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SML2364

Sigma-Aldrich

4-Androstenedione

≥98% (HPLC)

Synonym(s):

4-Androstene-3,17-dione, (8R,9S,10R,13S,14S)-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione, 17-Ketotestosterone, 3,17-Dioxoandrost-4-ene, Androst-4-ene-3,17-dione, Androstenedione, Fecundin, NSC 9563, SKF 2170

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About This Item

Empirical Formula (Hill Notation):
C19H26O2
CAS Number:
63-05-8
Molecular Weight:
286.41
Beilstein/REAXYS Number:
2059239
MDL number:
MFCD00003615
UNSPSC Code:
12352200

assay

≥98% (HPLC)

form

powder

drug control

USDEA Schedule III

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

room temp

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

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Biochem/physiol Actions

4-Androstenedione, commonly known as Androstenedione, is an endogenous androgen steroid hormone. 4-Androstenedione functions as an intermediate in the biosynthesis of testosterone, estradiol and estrone. Recent studies indicate that 4-Androstenedione is involved in aromatase inhibitors induce painful musculoskeletal symptoms (AIMSS) by activation of TRPA1.
Testosterone precursor and metabolite with androgenic activity; may increase the risk of prostate or pancreatic cancer.

pictograms

Exclamation markHealth hazard
GHS07,GHS08

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_germany

WGK 2

Certificates of Analysis (COA)

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Francesco De Logu et al.
Cancer research, 76(23), 7024-7035 (2016-10-21)
Aromatase inhibitors (AI) induce painful musculoskeletal symptoms (AIMSS), which are dependent upon the pain transducing receptor TRPA1. However, as the AI concentrations required to engage TRPA1 in mice are higher than those found in the plasma of patients, we hypothesized

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