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A8380

Sigma-Aldrich

5α-Androstan-17β-ol-3-one

≥97.5%

Sinonimo/i:

17β-Hydroxy-5α-androstan-3-one, 4,5α-Dihydrotestosterone, Androstanolone, Stanolone

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About This Item

Formula empirica (notazione di Hill):
C19H30O2
Numero CAS:
521-18-6
Peso molecolare:
290.44
Beilstein:
2056371
Numero CE:
208-307-3
Numero MDL:
MFCD00003667
Codice UNSPSC:
51111800
ID PubChem:
24891337
NACRES:
NA.77

Origine biologica

synthetic

Livello qualitativo

200

Sterilità

non-sterile

Saggio

≥97.5%

Forma fisica

powder

Controllo stupefacenti

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

Solubilità

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

Stringa SMILE

[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
NVKAWKQGWWIWPM-ABEVXSGRSA-N

Informazioni sul gene

human ... AR(367) , ESR1(2099) , PGR(5241) , SERPINA6(866) , SHBG(6462)
mouse ... Esr1(13982)
rat ... Ar(24208) , Esr1(24890) , Nr3c1(24413) , Nr3c2(25672) , Pgr(25154)

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Applicazioni

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.

Azioni biochim/fisiol

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.

Avvertenze

Danger

Indicazioni di pericolo

H302,H351,H360FD,H410

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

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Sigma-Aldrich

E5126

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Sigma-Aldrich

86500

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3-ALPHA-HYDROXY-5-BETA-ANDROSTAN-17-ONE AldrichCPR

R278572

3-ALPHA-HYDROXY-5-BETA-ANDROSTAN-17-ONE

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
Katharine Trenholme et al.
Antimicrobial agents and chemotherapy, 58(7), 3666-3678 (2014-04-16)
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
Isabelle Brunet et al.
The Journal of clinical investigation, 124(7), 3230-3240 (2014-06-18)
Autonomic sympathetic nerves innervate peripheral resistance arteries, thereby regulating vascular tone and controlling blood supply to organs. Despite the fundamental importance of blood flow control, how sympathetic arterial innervation develops remains largely unknown. Here, we identified the axon guidance cue
Xianbao Deng et al.
The New phytologist, 201(4), 1469-1483 (2013-11-26)
• Chalcone synthase (CHS) is the key enzyme in the first committed step of the flavonoid biosynthetic pathway and catalyzes the stepwise condensation of 4-coumaroyl-CoA and malonyl-CoA to naringenin chalcone. In plants, CHS is often encoded by a small family
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