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Merck
CN

779717

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:
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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

Regulatory Information

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S Ohnishi et al.
Steroids, 55(1), 5-9 (1990-01-01)
19-Hydroxyandrostenedione (19-OHA), highly labeled with deuterium at position 7, was synthesized from unlabeled androstenediol diacetate. The deuterium labels were introduced into the 7-keto compound with dichloroaluminum deuteride to obtain [7-2H2]androstenediol. The labeled androstenediol diacetate was converted to the labeled 19-OHA
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
H Miyashita et al.
Nihon Naibunpi Gakkai zasshi, 66(10), 1117-1125 (1990-10-20)
The conversion of androgen to estrogen is mediated by aromatase activity, and 19-hydroxylase and C10-19lyase are seen to be involved in C19-demethylation. The present study is to demonstrate C10-19lyase activity in adrenal tissue. Fetal bovine and pig adrenal tissue homogenates
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
J I Raeside et al.
The Journal of endocrinology, 137(2), 281-289 (1993-05-01)
19-Hydroxytestosterone and 19-hydroxyandrostenedione have been identified as secretory products of the testes in the mature male domestic pig. Their isolation and identification were made by reverse-phase high-performance liquid chromatography and capillary gas chromatography-mass spectrometry (CGC-MS) of extracts from testicular vein

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