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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:
510-64-5
Molecular Weight:
302.41
Beilstein:
2567249
EC Number:
208-116-5
MDL number:
MFCD00003616
UNSPSC Code:
12352103
PubChem Substance ID:
329768062

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
GHS08

Signal Word

Warning

Hazard Statements

H361

Precautionary Statements

P281

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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Certificates of Analysis (COA)

Lot/Batch Number
BCBR4993V
BCBJ9472V
BCBD0804
BCBD0804V

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J P Weniger et al.
Journal of steroid biochemistry, 35(3-4), 507-510 (1990-03-01)
Ovaries from 18-21-day-old foetal as well as from 2-10-day-old infantile rats were cultured in vitro in the presence of [3H]19-hydroxyandrostenedione and in the presence or absence of LH, FSH or (Bu)2 cAMP, and oestrone and oestradiol formed were determined by
M Minato et al.
Nihon Naibunpi Gakkai zasshi, 66(1), 29-41 (1990-01-20)
In order to evaluate the hypertensinogenic action of 19-hydroxyandrostenedione (19-OH-AD), which has been reported to be an amplifier of mineralocorticoid, the changes in several humoral factors were observed in 19-OH-AD treated rats as compared to those in DOCA hypertensive rats.
H Sekihara et al.
Clinical endocrinology, 39(5), 557-560 (1993-11-01)
We have reported that 19-hydroxyandrostenedione (19-OH-A-dione) functions as an amplifier of the sodium-retaining and hypertensive action of aldosterone. We therefore measured 19-hydroxyandrostenedione in hypertensive patients. We studied 53 normal male control subjects and 63 male patients with essential hypertension (48
D C Swinney et al.
Archives of biochemistry and biophysics, 305(1), 61-67 (1993-08-15)
Aromatase activity in microsomes from human placenta (HPM) and rat ovary (ROM) was compared by measuring the accumulation of 19-oxygenated intermediates, the effect of tritium substitution upon rates, and the distribution of tritium in products. A considerable accumulation of intermediates
Y Osawa et al.
Steroids, 55(4), 165-169 (1990-04-01)
19-Hydroxyandrostenedione (19-OHA) is secreted from the adrenal glands in men and women and also from the placenta during pregnancy. It has been found to cause hypertension in animal models. We have synthesized [7,7-2H2]-19-OHA with high deuterium content and, together with
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