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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)
H Blanché et al.
Human genetics, 101(1), 56-60 (1998-01-07)
21-hydroxylase (21-OH) deficiency accounts for the vast majority of nonclassic (NC) forms of congenital adrenal hyperplasia (CAH), and is associated with symptoms detectable either in childhood (precocious puberty) or sometimes only later in adulthood (hirsutism, acne, amenorrhea). While the severe
Simone Cristoni et al.
Rapid communications in mass spectrometry : RCM, 18(1), 77-82 (2003-12-23)
Congenital adrenal hyperplasia (CAH) is an autosomal recessive disorder mainly caused by 21-hydroxylase deficit (21-OHD). Deletions or mutations of the CYP21 gene induce the impairment of glucocorticoid and mineralcorticoid synthesis. 17-Hydroxyprogesterone (17-OHP) is the hormonal marker in patients, but not
N S Sieber-Ruckstuhl et al.
The Veterinary record, 162(21), 673-678 (2008-05-27)
The serum concentrations of cortisol, 17alpha-hydroxypregnenolone, 17alpha-hydroxyprogesterone, 21-deoxycortisol and 11-deoxycortisol were measured in 19 healthy dogs, 15 dogs with pituitary-dependent hypercortisolism (pdh) and eight dogs with other diseases before and one hour after an injection of synthetic adrenocorticotrophic hormone (acth).
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