(+)-Dehydroisoandrosterone, 99%, Thermo Scientific Chemicals

(+)-Dehydroisoandrosterone, CAS # 53-43-0, also known as androstenolone, is an endogenous steroid hormone precursor. It is an intermediate in the conversion of cholesterol to androgens and estrogens.

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

• (+)-Dehydroisoandrosterone is an endogenous steroid hormone precursor that acts as an intermediate in the conversion of cholesterol to androgens and estrogens

Applications

• It is an endogenous and naturally occurring steroid hormone produced largely by the adrenal glands, but also by the testes and ovaries

• It has been described that (+)-Dehydroisoandrosterone could have a role in the immune and stress response

• (+)-Dehydroisoandrosterone can be converted to testosterone, androstenedione, estradiol, and estrone

• (+)-Dehydroisoandrosterone is derived from cholesterol through the action of two cytochrome P450 enzymes

• It can induce both direct and indirect in vivo biological effects, by modulating GABA- α receptor and N-Methyl-D-aspartic acid (NMDA) receptor complexes.

• It can also increase pancreatic β cell insulin secretion and anti-glucocorticoid activity

• It is useful to detect excess adrenal activity since it is produced nearly exclusively by the adrenal glands

Chemical Identifiers

CAS

53-43-0

Molecular Formula

C₁₉H₂₈O₂

Molecular Weight (g/mol)

288.42

MDL Number

MFCD00003613

InChI Key

FMGSKLZLMKYGDP-USOAJAOKSA-N

Synonym

dehydroepiandrosterone, dhea, prasterone, dehydroisoandrosterone, androstenolone, trans-dehydroandrosterone, 3beta-hydroxyandrost-5-en-17-one, diandron, diandrone, psicosterone

PubChem CID

5881

ChEBI

CHEBI:28689

IUPAC Name

(3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one

SMILES

CC12CCC3C(C1CCC2=O)CC=C4C3(CCC(C4)O)C

CAS Min %

98.5

CAS Max %

100.0

Melting Point

146.0°C to 151.0°C

Color

White

Loss on Drying

0.5% max. (105°C, 3 hrs)

Infrared Spectrum

Authentic

Assay Percent Range

98.5% min. (HPLC)

Packaging

Glass bottle

Quantity

50 g

Beilstein

08, IV, 994

Merck Index

15, 2875

Specific Rotation Condition

+12° (25°C c=2,ethanol 96%)

Specific Rotation

+ 12.00

Solubility Information

Solubility in water: practically insoluble. Other solubilities: soluble in benzene,alcohol and diethyl ether,sparingly soluble in chloroform and petrol. ether

Formula Weight

288.42

Percent Purity

99%

Physical Form

Fine Crystalline Powder

Chemical Name or Material

(+)-Dehydroisoandrosterone

EINECSNumber

200-175-5

SDS

EINECSNumber

200-175-5

SDS

RUO – Research Use Only