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A8380

5α-Androstan-17β-ol-3-one

synthetic, ≥97.5%, Androgen hormone, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C19H30O2
CAS Number:
521-18-6
Molecular Weight:
290.44
NACRES:
NA.77
PubChem Substance ID:
24891337
UNSPSC Code:
51111800
EC Number:
208-307-3
MDL number:
MFCD00003667
Beilstein/REAXYS Number:
2056371
Assay:
≥97.5%
Form:
powder
Quality level:
200
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Product Name

5α-Androstan-17β-ol-3-one, ≥97.5%

biological source

synthetic

Quality Level

200

sterility

non-sterile

assay

≥97.5%

form

powder

drug control

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

solubility

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

InChI key

NVKAWKQGWWIWPM-ABEVXSGRSA-N

Gene Information

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)

Application

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 Actions

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.

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Danger

Hazard Classifications

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

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7489
BCCL1365
BCCK1093
BCCH0903
BCCD9214

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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)
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
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