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Merck
CN

10340

4-Androstene-3,17-dione

purum, ≥98.0% (HPLC)

Synonym(s):

Androstenedione

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About This Item

Empirical Formula (Hill Notation):
C19H26O2
CAS Number:
Molecular Weight:
286.41
EC Number:
200-554-5
UNSPSC Code:
51111800
MDL number:
Beilstein/REAXYS Number:
2059239
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grade

purum

assay

≥98.0% (HPLC)

optical activity

[α]20/D +189±2°, c = 1% in ethanol

drug control

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

mp

170-173 °C

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

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.

Other Notes

Sales restrictions may apply

Regulatory Information

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Margarida M D S Cepa et al.
Journal of medicinal chemistry, 48(20), 6379-6385 (2005-09-30)
Inhibition of aromatase is an efficient approach for the prevention and treatment of breast cancer. New A,D-ring modified steroid analogues of formestane and testolactone were designed and synthesized and their biochemical activity was investigated in vitro in an attempt to
Béatrice Tchédam Ngatcha et al.
Journal of medicinal chemistry, 48(16), 5257-5268 (2005-08-05)
Type 3 17beta-hydroxysteroid dehydrogenase (17beta-HSD) is involved in the biosynthesis of androgen testosterone. To produce potent inhibitors of this key steroidogenic enzyme, we prepared a series of androsterone (ADT) derivatives by adding a variety of substituents at position 3. The
Patrick Bydal et al.
European journal of medicinal chemistry, 44(2), 632-644 (2008-05-13)
Androgens are well known to play a predominant role in prostate cancer and other androgen-dependent diseases. To decrease the level of androgen testosterone in the prostate, we are interested in developing inhibitors of 17beta-hydroxysteroid dehydrogenase type 5 (17beta-HSD5). This enzyme
Artem Cherkasov et al.
Journal of medicinal chemistry, 51(7), 2047-2056 (2008-03-12)
A benchmark data set of steroids with known affinity for sex hormone-binding globulin (SHBG) has been widely used to validate popular molecular field-based QSAR techniques. We have expanded the data set by adding a number of nonsteroidal SHBG ligands identified
Gustav Ahlin et al.
Journal of medicinal chemistry, 51(19), 5932-5942 (2008-09-16)
The liver-specific organic cation transport protein (OCT1; SLC22A1) transports several cationic drugs including the antidiabetic drug metformin and the anticancer agents oxaliplatin and imatinib. In this study, we explored the chemical space of registered oral drugs with the aim of

Global Trade Item Number

SKUGTIN
278785-50G04061837837005
278785-10G04061837836992

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