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Merck

C2755

Cortisone

synthetic, ≥95%, anti-inflammatory, powder

Sinónimos:

17α,21-Dihydroxy-4-pregnene-3,11,20-trione, 17α-Hydroxy-11-dehydrocorticosterone, 4-Pregnene-17α,21-diol-3,11,20-trione, Kendall’s Compound E, Reichstein’s Substance Fa

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Acerca de este artículo

Fórmula empírica (notación de Hill):
C21H28O5
Número CAS:
Peso molecular:
360.44
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
EC Number:
200-162-4
MDL number:
Beilstein/REAXYS Number:
1356062
Assay:
≥95%
Form:
powder
Quality level:
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Nombre del producto

Cortisone, ≥95%

InChI key

MFYSYFVPBJMHGN-ZPOLXVRWSA-N

InChI

1S/C21H28O5/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/h9,14-15,18,22,26H,3-8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1

SMILES string

C[C@]12CCC(=O)C=C1CC[C@H]3[C@@H]4CC[C@](O)(C(=O)CO)[C@@]4(C)CC(=O)[C@H]23

biological source

synthetic

sterility

non-sterile

assay

≥95%

form

powder

technique(s)

inhibition assay: suitable

mp

223-228 °C (dec.) (lit.)

solubility

chloroform: methanol (1:1): 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow

shipped in

ambient

storage temp.

room temp

Quality Level

Gene Information

human ... SERPINA6(866)

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Application

Cortisone has been used:
  • to validate a 1β-HSD1 (11β-hydroxysteroid dehydrogenase type 1) inhibitor
  • to study the sensitivity of erythropoietic and granulopoietic progenitor cells to cortisone
  • in the determination of rates of cortisol oxidation by 11βHSD

Biochem/physiol Actions

Cortisone (11 dehydro 17 hydroxycortico-sterone) is an anti-inflammatory glucocorticoid that delays wound healing after surgeries. It postpones the healing process by affecting the appearance of inflammatory cells, ground substance, fibroblasts, collagen, regenerating capillaries, and epithelial migration. Glucocorticoids have anti-inflammatory, anti-allergic and immunosuppressive properties and are extensively used in treatment and therapy.
Cortisone is a glucocorticoid; a corticosterone analog that has approximately twice the anti-inflammatory potency as corticosterone but much lower Na2+ retention potency.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Repr. 2

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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S McMullen et al.
Reproduction (Cambridge, England), 127(6), 717-725 (2004-06-04)
In the placenta, cortisol is inactivated by NADP(+)- and NAD(+)-dependent isoforms of 11beta-hydroxysteroid dehydrogenase (11betaHSD). Decreased placental 11betaHSD activities have been implicated in intrauterine growth restriction (IUGR) and fetal programming of adult diseases. The objective of this study was to
Jean-Sébastien Raul et al.
Clinical biochemistry, 37(12), 1105-1111 (2004-12-14)
Since the 1960s, glucocorticoids are used by athletes to improve their performances. Their use is restricted in sports. Hair can document chronic abuse and can be therefore a complementary matrix for doping control. We have developed a new extraction, purification
F Zalman et al.
The Journal of experimental medicine, 149(1), 67-72 (1979-01-01)
The sensitivity of erythropoietic (BFU-E) and granulopoietic (CFU-C) progenitor cells to dexamethasone and cortisone was studied in cultures of mouse bone marrow. Although the log dose-response relationships had a similar form, the BFU-E were much more sensitive than the CFU-C
Effects of cortisone and vitamin A on wound healing.
H P Ehrlich et al.
Annals of surgery, 167(3), 324-328 (1968-03-01)
Rowan S Hardy et al.
Swiss medical weekly, 142, w13650-w13650 (2012-08-08)
The anti-inflammatory actions of therapeutic glucocorticoids are well established and these drugs are widely used to treat a variety of inflammatory conditions. It is also clear that endogenously synthesised glucocorticoids have an important role in regulating inflammatory responses. Traditionally, our

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