Synonym
21-Desoxycortisone; NSC-38722; 21 Desoxycortisone; NSC 38722; 21Desoxycortisone; NSC38722
IUPAC/Chemical Name
(8S,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyl-1,6,7,8,9,10,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthrene-3,11(2H)-dione
InChi Key
PUKLDDOGISCFCP-JSQCKWNTSA-N
InChi Code
InChI=1S/C21H28O4/c1-12(22)21(25)9-7-16-15-5-4-13-10-14(23)6-8-19(13,2)18(15)17(24)11-20(16,21)3/h10,15-16,18,25H,4-9,11H2,1-3H3/t15-,16-,18+,19-,20-,21-/m0/s1
SMILES Code
C[C@]12[C@]([H])([C@]3([C@@]([H])([C@]4(C)C(CC3)=CC(CC4)=O)C(C2)=O)[H])CC[C@@]1(C(C)=O)O
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMF |
1.0 |
2.90 |
| DMSO |
1.0 |
2.90 |
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
344.45
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.
| 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 |
1: Barnard L, Gent R, van Rooyen D, Swart AC. Adrenal C11-oxy C21 steroids contribute to the C11-oxy C19 steroid pool via the backdoor pathway in the biosynthesis and metabolism of 21-deoxycortisol and 21-deoxycortisone. J Steroid Biochem Mol Biol. 2017 Nov;174:86-95. doi: 10.1016/j.jsbmb.2017.07.034. Epub 2017 Jul 31. PMID: 28774496.
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5: Horn H, Halperin G, Weidenfeld J, Mordohovich D, Maschler I. 21-Hydroxylation of C-11-oxygenated and C-11-deoxysteroids by perfused dog adrenals. Steroids. 1977 Aug;30(2):165-7. doi: 10.1016/0039-128x(77)90078-2. PMID: 303820.
6: Koyama Y, Homma K, Miwa M, Ikeda K, Murata M, Hasegawa T. Measurement of reference intervals for urinary free adrenal steroid levels in Japanese newborn infants by using stable isotope dilution gas chromatography/mass spectrometry. Clin Chim Acta. 2013 Jan 16;415:302-5. doi: 10.1016/j.cca.2012.11.006. Epub 2012 Nov 15. PMID: 23159298.
7: Weiss M, McCance I. 21-Hydroxylation of 21-deoxycortisone by adrenal glands of a marsupial and two eutherian species. Comp Biochem Physiol B. 1974 Oct 15;49(2):227-39. doi: 10.1016/0305-0491(74)90157-6. PMID: 4425446.
8: Barnard L, du Toit T, Swart AC. Back where it belongs: 11β-hydroxyandrostenedione compels the re-assessment of C11-oxy androgens in steroidogenesis. Mol Cell Endocrinol. 2021 Apr 5;525:111189. doi: 10.1016/j.mce.2021.111189. Epub 2021 Feb 2. PMID: 33539964.
9: Saisho S, Shimozawa K, Yata J. Changes of several adrenal delta 4-steroids measured by HPLC-UV spectrometry in neonatal patients with congenital adrenal hyperplasia due to 21-hydroxylase deficiency. Horm Res. 1990;33(1):27-34. doi: 10.1159/000181443. PMID: 2376395.
10: Lewbart ML, Elverson RA. Determination of urinary free cortisol and cortisone by sequential thin layer and high-performance liquid chromatography. J Steroid Biochem. 1982 Aug;17(2):185-90. doi: 10.1016/0022-4731(82)90120-0. PMID: 6287108.
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12: Fenske M. Basal and HCG-stimulated testosterone production by interstitial cells of the Mongolian gerbil (Meriones unguiculatus)--II. Influence of glucocorticosteroids and steroidal precursors. Comp Biochem Physiol A Comp Physiol. 1986;85(2):273-9. doi: 10.1016/0300-9629(86)90250-1. PMID: 2876835.
13: Maschler I, Horn H. Preparation of 1,2-3H-21-deoxycortisol by incubation of 1,2-3H-17-hydroxyprogesterone with rat adrenal mitochondria. Steroids. 1976 Jan;27(1):1-3. doi: 10.1016/0039-128x(76)90064-7. PMID: 1265788.
