Structure Database (LMSD)
Common Name
Cortisone acetate
Systematic Name
17α,21-dihydroxypregn-4-ene-3,11,20-trione acetate
Synonyms
LM ID
LMST02030120
Formula
Exact Mass
Calculate m/z
402.20424
Sum Composition
Status
Curated
3D model of Cortisone acetate
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Cortisone acetate is a synthetic glucocorticoid with anti-inflammatory properties.1 It decreases the size of Bacillus Calmette-Guérin (BCG) vaccine-induced dermal lesions and tuberculin reactions in rabbits when administered at 2 mg/kg on alternate days over the course of 46 days. It also reduces the number and percentage of activated lesion-infiltrating mononuclear cells and decreases the amount of caseous necrosis and ulceration. Cortisone acetate (2.5 mg/kg per day, s.c.) slows tissue regeneration in a rabbit model of wound healing.2 It also decreases the number of dexamethasone binding sites on isolated human lymphocytes by 30%.3 Formulations containing cortisone acetate have been used to relieve inflammation, pruritic manifestations of corticosteroid-responsive dermatoses, and in the treatment of immune and allergic disorders.
This information has been provided by Cayman Chemical
References
2. Joseph, J., and Tydd, M. The effects of cortisone acetate on tissue regeneration in the rabbit’s ear. J. Anat. 115(Pt. 3), 445-460 (1973).
3. Schlechte, J.A., Ginsberg, B.H., and Sherman, B.M. Regulation of the glucocorticoid receptor in human lymphocytes. J. Steroid Biochem. 16(1), 69-74 (1982).
String Representations
InChiKey (Click to copy)
ITRJWOMZKQRYTA-RFZYENFJSA-N
InChi (Click to copy)
InChI=1S/C23H30O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h10,16-17,20,28H,4-9,11-12H2,1-3H3/t16-,17-,20+,21-,22-,23-/m0/s1
SMILES (Click to copy)
[C@]12(C)CC([C@]3([H])[C@@]4(C)CCC(=O)C=C4CC[C@@]3([H])[C@]1([H])CC[C@]2(O)C(=O)COC(=O)C)=O
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID
Calculated Physicochemical Properties
Heavy Atoms
29
Rings
4
Aromatic Rings
0
Rotatable Bonds
4
Van der Waals Molecular Volume
396.56
Topological Polar Surface Area
97.74
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
6
logP
3.13
Molar Refractivity
104.69
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Updated at
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