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Merck
CN

A9630

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
EC Number:
200-554-5
UNSPSC Code:
51111800
PubChem Substance ID:
24278247
Beilstein/REAXYS Number:
2059239
MDL number:
MFCD00003615

Key Documents

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InChI key

AEMFNILZOJDQLW-QAGGRKNESA-N

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

SMILES string

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

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.)

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
GHS08,GHS07

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk

WGK 2

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
065K10411
116H0925
115K1292
086H1301
083K1052

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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
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
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
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
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-
View All Related Papers

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