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H4025

Sigma-Aldrich

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:
2226-70-2
Molecular Weight:
304.42
MDL number:
MFCD00214301
UNSPSC Code:
12352200

drug control

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

storage temp.

2-8°C

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

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
084H39241
052K1108
041K1400
084H3924

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Bradley A Young et al.
General and comparative endocrinology, 151(1), 108-115 (2007-02-03)
The sea lamprey (Petromyzon marinus) is one of the earliest extant vertebrates for which the hypothalamic-pituitary-gonadal (HPG) axis has been shown to control and regulate reproduction in a similar fashion to gnathostome vertebrates. While the two forms of gonadotropin-releasing hormones
Formation of 15 alpha-hydroxylated androgens by the testis and other tissues of the sea lamprey, Petromyzon marinus, in vitro.
D E Kime et al.
General and comparative endocrinology, 46(2), 267-270 (1982-02-01)
G Smith et al.
The Biochemical journal, 331 ( Pt 3), 783-792 (1998-04-30)
Cytochrome P-450 CYP2D6, human debrisoquine hydroxylase, metabolizes more than 30 prescribed drugs, the vast majority of which are small molecules containing a basic nitrogen atom. In contrast, the similar mouse protein Cyp2d-9 was first characterized as a testosterone 16alpha-hydroxylase. No
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
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
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