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Key Documents

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:
Molecular Weight:
286.41
Beilstein:
2059239
EC Number:
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:

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

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Statements

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

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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-
R S Riikonen
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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
A Mouritsen et al.
The Journal of clinical endocrinology and metabolism, 98(9), 3755-3764 (2013-07-05)
Little is known about the possible deleterious effects of phthalate exposure on endogenous sex steroid levels in children. Our objective was to investigate whether urinary phthalate metabolite levels are associated with circulating adrenal androgen levels and age at puberty. This

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