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779717

Sigma-Aldrich

19-Hydroxy-4-androstene-3,17-dione

≥90% (HPLC)

Synonym(s):

4-Androsten-19-ol-3,17-dione, 4-Androstene-3,17-dione-19-ol

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About This Item

Empirical Formula (Hill Notation):
C19H26O3
CAS Number:
Molecular Weight:
302.41
Beilstein:
2567249
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:

Assay

≥90% (HPLC)

form

crystals

optical activity

[α]/D +190±5°, c = 1 in chloroform

storage temp.

−20°C

SMILES string

C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34CO)[C@@H]1CCC2=O

InChI

1S/C19H26O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10,14-16,20H,2-9,11H2,1H3/t14-,15-,16-,18-,19+/m0/s1

InChI key

XGUHPTGEXRHMQQ-BGJMDTOESA-N

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Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Health hazard

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Repr. 2

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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M Numazawa et al.
Steroids, 63(2), 62-69 (1998-03-28)
Reaction of androst-5-en-17-one (1) with hypobromous acid using a short reaction time (30 min) along with a careful isolation procedure gave, for the first time, the addition product, 5 alpha-bromo-6 beta-hydroxyandrostan-17-one (3), in 43% yield. This bromohydrin was much more
H Murase et al.
The Journal of steroid biochemistry and molecular biology, 38(3), 331-337 (1991-03-01)
To verify the aldosterone amplifying action of 19-hydroxyandrostenedione (19-OH-AD), we investigated [3H]aldosterone and [3H]19-OH-AD binding to type I (mineralocorticoid) receptor in the renal cytosol of adrenalectomized and ovariectomized rat, and human mononuclear leucocytes (MNL). In the [3H]aldosterone binding study, the
D J McRobie et al.
The Journal of steroid biochemistry and molecular biology, 63(1-3), 147-153 (1998-02-04)
Diabetes complicates 2-3% of all pregnancies and is associated with an increase in both perinatal morbidity and mortality, though reasons for these adverse outcomes are unknown. Estrogen biosynthesis is a critical factor during pregnancy and is carried out in the
M E Hähnel et al.
The Australian & New Zealand journal of obstetrics & gynaecology, 29(3 Pt 1), 238-241 (1989-08-01)
Because of the association of preeclampsia with hydatidiform mole, and since levels of 19-hydroxyandrostenedione (19-OH-A) and androstenedione (A) are raised in hypertensive diseases of pregnancy, we compared plasma 19-OH-A and A in hydatidiform mole patients with control early pregnant women.
J P Weniger et al.
Reproduction, nutrition, development, 30(2), 253-257 (1990-01-01)
Aromatase activity in the foetal rat testis was demonstrated by the conversion of [3H] testosterone into oestradiol. However, the conversion rate was low, around 0.06%, probably because the radioactive precursor was heavily diluted by the large amounts of endogenous testosterone

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