Key Documents

Cortisone

Name: Cortisone
Brand: SIGMA

synthetic, ≥95%, powder

Synonym(s):

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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About This Item

Empirical Formula (Hill Notation):

C₂₁H₂₈O₅

CAS Number:

53-06-5

Molecular Weight:

360.44

NACRES:

NA.77

PubChem Substance ID:

24278304

UNSPSC Code:

51111800

EC Number:

200-162-4

MDL number:

MFCD00003610

Beilstein/REAXYS Number:

1356062

Assay:

≥95%

Form:

powder

Quality level:

200

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Properties

Product Name

Cortisone, ≥95%

biological source

synthetic

Quality Level

200

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

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

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

InChI key

MFYSYFVPBJMHGN-ZPOLXVRWSA-N

Gene Information

human ... SERPINA6(866)

Description

Application

Cortisone has been used:

to validate a 1β-HSD1 (11β-hydroxysteroid dehydrogenase type 1) inhibitor[1]
to study the sensitivity of erythropoietic and granulopoietic progenitor cells to cortisone[2]
in the determination of rates of cortisol oxidation by 11βHSD[3]

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.[4] Glucocorticoids have anti-inflammatory, anti-allergic and immunosuppressive properties and are extensively used in treatment and therapy.[5]

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.

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1 of 1

This Item	C2505	C3130	P6254
Sigma-Aldrich C2755 Cortisone	Sigma-Aldrich C2505 Corticosterone	Sigma-Aldrich C3130 Cortisone 21-acetate	Sigma-Aldrich P6254 Prednisone
assay ≥95%	assay ≥92%	assay ≥99%	assay ≥98%
form powder	form powder	form powder	form powder
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
technique(s) inhibition assay: suitable	technique(s) -	technique(s) -	technique(s) -
storage temp. room temp	storage temp. room temp	storage temp. room temp	storage temp. room temp
solubility chloroform: methanol (1:1): 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow	solubility chloroform: 50 mg/mL, clear, colorless to faintly yellow	solubility chloroform: 50 mg/mL, clear, colorless to faintly yellow	solubility chloroform/ethanol (1:1): 50 mg/mL, clear, colorless to light yellow

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pictograms

GHS08

signalword

Warning

hcodes

H361d

pcodes

P201 - P202 - P280 - P308 + P313 - P405 - P501

Hazard Classifications

Repr. 2

Storage Class

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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Alterations in placental 11 beta-hydroxysteroid dehydrogenase (11 betaHSD) activities and fetal cortisol:cortisone ratios induced by nutritional restriction prior to conception and at defined stages of gestation in ewes.

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

Effects of cortisone and vitamin A on wound healing.

H P Ehrlich et al.

Annals of surgery, 167(3), 324-328 (1968-03-01)

Endogenous glucocorticoids in inflammation: contributions of systemic and local responses.

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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Global Trade Item Number

SKU	GTIN
C2755-1G	04061833484531
C2755-5G	04061833484555
C2755-250MG	04061833484548

Questions

a year ago

What kind of impurities this product consists? According assays it is ≥95% cortisone. What compounds are included in remaining 5%?

1 answer
1. Technical Support
  
  a year ago
  
  The impurities that may be present in this product have not been identified. These impurites may include water and salts reminaining following the purification process.
  
  Helpful?

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