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A8380

Sigma-Aldrich

5α-Androstan-17β-ol-3-one

≥97.5%

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
Beilstein:
2056371
EC Number:
208-307-3
MDL number:
MFCD00003667
UNSPSC Code:
51111800
PubChem Substance ID:
24891337
NACRES:
NA.77

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)

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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.

Signal Word

Danger

Hazard Statements

H302,H351,H360FD,H410

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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