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Merck

46923

Testosterone

VETRANAL®, analytical standard

Synonym(s):

17β-Hydroxy-3-oxo-4-androstene, 17β-Hydroxy-4-androsten-3-one, 4-Androsten-17β-ol-3-one, trans-Testosterone

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About This Item

Empirical Formula (Hill Notation):
C19H28O2
CAS Number:
58-22-0
Molecular Weight:
288.42
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329757265
EC Number:
200-370-5
Beilstein/REAXYS Number:
1915399
MDL number:
MFCD00003654

Product Name

Testosterone, VETRANAL®, analytical standard

InChI key

MUMGGOZAMZWBJJ-DYKIIFRCSA-N

InChI

1S/C19H28O2/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/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1

SMILES string

C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2O

grade

analytical standard

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

drug control

USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

solubility

H2O: soluble

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

Quality Level

100

Gene Information

human ... AR(367)

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

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.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk

WGK 3

ppe

Eyeshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2880
BCCF3787
BCBS8823V

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James R Bell et al.
American journal of physiology. Heart and circulatory physiology, 306(9), H1265-H1274 (2014-03-13)
Estrogen in females is conventionally considered a cardioprotective influence, but a role for estrogen in male cardioprotection has yet to be defined. Estrogen biosynthesis from testosterone is regulated by aromatase. Aromatase has recently been shown to be expressed in the
Andrea C Lo et al.
International journal of radiation oncology, biology, physics, 88(1), 87-93 (2013-12-18)
To determine (1) the prognostic utility of prostate-specific antigen (PSA) concentration at 45 to 60 months (48mPSA) after low-dose-rate prostate brachytherapy (LDR-PB); (2) the predictors of 48mPSA; and (3) the prognostic utility of directional trends between PSA levels at 24
E David Crawford et al.
Urology, 83(5), 1122-1128 (2014-03-26)
To demonstrate the safety and efficacy of up to 5 years of degarelix treatment and the effects of crossing over from leuprolide to degarelix in the extension phase of a phase III pivotal 1-year trial. Patients receiving degarelix who completed
Franck Oury et al.
The Journal of clinical investigation, 123(6), 2421-2433 (2013-06-04)
The osteoblast-derived hormone osteocalcin promotes testosterone biosynthesis in the mouse testis by binding to GPRC6A in Leydig cells. Interestingly, Osteocalcin-deficient mice exhibit increased levels of luteinizing hormone (LH), a pituitary hormone that regulates sex steroid synthesis in the testes. These
Y Zimmerman et al.
Human reproduction update, 20(1), 76-105 (2013-10-02)
BACKGROUND; Combined oral contraceptives (COCs) reduce levels of androgen, especially testosterone (T), by inhibiting ovarian and adrenal androgen synthesis and by increasing levels of sex hormone-binding globulin (SHBG). Although this suppressive effect has been investigated by numerous studies over many
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