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A9630

Sigma-Aldrich

4-Androstene-3,17-dione

≥98%

Synonym(s):

Androstenedione

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About This Item

Empirical Formula (Hill Notation):
C19H26O2
CAS Number:
63-05-8
Molecular Weight:
286.41
Beilstein:
2059239
EC Number:
200-554-5
MDL number:
MFCD00003615
UNSPSC Code:
51111800
PubChem Substance ID:
24278247

Assay

≥98%

drug control

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

mp

170-171 °C (lit.)

SMILES string

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

InChI

1S/C19H26O2/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/h11,14-16H,3-10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1

InChI key

AEMFNILZOJDQLW-QAGGRKNESA-N

Gene Information

human ... HSD17B3(3293)

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Biochem/physiol Actions

Testosterone precursor and metabolite with androgenic activity; may increase the risk of prostate or pancreatic cancer.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H351,H360FD,H362

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Sigma-Aldrich

A71328

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P R Provost et al.
Endocrinology, 141(8), 2786-2794 (2000-08-05)
Surfactant synthesis within developing fetal lung type II cells is affected by testosterone and 5alpha-dihydrotestosterone (5alpha-DHT). The pulmonary epithelial cell line A549, isolated from a human lung carcinoma, like normal lung type II cell, produces disaturated phosphatidylcholines and has been
R S Riikonen
Journal of child neurology, 11(5), 383-388 (1996-09-01)
Infants with cryptogenic infantile spasms seem to differ from those with symptomatic spasms in having a higher cerebrospinal fluid corticotropin content, different levels of corticotropin release after exogenous vasopressin, higher serum levels of progesterone, higher dehydroepiandrosterone: androstenedione ratio (during corticotropin
P S Feldman et al.
Cancer, 49(4), 714-721 (1982-02-15)
A 51-year-old man had a malignant Leydig cell tumor of the testis with elevation of serum estrone and androstenedione as well as urine chorionic gonadotropin. The fine structural features of the neoplasm resembled those of nontumorous Leydig cells as well
Floriane Guibert et al.
Proceedings. Biological sciences, 280(1753), 20122368-20122368 (2012-12-21)
The prenatal environment is a source of phenotypic variability influencing the animal's characteristics. Prenatal stress affects not only the development of offspring, but also that of the following generation. Such effects have been best documented in mammals but can also
D S King et al.
JAMA, 281(21), 2020-2028 (1999-06-08)
Androstenedione, a precursor to testosterone, is marketed to increase blood testosterone concentrations as a natural alternative to anabolic steroid use. However, whether androstenedione actually increases blood testosterone levels or produces anabolic androgenic effects is not known. To determine if short-
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