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Merck
CN

H4025

15α-Hydroxytestosterone

Synonym(s):

4-Androstene-15α,17β-diol-3-one

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About This Item

Empirical Formula (Hill Notation):
C19H28O3
CAS Number:
Molecular Weight:
304.42
UNSPSC Code:
12352200
MDL number:
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SMILES string

C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1[C@@H](O)C[C@@H]2O

drug control

USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada

storage temp.

2-8°C

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Bradley A Young et al.
General and comparative endocrinology, 136(2), 276-281 (2004-03-19)
The sea lamprey (Petromyzon marinus L.) represents one of the two most ancient classes of vertebrates and possesses a functional hypothalamus-pituitary-gonadal axis. However, the presence and functionality of androgens in the sea lamprey remain elusive. Recently, 15alpha-hydroxytestosterone (15alpha-T) has been
N Harada et al.
The Journal of biological chemistry, 259(2), 1265-1271 (1984-01-25)
Testosterone 15 alpha-hydroxylase (cytochrome P-450(15) alpha) was purified from female 129/J mouse liver microsomes based on its specific activities in the eluates from the columns of octylamino-Sepharose 4B, hydroxylapatite, DEAE-Bio-Gel A, and CM52 chromatography. The 15 alpha-hydroxylation activity was five
Mara B Bryan et al.
General and comparative endocrinology, 146(2), 149-156 (2005-12-20)
Recent studies have provided evidence that 15 alpha-hydroxytestosterone (15 alpha-T) and 15 alpha-hydroxyprogesterone (15 alpha-P) are produced in vitro and in vivo in adult male sea lampreys (Petromyzon marinus), and that circulatory levels increase in response to injections with gonadotropin-releasing
Mara B Bryan et al.
General and comparative endocrinology, 132(3), 418-426 (2003-07-10)
Prior research has shown that the testes of lampreys are able to synthesize 15-hydroxylated steroid hormones in vitro. Here we show that testes of the sea lamprey Petromyzon marinus L. are able to convert tritiated testosterone into tritiated 15alpha-hydroxytestosterone (15alpha-T)
I Cerný et al.
Steroids, 61(2), 58-64 (1996-02-01)
Reaction of 3 beta-hydroxyandrosta-5,15-dien-17-one with 4-methoxybenzyl alcohol followed by acetylation gave mainly 15 beta-[(4-methoxyphenyl)methoxy]-17-oxoandrost-5-en-3 beta-yl acetate. This product was transformed by borohydride reduction and organosilyl derivatization into the orthogonally protected 17 beta-(dimethylthexylsiloxy)-15 beta-[(4-methoxyphenyl)methoxy]androst-5-en-3 beta-yl acetate and 17 beta-(dimethylisopropylsiloxy)-15 beta-[4-methoxyphenyl)methoxy]androst-5-en-3 beta-yl

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