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564-35-2

Basic Information
CAS No.: 564-35-2
Name: 11-KETOTESTOSTERONE
Article Data: 14
Molecular Structure:
Molecular Structure of 564-35-2 (11-KETOTESTOSTERONE)
Formula: C19H26O3
Molecular Weight: 302.414
Synonyms: Androst-4-ene-3,11-dione,17β-hydroxy- (8CI);11-Ketotestosterone;11-Oxotestosterone;11-keto-Testosterone;17β-Hydroxyandrost-4-ene-3,11-dione;4-Androsten-17β-ol-3,11-dione;
Density: 1.191 g/cm3
Melting Point: 183-184 °C(Solv: acetone (67-64-1); hexane (110-54-3))
Boiling Point: 476.791 °C at 760 mmHg
Flash Point: 256.265 °C
PSA: 54.37000
LogP: 3.05820
Synthetic route
382-45-6

adrenosterone

564-35-2

11-ketotestosterone

Conditions
ConditionsYield
With sodium tetrahydroborate In pyridine; methanol67%
With tris-buffer; 1,4-dihydronicotinamide adenine dinucleotide; 17β-hydroxysteroid dehydrogenase In ethylene glycol for 1h; Ambient temperature;15%
With sodium tetrahydroborate
81176-76-3

(8S,9S,10R,13S,14S,17S)-10,13-Dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,11,17-triol

A

382-45-6

adrenosterone

B

564-35-2

11-ketotestosterone

Conditions
ConditionsYield
With 4-(N,N-dimethylamino)pyridinium chlorochromate In dichloromethane for 4h;A 3%
B 49%
1420-71-9

11-keto-5β-dihydrotestosterone

564-35-2

11-ketotestosterone

Conditions
ConditionsYield
With bromine dann mit Semicarbazid und anschliessend mit Brenztraubensaeure;
6298-21-1

17β-propionyloxy-androst-4-ene-3,11-dione

564-35-2

11-ketotestosterone

17-acetoxyandrost-4-ene-3,11-dione

17-acetoxyandrost-4-ene-3,11-dione

564-35-2

11-ketotestosterone

50-23-7

HYDROCORTISONE

564-35-2

11-ketotestosterone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / pyridinium dichromate / CH2Cl2 / 44 h / Ambient temperature
2: 15 percent / tris-buffer (pH 7.4), 17β-hydroxysteroid dehydrogenase, β-NADH / ethane-1,2-diol / 1 h / Ambient temperature
View Scheme
566-35-8

Epicortisol

564-35-2

11-ketotestosterone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 69 percent / CrO3, H2SO4 / acetone
2: 67 percent / NaBH4 / methanol; pyridine
View Scheme
7778-22-5

17β-acetoxy-11β-hydroxy-androst-4-en-3-one

564-35-2

11-ketotestosterone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CrO3
View Scheme
35271-42-2

11β-hydroxy-17β-propionyloxy-androst-4-en-3-one

564-35-2

11-ketotestosterone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CrO3
View Scheme
1429-06-7

5β-androstane-3,11,17-trione

564-35-2

11-ketotestosterone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ethylene glycol; benzene; toluene-4-sulfonic acid
2: platinum / Hydrogenation.und anschliessenden Hydrolyse
3: bromine / dann mit Semicarbazid und anschliessend mit Brenztraubensaeure
View Scheme
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Specification

The 11-Ketotestosterone, with the CAS registry number 50-67-9, is also known as 4-Androsten-17β-ol-3,11-dione. It belongs to the product categories of Intermediates & Fine Chemicals; Metabolites & Impurities; Pharmaceuticals; Steroids. This chemical's molecular formula is C19H26O3 and molecular weight is 302.41. What's more, its systematic name is (17β)-17-Hydroxyandrost-4-ene-3,11-dione. This chemical is used as a metabolite of Adrenosterone.

Physical properties of 11-Ketotestosterone are: (1)ACD/LogP: 1.296; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.30; (4)ACD/LogD (pH 7.4): 1.30; (5)ACD/BCF (pH 5.5): 5.69; (6)ACD/BCF (pH 7.4): 5.69; (7)ACD/KOC (pH 5.5): 120.86; (8)ACD/KOC (pH 7.4): 120.86; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 54.37 Å2; (13)Index of Refraction: 1.569; (14)Molar Refractivity: 83.229 cm3; (15)Molar Volume: 253.886 cm3; (16)Polarizability: 32.995×10-24cm3; (17)Surface Tension: 48.2 dyne/cm; (18)Density: 1.191 g/cm3; (19)Flash Point: 256.265 °C; (20)Enthalpy of Vaporization: 85.361 kJ/mol; (21)Boiling Point: 476.791 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation of 11-Ketotestosterone: this chemical can be prepared by androst-4-ene-3,11,17-trione. This reaction will need reagent NaBH4 and solvents methanol, pyridine. The yield is about 67%.

11-Ketotestosterone can be prepared by androst-4-ene-3,11,17-trione

You can still convert the following datas into molecular structure:
(1)SMILES: O=C2C[C@]4([C@H]([C@@H]3CC\C1=C\C(=O)CC[C@]1(C)[C@@H]23)CC[C@@H]4O)C
(2)Std. InChI: InChI=1S/C19H26O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-14,16-17,22H,3-8,10H2,1-2H3/t13-,14-,16-,17+,18-,19-/m0/s1
(3)Std. InChIKey: WTPMRQZHJLJSBO-XQALERBDSA-N