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P9521

Sigma-Aldrich

21-Deoxycortisol

Synonym(s):

11β,17α-Dihydroxy-4-pregnene-3,20-dione, 11β,17α-Dihydroxyprogesterone, 21-Desoxycortisol, 4-Pregnene-11β,17α-diol-3,20-dione

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About This Item

Empirical Formula (Hill Notation):
C21H30O4
CAS Number:
641-77-0
Molecular Weight:
346.46
EC Number:
211-375-7
MDL number:
MFCD00056476
UNSPSC Code:
41116107
PubChem Substance ID:
24899039
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

Assay

≥98.00% (TLC)

form

powder

solubility

ethanol: 9.80-10.20 mg/mL, clear, colorless

shipped in

ambient

storage temp.

room temp

SMILES string

CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@]12C

InChI

1S/C21H30O4/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/h10,15-18,24-25H,4-9,11H2,1-3H3/t15-,16-,17-,18+,19-,20-,21-/m0/s1

InChI key

LCZBQMKVFQNSJR-UJPCIWJBSA-N

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Biochem/physiol Actions

21-Deoxycortisol is a 17-hydroxyprogesterone derivative. It serves as a marker for congenital adrenal hyperplasia, an autosomal recessive disorder, indicated by 21-hydroxylase deficiency.

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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Radha Chaube et al.
Theriogenology, 105, 90-96 (2017-09-25)
In the present study, distribution of steroid hormones (estradiol-17β (E
Superior discriminating value of ACTH-stimulated serum 21-deoxycortisol in identifying heterozygote carriers for 21-hydroxylase deficiency
Costa BFA, et al.
Clin. Endocrinol., 73(6), 700-706 (2010)
N S Sieber-Ruckstuhl et al.
Domestic animal endocrinology, 31(1), 63-75 (2005-10-20)
Trilostane is thought to be a competitive inhibitor of the 3beta-hydroxysteroid dehydrogenase (3beta-HSD), an essential enzyme system for the synthesis of cortisol, aldosterone and androstenedione. Due to its reliable clinical efficacy, trilostane is increasingly used to treat dogs with pituitary-dependant
J Fiet et al.
Annals of clinical biochemistry, 31 ( Pt 1), 56-64 (1994-01-01)
21-deoxycortisol (21-DF) is a steroid of strictly adrenal origin formed by the 11-hydroxylation of 17-hydroxyprogesterone. This metabolic pathway is minor in normal subjects, in whom basal plasma concentrations range from 0.03 to 0.63 nmol/L and from 0.865 to 1.50 nmol/L
M Hill et al.
Steroids, 60(9), 615-620 (1995-09-01)
A radioimmunoassay of three deoxycorticoids, namely 11 beta,17 alpha-dihydroxy-4-pregnene-3,20-dione (21-deoxycortisol), 17 alpha,21-dihydroxy-4-pregnene-3,20-dione (11-deoxycortisol), and 21-hydroxy-4-pregnene-3,20-dione (11-deoxycorticosterone) which are important for differential diagnosis of congenital adrenal disorders, is described and evaluated. Antisera against 3-(O-carboxymethyl)oximes conjugated to bovine serum albumin were raised
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