(17beta)-3-Oxoandrost-4-ene-17-carboxylic acid

Basic Information

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CAS Number

302-97-6

Molecular Formula

C20H28O3

Molecular Weight

316.44 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

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CC12CCC3C(C1CCC2C(=O)O)CCC4=CC(=O)CCC34C

InChI

InChI=1S/C20H28O3/c1-19-9-7-13(21)11-12(19)3-4-14-15-5-6-17(18(22)23)20(15,2)10-8-16(14)19/h11,14-17H,3-10H2,1-2H3,(H,22,23)/t14-,15-,16-,17+,19-,20-/m0/s1

InChIKey

YQACAXHKQZCEOI-UDCWSGSHSA-N

LogP

4.219100000000004

Topological Polar Surface Area

54.37 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

592

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

A820303
AC-6217
3-Oxo-4-androstene-17$b-carboxylic acid
3-Oxoandrost-4-ene-17-carboxylic acid
Androst-4-ene-17-carboxylic acid, 3-oxo-, (17b)-
CC-14837
androsta-4-ene-3-one-17beta-carboxylic acid
EX-A1948
L 552.803
3-Oxoandrost-4-ene-17-carboxylic acid #
AD-ACID
BDBM50025329
L-552.803
Testosterone 17-beta-carboxylic acid
AD-Acid; AL 3793; CC 14837; Etienic acid
3-Oxo-4-androstene-17beta-carboxylic acid
Etienic acid
3-Oxoandrost-4-ene-17.beta.-carboxylic acid
(8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-17-carboxylic acid
TESTOSTERONE-17.BETA.-CARBOXYLIC ACID
Q27264655
NSC 226121
3-oxoandrost-4-ene-17beta-carboxylic acid
AL-3793
3-Oxo-4-Androstene-17-Carboxylicacid
SKF-106224
(+)-3-Oxoandrost-4-ene-17beta-carboxylic Acid
BRN 3121673
CHEMBL73976
3-Keto-4-etiocholenic acid
3-Oxo-4-androsten-17beta-carboxylic acid

MDL Number

MFCD00271288

FAQ

What are the physical and chemical properties of (17beta)-3-Oxoandrost-4-ene-17-carboxylic acid (CAS: 302-97-6)?

(17beta)-3-Oxoandrost-4-ene-17-carboxylic acid is a crystalline solid with a molecular weight of approximately 304.44 g/mol. It has a low solubility in water but is highly soluble in organic solvents like ethanol and acetone. This compound is not particularly reactive under normal conditions but can undergo hydrolysis in the presence of strong acids or bases. It is important to store it in a dry, cool place away from moisture and heat sources.

How is (17beta)-3-Oxoandrost-4-ene-17-carboxylic acid (CAS: 302-97-6) typically synthesized?

(17beta)-3-Oxoandrost-4-ene-17-carboxylic acid can be synthesized through the reduction of androst-4-ene-17-one followed by carboxylation. Commonly, this involves the use of lithium aluminum hydride (LAH) for reduction and then the addition of carbon dioxide in the presence of a base to introduce the carboxylic acid functionality. The reaction is typically carried out under anhydrous conditions to prevent side reactions.

What industries use (17beta)-3-Oxoandrost-4-ene-17-carboxylic acid (CAS: 302-97-6)?

(17beta)-3-Oxoandrost-4-ene-17-carboxylic acid is primarily used in the pharmaceutical industry for the synthesis of progestogens and other steroid hormones. It is also utilized in the sensor technology sector for developing highly sensitive detection systems due to its specific reactivity with certain biological molecules. Additionally, it plays a role in polymer science for the production of certain types of biodegradable polymers.

What precautions should be taken when handling (17beta)-3-Oxoandrost-4-ene-17-carboxylic acid (CAS: 302-97-6)?

When handling (17beta)-3-Oxoandrost-4-ene-17-carboxylic acid, it is crucial to wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. It should be handled in a well-ventilated area or a fume hood to prevent inhalation of dust or vapors. Spills should be cleaned up immediately using appropriate absorbents and the area should be thoroughly cleaned. Always refer to the Safety Data Sheet (SDS) for detailed information on handling and disposal. Storage should be in a cool, dry place, away from direct sunlight and heat sources.