermatol. 2016 Mar 29. doi: 10.1111/ijd.13277. [Epub ahead of print] PubMed PMID: 27028670. 3: Aggarwal R. Prednisone Use in Conjunction with Abiraterone Acetate: Is Patient Safety a Concern with Long-term Steroid Exposure? Eur Urol. 2016 Mar 15. pii: S0302-2838(16)00275-X. doi: 10.1016/j.eururo.2016.03.018. [Epub ahead of print] PubMed PMID: 26992281. 4: Lee S, Kim DH, Oh SY, Kim SY, Koh MS, Lee JH, Lee S, Kim SH, Kwak JY, Pak MG, Ju MH, Kim HJ, Jeong JS. Clinicopathologic significance of tumor microenvironment CD11c, and FOXP3 expression in diffuse large B-cell lymphoma patients receiving rituximab, cyclophosphamide, anthracycline, vincristine, and prednisone (R-CHOP) combination chemotherapy. Korean J Intern Med. 2016 Mar 11. doi: 10.3904/kjim.2015.161. [Epub ahead of print] PubMed PMID: 26968188. 5: Duan MH, Han X, Li J, Zhang W, Zhu TN, Han B, Zhuang JL, Wang SJ, Cao XX, Cai HC, Chen M, Yang C, Zhou DB. Comparison of vindesine and prednisone and cyclophosphamide, etoposide, vindesine, and prednisone as first-line treatment for adult Langerhans cell histiocytosis: A single-center retrospective study. Leuk Res. 2016 Mar;42:43-6. doi: 10.1016/j.leukres.2016.01.012. Epub 2016 Jan 28. PubMed PMID: 26859782. 6: Zweegman S, van der Holt B, Mellqvist UH, Salomo M, Bos GM, Levin MD, Visser-Wisselaar H, Hansson M, van der Velden AW, Deenik W, Gruber A, Coenen JL, Plesner T, Klein SK, Tanis BC, Szatkowski DL, Brouwer RE, Westerman M, Leys MR, Sinnige HA, Haukås E, van der Hem KG, Durian MF, Mattijssen EV, van de Donk NW, Stevens-Kroef MJ, Sonneveld P, Waage A. Melphalan, prednisone, and lenalidomide versus melphalan, prednisone, and thalidomide in untreated multiple myeloma. Blood. 2016 Mar 3;127(9):1109-16. doi: 10.1182/blood-2015-11-679415. Epub 2016 Jan 22. PubMed PMID: 26802176. 7: Armstrong AJ, Halabi S, Healy P, Lee WR, Koontz BF, Moul JW, Mundy K, Creel P, Wood S, Davis K, Carducci MA, Stein M, Hobbs C, Reimer B, Nguyen M, Anand M, Bratt L, Kim S, Tran PT, George DJ; Department of Defense Prostate Cancer Clinical Trials Consortium (DOD PCCTC). A phase 2 multimodality trial of docetaxel/prednisone with sunitinib followed by salvage radiation therapy in men with PSA recurrent prostate cancer after radical prostatectomy. Prostate Cancer Prostatic Dis. 2016 Mar;19(1):100-6. doi: 10.1038/pcan.2015.59. Epub 2016 Jan 12. PubMed PMID: 26754260. 8: Usmani SZ, Cavenagh JD, Belch AR, Hulin C, Basu S, White D, Nooka A, Ervin-Haynes A, Yiu W, Nagarwala Y, Berger A, Pelligra CG, Guo S, Binder G, Gibson CJ, Facon T. Cost-effectiveness of lenalidomide plus dexamethasone vs bortezomib plus melphalan and prednisone in transplant-ineligible US patients with newly-diagnosed multiple myeloma. J Med Econ. 2016 Mar;19(3):243-58. doi: 10.3111/13696998.2015.1115407. Epub 2015 Nov 17. PubMed PMID: 26517601. 9: Conn DL. Is the Availability of Delayed-Release Prednisone an Important Clinical Advance? Arthritis Care Res (Hoboken). 2016 Mar;68(3):412-3. doi: 10.1002/acr.22745. PubMed PMID: 26414513. 10: Batlle L, Mattie R, Irwin R. A Medication Combination for the Treatment of Central Poststroke Pain via the Adjuvant Use of Prednisone With Gabapentin: A Case Report. PM R. 2016 Mar;8(3):278-81. doi: 10.1016/j.pmrj.2015.09.010. Epub 2015 Sep 25. PubMed PMID: 26409194. 11: Fizazi K, Chi KN, de Bono JS, Gomella LG, Miller K, Rathkopf DE, Ryan CJ, Scher HI, Shore ND, De Porre P, Londhe A, McGowan T, Pelhivanov N, Charnas R, Todd MB, Montgomery B. Low Incidence of Corticosteroid-associated Adverse Events on Long-term Exposure to Low-dose Prednisone Given with Abiraterone Acetate to Patients with Metastatic Castration-resistant Prostate Cancer. Eur Urol. 2016 Mar 7. pii: S0302-2838(16)00213-X. doi: 10.1016/j.eururo.2016.02.035. [Epub ahead of print] PubMed PMID: 26965562. 12: Teply BA, Luber B, Denmeade SR, Antonarakis ES. The influence of prednisone on the efficacy of docetaxel in men with metastatic castration-resistant prostate cancer. Prostate Cancer Prostatic Dis. 2016 Mar;19(1):72-8. doi: 10.1038/pcan.2015.53. Epub 2015 Nov 17. PubMed PMID: 26857146; PubMed Central PMCID: PMC4748735. 13: Keskin O, Uluca U, Keskin M, Gogebakan B, Kucukosmanoglu E, Ozkars MY, Kul S, Bayram H, Coskun Y. The efficacy of single-high dose inhaled corticosteroid versus oral prednisone treatment on exhaled leukotriene and 8-isoprostane levels in mild to moderate asthmatic children with asthma exacerbation. Allergol Immunopathol (Madr). 2016 Mar-Apr;44(2):138-48. doi: 10.1016/j.aller.2015.05.006. Epub 2015 Aug 28. PubMed PMID: 26318413. 14: Benatar M, Mcdermott MP, Sanders DB, Wolfe GI, Barohn RJ, Nowak RJ, Hehir M, Juel V, Katzberg H, Tawil R; Muscle Study Group (MSG). Efficacy of prednisone for the treatment of ocular myasthenia (EPITOME): A randomized, controlled trial. Muscle Nerve. 2016 Mar;53(3):363-9. doi: 10.1002/mus.24769. Epub 2016 Jan 27. PubMed PMID: 26179124. 15: Li ZH, Lin Z, Duan CR, Wu TH, Xun M, Zhang Y, Zhang L, Ding YF, Yin Y. [Comparison of therapeutic effects of prednisone combined with mycophenolate mofetil versus cyclosporin A in children with steroid-resistant nephrotic syndrome]. Zhongguo Dang Dai Er Ke Za Zhi. 2016 Feb;18(2):130-5. Chinese. PubMed PMID: 26903059. 16: Rhoades AC, Vernau W, Kass PH, Herrera MA, Sykes JE. Comparison of the efficacy of prednisone and cyclosporine for treatment of dogs with primary immune-mediated polyarthritis. J Am Vet Med Assoc. 2016 Feb 15;248(4):395-404. doi: 10.2460/javma.248.4.395. PubMed PMID: 26829271. 17: Du Y, Song Y, Zhang L, Zhang M, Fu F. Combined treatment with low dose prednisone and escin improves the anti-arthritic effect in experimental arthritis. Int Immunopharmacol. 2016 Feb;31:257-65. doi: 10.1016/j.intimp.2016.01.006. Epub 2016 Jan 13. PubMed PMID: 26773773. 18: Lamar ZS, Fino N, Palmer J, Gruber L, Morris BB, Raetskaya-Solntseva O, Kennedy L, Vaidya R, Hurd D, Zamkoff K. Dose-Adjusted Etoposide, Prednisone, Vincristine, Cyclophosphamide, and Doxorubicin (EPOCH) With or Without Rituximab as First-Line Therapy for Aggressive Non-Hodgkin Lymphoma. Clin Lymphoma Myeloma Leuk. 2016 Feb;16(2):76-81. doi: 10.1016/j.clml.2015.11.012. Epub 2015 Dec 2. PubMed PMID: 26725264; PubMed Central PMCID: PMC4731284. 19: Ruperto N, Pistorio A, Oliveira S, Zulian F, Cuttica R, Ravelli A, Fischbach M, Magnusson B, Sterba G, Avcin T, Brochard K, Corona F, Dressler F, Gerloni V, Apaz MT, Bracaglia C, Cespedes-Cruz A, Cimaz R, Couillault G, Joos R, Quartier P, Russo R, Tardieu M, Wulffraat N, Bica B, Dolezalova P, Ferriani V, Flato B, Bernard-Medina AG, Herlin T, Trachana M, Meini A, Allain-Launay E, Pilkington C, Vargova V, Wouters C, Angioloni S, Martini A; Paediatric Rheumatology International Trials Organisation (PRINTO). Prednisone versus prednisone plus ciclosporin versus prednisone plus methotrexate in new-onset juvenile dermatomyositis: a randomised trial. Lancet. 2016 Feb 13;387(10019):671-8. doi: 10.1016/S0140-6736(15)01021-1. Epub 2015 Nov 30. PubMed PMID: 26645190. 20: Ahmanna-Chakir F, Becce F, Aubry-Rozier B. Osseous Sarcoidosis Revealed by a Pathologic Fracture and Successfully Treated With Methotrexate and Prednisone. Arthritis Rheumatol. 2016 Feb;68(2):472. doi: 10.1002/art.39454. PubMed PMID: 26479163.

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