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4-hydroxy Androstenedione

Item No. 18282

Restricted Product (Schedule III)
Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Synonyms
Synonyms
  • CGP 32349
  • Formestane
  • 4-HAD
  • 4-Hydroxy-androst-4-ene-3,17-dione
  • Lentaron
  • NSC 282175
Technical Information
Formal Name
4-hydroxy-androst-4-ene-3,17-dione
CAS Number
566-48-3
Molecular Formula
C19H26O3
Formula Weight
302.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mLDMSO: 15 mg/mLDMSO:PBS(pH7.2) (1:1): 0.5 mg/mLEthanol: 10 mg/mL
λmax
276 nm
SMILES
O=C1CC[C@@]2([H])[C@]3([H])CCC4=C(O)C(CC[C@]4(C)[C@@]3([H])CC[C@@]21C)=O
InChi Code
InChI=1S/C19H26O3/c1-18-10-8-15(20)17(22)14(18)4-3-11-12-5-6-16(21)19(12,2)9-7-13(11)18/h11-13,22H,3-10H2,1-2H3/t11-,12-,13-,18+,19-/m0/s1
InChi Key
OSVMTWJCGUFAOD-KZQROQTASA-N
Regulatory Information
DEA Schedule
III
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    4-hydroxy Androstenedione (4-HAD) is a steroidal inhibitor of aromatase (also known as cytochrome P450 19A1; Ki = 27 nM).1 As aromatase catalyzes the conversion of androgens to estrogens, aromatase inhibitors, including 4-HAD, are used against hormone-sensitive breast cancer in menopausal women.2 They are also abused in combination with anabolic steroids in racehorses and athletes.3 This product is intended for forensic and research applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lesuisse, D., Gourvest, J.F., Hartmann, C., et al. Synthesis and evaluation of a new series of mechanism-based aromatase inhibitors. J. Med. Chem. 35(9), 1588-1597 (1992).

    2. Smith, I.E., and Dowsett, M. Aromatase inhibitors in breast cancer. N. Engl. J. Med. 348(24), 2431-2442 (2003).

    3. Cawley, A.T., Trout, G.J., Kazlauskas, R., et al. The detection of androstenedione abuse in sport: a mass spectrometry strategy to identify the 4-hydroxyandrostenedione metabolite. Rapid Commun. Mass Spectrom. 22(24), 4147-4157 (2008).