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853-23-6

Basic Information
CAS No.: 853-23-6
Name: Androst-5-en-17-one,3-(acetyloxy)-, (3b)-
Article Data: 127
Cas Database
Molecular Structure:
Molecular Structure of 853-23-6 (Androst-5-en-17-one,3-(acetyloxy)-, (3b)-)
Formula: C21H30O3
Molecular Weight: 330.467
Synonyms: Androst-5-en-17-one,3b-hydroxy-, acetate (6CI,8CI);17-Oxoandrost-5-en-3b-yl acetate;3b-Acetoxy-5-androstene-17-one;3b-Hydroxy-5-androsten-17-oneacetate;3b-Hydroxyandrost-5-en-17-one3-acetate;Androstenolone acetate;Dehydroisoandrosterone 3-acetate;Prasterone acetate;D5-Dehydroepiandrosterone 3-acetate;
EINECS: 212-714-1
Density: 1.12 g/cm3
Melting Point: 168-170 °C
Boiling Point: 434.8 °C at 760 mmHg
Flash Point: 188.1 °C
Solubility: 11.5mg/L(temperature not stated)
Appearance: N/A
Hazard Symbols: N/A
Risk Codes: N/A
Safety: 22-24/25
Transport Information: N/A
PSA: 43.37000
LogP: 4.45000
Synthetic route
53-43-0

dehydroepiandrosterone

108-24-7

acetic anhydride

853-23-6

prasterone acetate

Conditions
ConditionsYield
With toluene-4-sulfonic acid for 0.0111667h; microwave irradiation;100%
With dmap; triethylamine In dichloromethane at 20℃; for 5h;100%
With dmap; triethylamine In dichloromethane at 20℃; for 5h;100%
14545-93-8

5α,6α-epoxy-17-oxoandrostan-3β-yl acetate

853-23-6

prasterone acetate

Conditions
ConditionsYield
With iodine; triphenylphosphine In dichloromethane98%
14456-20-3, 17921-59-4

3β-acetoxy-17-cycloethylenedioxy-androst-5-ene

853-23-6

prasterone acetate

Conditions
ConditionsYield
With Montmorillonite K 10; water In acetone for 9h; Heating;98%
With silica gel; copper(II) sulfate In chloroform for 5h; Heating;93%
25256-95-5

3β,17β-Diacetoxy-androsta-5,16-diene

853-23-6

prasterone acetate

Conditions
ConditionsYield
With lipase from Candida antarctica In acetonitrile at 30℃; for 3h;98%
1863-39-4

3β-acetoxy-17α-hydroxy-5-pregnen-20-one

853-23-6

prasterone acetate

Conditions
ConditionsYield
With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide In dichloromethane; acetonitrile for 0.75h;95%
75-36-5

acetyl chloride

19637-35-5

3-tetrahydropyran-2-yloxy-androst-5-en-17-one

853-23-6

prasterone acetate

Conditions
ConditionsYield
In acetone for 5h; Ambient temperature;95%
91414-05-0

C24H36O2S2

A

853-23-6

prasterone acetate

B

91414-07-2

Acetic acid (2S,4aR,4bS,6aS,12aS,12bR)-4a,6a-dimethyl-2,3,4,4a,4b,5,6,6a,9,10,12,12a,12b,13-tetradecahydro-1H,8H-7,11-dithia-azuleno[2,1-a]phenanthren-2-yl ester

Conditions
ConditionsYield
With Phenylselenyl chloride In dichloromethane at 0℃; for 0.75h;A 6%
B 90%
6585-68-8

3β-acetoxy-5β,6β-epoxyandrostan-17-one

853-23-6

prasterone acetate

Conditions
ConditionsYield
With dimethyl diazomalonate; chloro[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]copper(I) In toluene for 4h; Reagent/catalyst; Sealed tube; Reflux; stereospecific reaction;85%
With iodine; triphenylphosphine In dichloromethane75%
51673-57-5

C29H37NO6

A

853-23-6

prasterone acetate

B

18462-31-2

3β-hydroxy-13α-methylandrost-5-en-17-one acetate

Conditions
ConditionsYield
In benzene for 5h; Irradiation;A 71%
B 0.7%
53-43-0

dehydroepiandrosterone

75-36-5

acetyl chloride

853-23-6

prasterone acetate

Conditions
ConditionsYield
In toluene for 24h; Reflux;69.3%
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Specification

The IUPAC name of 3-β-Hydroxyandrost-5-en-17-one acetate is [(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-oxo-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] acetate. With the CAS registry number 853-23-6 and EINECS 212-714-1, it is also named as Dehydroepiandrosterone acetate.The product's categories are Pharmaceutical Intermediates; Steroids; 17-Ketosteroids; Biochemistry; Hydroxyketosteroids; Chemistry. It is used to synthetize steroid hormone drugs. When using it, people should not breathe dust and avoid contact with skin and eyes. 

The other characteristics of 3-β-Hydroxyandrost-5-en-17-one acetate can be summarized as: (1)ACD/LogP: 4.28; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.28; (4)ACD/LogD (pH 7.4): 4.28; (5)ACD/BCF (pH 5.5): 1046.53; (6)ACD/BCF (pH 7.4): 1046.53; (7)ACD/KOC (pH 5.5): 5048.22; (8)ACD/KOC (pH 7.4): 5048.22; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 43.37 Å2; (13)Index of Refraction: 1.54; (14)Molar Refractivity: 92.69 cm3; (15)Molar Volume: 295 cm3; (16)Surface Tension: 42.2 dyne/cm; (17)Enthalpy of Vaporization: 69.09 kJ/mol; (18)Vapour Pressure: 9.24E-08 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Tautomer Count: 2; (21)Exact Mass: 330.219495; (22)MonoIsotopic Mass: 330.219495; (23)Topological Polar Surface Area: 43.4; (24)Heavy Atom Count: 24; (25)Complexity: 606.

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C(O[C@@H]4C/C3=C/C[C@@H]2[C@H](CC[C@@]1(C(=O)CC[C@H]12)C)[C@@]3(C)CC4)C
2. InChI:InChI=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-/m0/s1
3. InChIKey:NCMZQTLCXHGLOK-ZKHIMWLXBR