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Merck

A8380

Sigma-Aldrich

5α-Androstan-17β-ol-3-on

≥97.5%

Synonym(e):

17β-Hydroxy-5α-androstan-3-on, 3α-Hydroxyetioallocholan-17-on, 4,5α-Dihydrotestosteron, Androstanolon, Stanolon

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About This Item

Empirische Formel (Hill-System):
C19H30O2
CAS-Nummer:
Molekulargewicht:
290.44
Beilstein:
2056371
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
51111800
PubChem Substanz-ID:
NACRES:
NA.77

Biologische Quelle

synthetic

Qualitätsniveau

Sterilität

non-sterile

Assay

≥97.5%

Form

powder

Arzneimittelkontrolle

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

Löslichkeit

ethanol: 50 mg/mL, clear to slightly hazy, colorless to very faintly yellow

SMILES String

[H][C@@]12CC[C@@]3([H])[C@]4([H])CC[C@H](O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CCC(=O)C2

InChI

1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1

InChIKey

NVKAWKQGWWIWPM-ABEVXSGRSA-N

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Anwendung

5α-Androstan-17β-ol-3-one, also referred to as androstanolone or dihydrotestosterone, is an anabolic steroid. Testosterone secreted by the testis is converted to dihydrotestosterone in the target tissues where it appears to mediate many of the biological actions of testosterone, including the development of the male phenotype during embryogenesis and at puberty.

Biochem./physiol. Wirkung

Androstanolone is an anabolic steroid. Testosterone secreted by the testis is converted to dihydrotestosterone in the target tissues where it appears to mediate many of the biological actions of testosterone. Androgens direct the development of the male phenotype during embryogenesis and at puberty.

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Repr. 1A

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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


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Anthony Schroeder et al.
General and comparative endocrinology, 281, 7-16 (2019-05-07)
Sex steroids are involved in sex determination in almost all vertebrates, including species with temperature-dependent sex determination (TSD). It is well established that aromatase and estrogens are involved in ovary determination in TSD species. In contrast, the role of non-aromatizable
Bu B Yeap et al.
The Journal of clinical endocrinology and metabolism, 99(1), E9-18 (2013-11-22)
Testosterone (T) levels decline with age and lower T has been associated with increased mortality in aging men. However, the associations of its metabolites, dihydrotestosterone (DHT) and estradiol (E2), with mortality are poorly defined. We assessed associations of T, DHT
Isabelle Brunet et al.
The Journal of clinical investigation, 124(7), 3230-3240 (2014-06-18)
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Therapies to prevent transmission of malaria parasites to the mosquito vector are a vital part of the global malaria elimination agenda. Primaquine is currently the only drug with such activity; however, its use is limited by side effects. The development
Jitendra K Meena et al.
The EMBO journal, 34(10), 1371-1384 (2015-03-31)
The causal role of aneuploidy in cancer initiation remains under debate since mutations of euploidy-controlling genes reduce cell fitness but aneuploidy strongly associates with human cancers. Telomerase activation allows immortal growth by stabilizing telomere length, but its role in aneuploidy

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