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11-Ketoprogesterone

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Name

11-Ketoprogesterone

EINECS 208-222-1
CAS No. 516-15-4 Density 1.14 g/cm3
PSA 51.21000 LogP 3.90250
Solubility N/A Melting Point 170-175 °C (lit.)
Formula C21H28O3 Boiling Point 487.6 °C at 760 mmHg
Molecular Weight 328.452 Flash Point 209.3 °C
Transport Information N/A Appearance white crystalline
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 516-15-4 (11-Ketoprogesterone) Hazard Symbols N/A
Synonyms

11-Oxopregn-4-ene-3,20-dione;11-Oxoprogesterone;DG 322A;Ketogestin;Ketoprogesterone;

Article Data 43

11-Ketoprogesterone Synthetic route

80-75-1

11-alpha-hydroxyprogesterone

516-15-4

11-Ketoprogesterone

Conditions
ConditionsYield
With chromium(VI) oxide In water; acetic acid for 1.5h;90%
With chromium(VI) oxide; acetic acid In water at 20℃; for 1.5h;90%
With chromium(VI) oxide; acetic acid
600-57-7

(8S,9S,10R,11S,13S,14S,17S)-17-Acetyl-11-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one

516-15-4

11-Ketoprogesterone

Conditions
ConditionsYield
for 35h; incubation with Rhizopus stolonifer ATCC 6227b;85%
With chromium(VI) oxide; acetic acid
53-06-5

Cortisone

A

516-15-4

11-Ketoprogesterone

B

72-23-1

11-dehydrocorticosterone

Conditions
ConditionsYield
With trimethylsilyl iodide In chloroform for 3h; Ambient temperature;A 84%
B 10%
With trimethylsilyl iodide In chloroform for 2h; Ambient temperature;A 84%
B 10%
With trimethylsilyl iodide In acetonitrile for 3h; Ambient temperature;A 27%
B 46%
With trimethylsilyl iodide In acetonitrile for 3h; Ambient temperature;A 27%
B 46%
129786-19-2

21-Methoxypregn-4-ene-3,11,20-trione

A

516-15-4

11-Ketoprogesterone

B

72-23-1

11-dehydrocorticosterone

Conditions
ConditionsYield
With methanol; trimethylsilyl iodide In acetonitrile for 10h; Ambient temperature;A 72%
B 4%
129786-20-5

21-(Trityloxy)pregn-4-ene-3,11,20-trione

A

516-15-4

11-Ketoprogesterone

B

72-23-1

11-dehydrocorticosterone

Conditions
ConditionsYield
With methanol; trimethylsilyl iodide In acetonitrile for 2.5h; Ambient temperature;A 55%
B 7%
974-84-5

11β-fluoropregn-4-ene-3,20-dione

516-15-4

11-Ketoprogesterone

Conditions
ConditionsYield
for 36h; incubation with Rhizopus stolonifer ATCC 6227b;33%
565-96-8

11α-hydroxy-5β-pregnane-3,20-dione

516-15-4

11-Ketoprogesterone

Conditions
ConditionsYield
ueber 2α-Brom-5α-pregnan-3,11,20-trion;

3β-acetoxy-9,11α-epoxy-5-hydroxy-5α-pregn-7-en-20-one

516-15-4

11-Ketoprogesterone

Conditions
ConditionsYield
ueber 3β-Acetoxy-5-hydroxy-5α-pregnan-11,20-dion;
4ξ-bromo-5β-pregnanetrione-(3.11.20)

4ξ-bromo-5β-pregnanetrione-(3.11.20)

516-15-4

11-Ketoprogesterone

Conditions
ConditionsYield
With pyridine
strychnine salt of/the/ 3,3-ethanediyldioxy-11,20,23-trioxo-21-nor-chol-5-en-24-oic acid

strychnine salt of/the/ 3,3-ethanediyldioxy-11,20,23-trioxo-21-nor-chol-5-en-24-oic acid

516-15-4

11-Ketoprogesterone

Conditions
ConditionsYield
Hydrolysis;

11-Ketoprogesterone Specification

The 11-Ketoprogesterone, with the CAS registry number of 516-15-4, is also known as Pregn-4-ene-3, 11, 20-trione. It belongs to the product categories of Biochemistry; Steroids; Steroids (Others). Its EINECS registry number is 208-222-1. This chemical's molecular formula is C21H28O3 and molecular weight is 328.45. What's more, its IUPAC name is (8S, 9S, 10R, 13S, 14S, 17S)-17-Acetyl-10, 13-dimethyl-2, 6, 7, 8, 9, 12, 14, 15, 16, 17-decahydro-1H-cyclopenta[a]phenanthrene-3, 11-dione. This chemical's classification codes are Hormone; Mutation Data; Reproductive Effect. In addition, it must be stored in airtight containers and placed in a dry, cool, well-ventilated place. Meanwhile, it should be avoided contact with light, ignition source, heat source, oxidant. And it can not be stored together with acids, edible chemicals.

Physical properties about 11-Ketoprogesterone are: (1)ACD/LogP: 2.36; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.36; (4)ACD/LogD (pH 7.4): 2.36; (5)ACD/BCF (pH 5.5): 36.6; (6)ACD/BCF (pH 7.4): 36.6; (7)ACD/KOC (pH 5.5): 457.87; (8)ACD/KOC (pH 7.4): 457.87; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 51.21 Å2; (13)Index of Refraction: 1.55; (14)Molar Refractivity: 91.07 cm3; (15)Molar Volume: 285.8 cm3; (16)Surface Tension: 44.2 dyne/cm; (17)Density: 1.14 g/cm3; (18)Flash Point: 209.3 °C; (19)Enthalpy of Vaporization: 75.35 kJ/mol; (20)Boiling Point: 487.6 °C at 760 mmHg; (21)Vapour Pressure: 1.17E-09 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(C)[C@H]3CC[C@H]2[C@@H]4CC\C1=C\C(=O)CC[C@]1(C)[C@H]4C(=O)C[C@@]23C
(2) InChI: InChI=1/C21H28O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h10,15-17,19H,4-9,11H2,1-3H3/t15-,16+,17-,19+,20-,21+/m0/s1
(3) InChIKey: WKAVAGKRWFGIEA-DADBAOPHBO

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