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C2755

Sigma-Aldrich

Cortisone

≥95%

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
Beilstein:
1356062
EC Number:
200-162-4
MDL number:
MFCD00003610
UNSPSC Code:
51111800
PubChem Substance ID:
24278304
NACRES:
NA.77

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)

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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
GHS08

Signal Word

Warning

Hazard Statements

H361d

Hazard Classifications

Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
B Edwin et al.
Surgical endoscopy, 15(6), 589-591 (2001-10-10)
[corrected] We set out to record the operative times of an experienced laparoscopic team and assess the feasibility of outpatient laparoscopic adrenalectomy when optimal anesthesia was also offered to all patients. The study included 13 patients with aldosterone/cortisone hypersecretion and/or
Effects of cortisone and vitamin A on wound healing.
H P Ehrlich et al.
Annals of surgery, 167(3), 324-328 (1968-03-01)
Elif I Ikitimur-Armutak et al.
Microvascular research, 109, 26-33 (2016-10-30)
Anti-angiogenic activity of palladium (Pd)(II)-based complexes is unknown despite their quite powerful anticancer activity. This study was therefore carried out to evaluate both in vivo anti-angiogenic effect and in vitro cytotoxic activity of a Pd(II)-based complex. ([Pd(sac)(terpy)](sac)·4H2O(sac=saccharinate and terpy=2,2':6',2″-terpyridine)) on
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