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T1875

Sigma-Aldrich

Testosterone propionate

solid

Synonym(s):

17β-Hydroxy-4-androsten-3-one 17-propionate, 17β-Propionyloxy-4-androsten-3-one, 4-Androsten-17β-ol-3-one 17-propionate

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About This Item

Empirical Formula (Hill Notation):
C22H32O3
CAS Number:
57-85-2
Molecular Weight:
344.49
Beilstein:
3221760
EC Number:
200-351-1
MDL number:
MFCD00003653
UNSPSC Code:
51111800
PubChem Substance ID:
24899994
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

sterility

non-sterile

Assay

≥98% (HPLC)

form

solid

drug control

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

color

white

solubility

acetone: soluble 1 in 4 of acetone
chloroform: soluble 50 mg/ml, clear, colorless to faintly yellow
ethanol: soluble 1 in 6 of ethanol
ethyl oleate: soluble 1 in 20 of ethyl oleate
propylene glycol: soluble 1 in 30 of propylene glycol
soluble 1 in 20 of ethyl oleate
ethanol: 10 mg/mL
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 4.4 mg/mL
H2O: insoluble
oil: soluble

shipped in

ambient

storage temp.

room temp

SMILES string

[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@H](CC[C@@]24[H])OC(=O)CC

InChI

1S/C22H32O3/c1-4-20(24)25-19-8-7-17-16-6-5-14-13-15(23)9-11-21(14,2)18(16)10-12-22(17,19)3/h13,16-19H,4-12H2,1-3H3/t16-,17-,18-,19-,21-,22-/m0/s1

InChI key

PDMMFKSKQVNJMI-BLQWBTBKSA-N

Gene Information

human ... AR(367) , CYP17A1(1586)
rat ... Ar(24208)

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Application

Testosterone propionate has been used for studying its effects on pregnant ewes,.

Biochem/physiol Actions

Androgens direct the development of the male phenotype during embryogenesis and at puberty. Testosterone is an androgen that is secreted by the testis. This hormone is converted to dihydrotestosterone in the target tissues where it regulates several biological functions. Testosterone propionate has been synthetically derived from a plant. This product has extended and faster-acting functions when compared to other testosterone esters.

Physical form

Photosensitive solid

Preparation Note

This product is soluble in chloroform (50 mg/ml). It is also soluble in various oils. The oil solutions can be sterilized by maintaining at 150 deg C for 1 hour. It is practically insoluble in water, soluble 1 in 6 of ethanol, 1 in 4 of acetone, 1 in 20 of ethyl oleate, and 1 in 30 of propylene glycol. The product is incompatible with alkalis and oxidizing agents and it should be protected from light.

Signal Word

Danger

Hazard Statements

H302,H351,H360FD,H400

Hazard Classifications

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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M E Rose et al.
Infection and immunity, 26(2), 630-637 (1979-11-01)
Comparisons were made between infections with Eimeria spp. in normal animals and in animals with functional deficiencies in either T-lymphocytes (athymic nude rats) or B-lymphocytes (bursectomized chickens). Approximately three times more oocysts of E. nieschulzi were passed during a primary
Carlo Serra et al.
The journals of gerontology. Series A, Biological sciences and medical sciences, 68(1), 17-26 (2012-04-14)
Aging is associated with loss of muscle mass and strength, reduced satellite cell number, and lower regenerative potential. Testosterone increases muscle mass, strength, and satellite cell number in humans; however, the effects of testosterone on the regenerative potential of skeletal
Francois Mougeot et al.
Proceedings. Biological sciences, 276(1659), 1093-1100 (2009-01-09)
Extravagant ornaments evolved to advertise their bearers' quality, the honesty of the signal being ensured by the cost paid to produce or maintain it. The oxidation handicap hypothesis (OHH) proposes that a main cost of testosterone-dependent ornamentation is oxidative stress
Mohan Manikkam et al.
Biology of reproduction, 78(4), 648-660 (2007-12-21)
The goal of this study was to explore mechanisms that mediate hypersecretion of LH and progressive loss of cyclicity in female sheep exposed during fetal life to excess testosterone. Our working hypothesis was that prenatal testosterone excess, by its androgenic
Maria Cernea et al.
Endocrinology, 156(9), 3277-3291 (2015-06-11)
Prenatal testosterone (T)-treated ewes display a constellation of reproductive defects that closely mirror those seen in PCOS women, including altered hormonal feedback control of GnRH. Kisspeptin/neurokinin B/dynorphin (KNDy) neurons of the arcuate nucleus (ARC) play a key role in steroid
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