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11-deoxycortisol

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Origin: China

Cas No: 152-58-9

Specification: 99%min

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CAS No.: 152-58-9 Formula: C21H30O4 Molecular Weight: 346.46100

Description

11-Deoxycortisol, also known as cortodoxone (INN, USAN, BAN), as well as 17-hydroxy-11-deoxycorticosterone, 17α,21-dihydroxyprogesterone, and cortexolone, is a glucocorticoid steroid hormone. It was first synthesized by Tadeusz Reichstein, and has also been referred to as Reichstein's Substance.
Cortodoxone functions as a glucocorticoid, though is less potent than cortisol. It can be synthesized from 17-hydroxyprogesterone. In 11β-hydroxylase deficiency, cortodoxone levels increase dramatically, causing hypertension (as opposed to 21α-hydroxylase deficiency, in which patients have low blood pressure from a lack of mineralocorticoids).
Cortodoxone can also be converted to androstenedione. This could explain, at least in part, the marked increase in androstenedione levels in 11β-hydroxylase deficiency.

Basic Info

Chemical Name	11-deoxycortisol
Synonyms	CORTEXOLONE; Reichstein's Substance S; CORTODOXONE; 11-dioxy-cortiso; 11-Deoxy-17-hydroxycorticosterone; 11-Deoxycortisol; 17α,21-Dihydroxy-4-pregnene-3,20-dione; 11-dioxycortisol; 11-deoxy-17-hydroxy-corticosterone; Reichstein S; 11-DESOXYCORTISOL; skf3050; 17,21-Dihydroxy-pregn-4-ene-3,20-dione; Pregn-4-ene-3,20-dione, 17,21-dihydroxy-;
CAS No.	152-58-9
Molecular Formula	C21H30O4
Molecular Weight	346.46100
PSA	74.60000
LogP	2.81080

Properties

Appearance & Physical State	Crystalline Solid
Density	1.22g/cm3
Boiling Point	524.5ºC at 760 mmHg
Melting Point	205-208ºC
Flash Point	285.1ºC
Refractive Index	1.577
Vapor Pressure	3.41E-13mmHg at 25°C

Safety Info

RTECS	TU5011500
Safety Statements	S24/25

Synthesis Route

Progesterone→17α-hydroxyprogesterone+11-deoxycorticosterone
Progesterone→cortisol+17α-hydroxyprogesterone
pregnenolone→cortisol+Testosterone

Toxicity

Exposure Route	Type of Test	Species Observed	Dose/Duration	Toxic Effects
Intravenous	LD50 - Lethal dose, 50 percent kill	Rodent - mouse	100 mg/kg	1.Details of toxic effects not reported other than lethal dose value
-	DNA adduct	-	2 mmol/L	-

Precursor

(8R,10R,13S,Z)-10,13-dimethyl-17-(1-((tripropylsilyl)oxy)ethylidene)-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one
16,17-didehydroprogesterone
REICHSTEIN'S SUBSTANCE S 21-ACETATE
21-bromo-17α-hydroxy-4-pregnene-3,20-dione

Downstream Product

11-Epicortisol
androst-4-ene-3,17-dione
cortisol
cortisone

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