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Androstenedione

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  • Androstenedione
  • 63-05-8
  • C<sub>19</sub>H<sub>26</sub>O<sub>2</sub>
  • 286.414
  • white to off-white solid
Inquiry

Quality Manufacturer Supply High Purity 99% Androstenedione 63-05-8 with Reasonable Price

  • Molecular Formula:C19H26O2
  • Molecular Weight:286.414
  • Appearance/Colour:white to off-white solid 
  • Vapor Pressure:1.2E-07mmHg at 25°C 
  • Melting Point:170-171 °C(lit.) 
  • Refractive Index:1.551 
  • Boiling Point:431.4 °C at 760 mmHg 
  • Flash Point:161.1 °C 
  • PSA：34.14000 
  • Density:1.11 g/cm3 
  • LogP:4.08740 

Androstenedione(Cas 63-05-8) Usage

Biological Metabolism

The in vitro perfusion of the human placental lobule with 7-ethoxycoumarin gives 7-hydroxycoumarin, and perfusion with androstenedione gives the conversion products, estrone, estradiol, and testosterone. The human placenta has only a limited capacity for the metabolism of xenobiotics.

Safety Profile

An experimental teratogen. Otherexperimental reproductive effects. Questionablecarcinogen with experimental tumorigenic data. Whenheated to decomposition it emits acrid smoke andirritating fumes.

Purification Methods

Crystallise the dione from hexane. It is soluble in *C6H6, CHCl3 and EtOH. It has max at 239nm. It is a precursor of estrone or testosterone and has androgenic activity. [Ruzicka & Wettstein Helv Chim Acta 18 980 1935, Beilstein 7 III 3636, 7 IV 2381.]

Definition

ChEBI: A 3-oxo Delta4-steroid that is androst-4-ene substituted by oxo groups at positions 3 and 17. It is a steroid hormone synthesized in the adrenal glands and gonads.

InChI:InChI=1/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

63-05-8 Relevant articles

Direct Observation of a Dienolate Intermediate in the Base-Catalyzed Isomerization of 5-Androstene-3,17-dione to 4-Androstene-3,17-dione

Pollack, Ralph M.,Mack, Joseph P. G.,Eldin, Sherif

, p. 5048 - 5050 (1987)

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Structural Basis for Featuring of Steroid Isomerase Activity in Alpha Class Glutathione Transferases

Tars, Kaspars,Olin, Birgit,Mannervik, Bengt

, p. 332 - 340 (2010)

Glutathione transferases (GSTs) are abun...

-

Prins,Reichstein

, p. 945,950 (1941)

-

Acid- and Base-Catalyzed Isomerization of Androst-5-ene-3,17-dione and 17α-Ethynyl-17β-hydroxy-5-estren-3-one

Perera, S. K.,Dunn, W. A.,Fedor, L. R.

, p. 2816 - 2821 (1980)

Isomerization of androst-5-ene-3,17-dion...

Determination of the Microscopic Rate Constants for the Base-Catalyzed Conjugation of 5-Androstene-3,17-dione

Pollack, Ralph M.,Zeng, Baifei,Mack, Joseph P. G.,Eldin, Sherif

, p. 6419 - 6423 (1989)

The hydroxide ion catalyzed isomerizatio...

Photochemical studies LII: investigation on the photostability of testosterone and methyltestosterone in the solid state

Reisch,Ekiz,Takacs

, p. 173 - 175 (1989)

-

Activity and inhibition of 3-beta-hydroxysteroid dehydrogenase/delta-5-4-isomerase in human skin

Toth,Szecsi,Julesz,Faredin

, p. 160 - 168 (1997)

Activity and inhibition of 3β-hydroxyste...

REGIO- AND STEREOSELECTIVE 1,4-REDUCTIONS OF METHYLATED, CROSS-CONJUGATED STEROIDAL CYCLOHEXADIENONES

Kuenzer, H.,Stahnke, M.,Sauer, G.,Wiechert, R.

, p. 3859 - 3862 (1990)

Regio- and stereoselectivities in conjug...

Synthesis of Visible-Light–Activated Hypervalent Iodine and Photo-oxidation under Visible Light Irradiation via a Direct S0→Tn Transition

Matsuda, Yu,Matsumoto, Koki,Nagasawa, Sho,Nakajima, Masaya,Nemoto, Tetsuhiro

, p. 235 - 239 (2022/03/16)

Heavy atom-containing molecules cause a ...

Synthesis of Cardiotonic Steroids Oleandrigenin and Rhodexin B

Fejedelem, Zachary,Carney, Nolan,Nagorny, Pavel

, p. 10249 - 10262 (2021/07/31)

This article describes a concise synthes...

Electrochemically Enabled One-Pot Multistep Synthesis of C19 Androgen Steroids

Sommer, Florian,Kappe, C. Oliver,Cantillo, David

supporting information, p. 6044 - 6049 (2021/03/15)

The synthesis of many valuable C19 andro...

Platinum-Catalyzed α,β-Desaturation of Cyclic Ketones through Direct Metal–Enolate Formation

Chen, Ming,Dong, Guangbin

supporting information, p. 7956 - 7961 (2021/03/01)

The development of a platinum-catalyzed ...

63-05-8 Process route

5α,6β-dibromocholestan-3β-ol
1857-80-3

5α,6β-dibromocholestan-3β-ol

sodium acetate
127-09-3

sodium acetate

acetic acid
64-19-7,77671-22-8

acetic acid

Progesterone
57-83-0

Progesterone

Androstenedione
63-05-8

Androstenedione

androst-4-en-3-one-17β-carboxylic acid
302-97-6

androst-4-en-3-one-17β-carboxylic acid

3-oxo-4-cholenic acid
1452-29-5

3-oxo-4-cholenic acid

Conditions
Conditions Yield
at 80 ℃;
at 80 ℃;
androst-5-en-3β-ol
1476-64-8,25706-90-5

androst-5-en-3β-ol

Androstenedione
63-05-8

Androstenedione

5-androsten-3-one
10247-98-0

5-androsten-3-one

Conditions
Conditions Yield
With Celite; pyridinium chlorochromate; In dichloromethane; for 2.5h; Yields of byproduct given; Ambient temperature;

63-05-8 Upstream products

  • 58-22-0
    58-22-0

    testosterone

  • 53-43-0
    53-43-0

    dehydroepiandrosterone

  • 68-96-2
    68-96-2

    17-hydroxyprogesterone

  • 521-17-5
    521-17-5

    5-androstenediol

63-05-8 Downstream products

  • 846-46-8
    846-46-8

    androstanedione

  • 3591-19-3
    3591-19-3

    3-bismethoxyandrost-17-one

  • 905-30-6
    905-30-6

    3-(1'-pyrrolidinyl)-androsta-3,5-dien-17-one

  • 1096-38-4
    1096-38-4

    16-dehydroprogesterone

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