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Dehydroepiandrosterone acetate

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Dehydroepiandrosterone acetate Basic information
Product Name:Dehydroepiandrosterone acetate
Synonyms:3B-ACETOXY-5-ANDROSTEN-17-ONE;3BETA-ACETOXY-5-ANDROSTEN-17-ONE ACETATE;3B-HYDROXYANDROST-5-EN-17-ONEACETATE;3-(ACETYLOXY)ANDROST-5-ENE-17-ONE;5-ANDROSTEN-3-BETA-ACETOXY-3-ONE;5-ANDROSTEN-3BETA-OL-17-ONE 3-ACETATE;5-ANDROSTEN-3-BETA-OL-17-ONE ACETATE;Androst-5-en-17-one,3-(acetyloxy)-, (3b)-
CAS:853-23-6
MF:C21H30O3
MW:330.47
EINECS:212-714-1
Product Categories:Intermediates & Fine Chemicals;17-Ketosteroids;Pharmaceutical Intermediates;Biochemistry;Hydroxyketosteroids;Chemistry;Steroids;Metabolites & Impurities;Pharmaceuticals;API;Inhibitors;853-23-6
Mol File:853-23-6.mol
Dehydroepiandrosterone acetate Structure
Dehydroepiandrosterone acetate Chemical Properties
Melting point 168-170 °C(lit.)
Boiling point 407.89°C (rough estimate)
density 1.0998 (rough estimate)
vapor pressure 0Pa at 20℃
refractive index 1.5192 (estimate)
storage temp. Refrigerator
solubility Chloroform, DMSO (Slightly), Methanol (Slightly)
form Solid
color White to Off-White
Optical Rotation[α]20/D +2.4°, c = 2 in ethanol
Water Solubility 11.5mg/L(temperature not stated)
InChIInChI=1/C21H30O3/c1-13(22)24-15-8-10-20(2)14(12-15)4-5-16-17-6-7-19(23)21(17,3)11-9-18(16)20/h4,15-18H,5-12H2,1-3H3/t15-,16-,17-,18-,20-,21-/s3
InChIKeyNCMZQTLCXHGLOK-KJBVPOJVSA-N
SMILESC[C@]12CC[C@H](OC(=O)C)CC1=CC[C@@]1([H])[C@]3([H])CCC(=O)[C@@]3(C)CC[C@]21[H] |&1:1,4,13,15,21,25,r|
LogP5.1 at 20℃
CAS DataBase Reference853-23-6
Safety Information
Safety Statements 22-24/25
WGK Germany 3
RTECS BV8396810
MSDS Information
ProviderLanguage
SigmaAldrich English
Dehydroepiandrosterone acetate Usage And Synthesis
Chemical PropertiesOff-White Solid
UsesA metabolite of Dehydroepiandrosterone. This mammalian pro-hormone promotes brain and immune function
UsesMenopausal syndrome
DefinitionChEBI: Prasterone acetate is a steroid ester.
Application Dehydroepiandrosterone acetate (CAS No: 853-23-6, abbreviated as DHEA acetate) is an important pharmaceutical intermediate. It can be used as a raw material to produce testosterone, methyl testosterone, estradiol, and estriol. Recently, with the development of the pharmaceutical industry, more and more applications for DHEA acetate have been exploited[1].
Flammability and ExplosibilityNot classified
Biological ActivityDehydroepiandrosterone acetate (DHEA, Androstenolone) is a kind of dehydroepiandrosterone derivatives. DHEA is an endogenous steroid hormone, which is considered to be a natural product/dietary supplement with many proposed benefits to humans.
in vivoDehydroisoandrosterone implants increases aggression in a laboratory-based simulated territorial intrusion. Brains of Dehydroisoandrosterone-implanted birds show higher aromatase mRNA expression in the preoptic area (POA) and higher androgen receptor mRNA expression in the periventricular nucleus of the medial striatum (pvMSt) and ventromedial nucleus of the hypothalamus (VMH). The Dehydroisoandrosterone-induced increases in aromatase expression in the POA and androgen receptor expression in the pvMSt are consistent with previously reported seasonal increases in these markers associated with naturally elevated Dehydroisoandrosterone levels. Dehydroisoandrosterone supplementation (10.2 mg/kg) alone significantly increases mice body weight (BW), muscle weight, testosterone level, and glycogen contents (liver and muscle) when compared with SC group.
References [1] Chao Cheng. “Solubility determination and thermodynamic models for dehydroepiandrosterone acetate in mixed solvents of (ethyl acetate + methanol), (ethyl acetate + ethanol) and (ethyl acetate + isopropanol).” Journal of Chemical Thermodynamics 101 (2016): Pages 372-379.
Dehydroepiandrosterone acetate Preparation Products And Raw materials
Preparation ProductsEpiandrosterone acetate-->Methandriol-->3β-Acetyloxy-14α-hydroxy-5α-androstan-17-one-->Androst-5-en-17-one,3-chloro-, (3b)--->Androstenone hydrazone
Tag:Dehydroepiandrosterone acetate(853-23-6) Related Product Information
Ethyl acetate Vinyl acetate Goserelin acetate 7-Keto-dehydroepiandrosterone Butyl acetate Ammonium acetate Sodium acetate Epiandrosterone acetate Benzyl acetate Ethylene glycol monoethyl ether acetate Hydrobromic acid,acetic acid solution Epiandrosterone 2-Butoxyethyl acetate Magnesium acetate 1-Methoxy-2-propyl acetate Cellulose acetate Chlorophosphonazo III Androsterone