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| CAS No.: | 192569-17-8 |
|---|---|
| Name: | 11-alpha-Hydroxycarvenone |
| Article Data: | 3 |
| Molecular Structure: | |
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| Formula: | C22H28O4 |
| Molecular Weight: | 356.462 |
| Synonyms: | (11a,17a)-11,17-Dihydroxy-3-oxo-pregna-4,6-diene-21-carboxylic acid; |
| EINECS: | 606-276-4 |
| Density: | 1.25 g/cm3 |
| Melting Point: | 232-234°C |
| Boiling Point: | 584.7 °C at 760 mmHg |
| Flash Point: | 207.3 °C |
| Appearance: | yellow crystalline solid |
| PSA: | 63.60000 |
| LogP: | 3.34090 |
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- 976-71-6
canrenone
- 192569-17-8
11α-hydroxyl canrenone
| Conditions | Yield |
|---|---|
| With D-glucose; peptone In water | 90% |
| With D-glucose In water for 72h; | 80% |
| With D-glucose In water for 72h; | 80% |
- 192569-17-8
11α-hydroxyl canrenone
| Conditions | Yield |
|---|---|
| With Aspergillus ochraceus SIT34205 at 28℃; for 50h; |
- 192569-17-8
11α-hydroxyl canrenone
- 124-63-0
methanesulfonyl chloride
- 209253-91-8
11α-(methylsulphonyl)oxy-canrenone
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane at 0℃; for 2h; | 98% |
- 192569-17-8
11α-hydroxyl canrenone
- 75-52-5
nitromethane
- 1398078-03-9
11β,17β-dihydroxy-7α-nitromethyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone
| Conditions | Yield |
|---|---|
| With benzalkonium chloride; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 48h; stereoselective reaction; | 90% |
| With benzalkonium chloride; potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; for 48h; Reagent/catalyst; | 90% |
- 534-22-5
2-methylfuran
- 192569-17-8
11α-hydroxyl canrenone
- 610785-47-2
11α,17β-dihydroxy-7α-(5'-methyl-2'-furyl)-3-oxo-pregn-4-ene-21-carboxylic acid γ-lactone
| Conditions | Yield |
|---|---|
| With ethanol; boron trifluoride diethyl etherate In nitromethane; dichloromethane at -17℃; for 20h; | 86.2% |
| With ethanol; boron trifluoride diethyl etherate In nitromethane at -20 - -17℃; for 20h; |
- 192569-17-8
11α-hydroxyl canrenone
- 75-52-5
nitromethane
A
- 1398078-03-9
11β,17β-dihydroxy-7α-nitromethyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone
B
- 1398078-09-5
11β,17β-dihydroxy-7β-nitromethyl-pregna-4-en-3-one-21-carboxylic acid, γ-lactone
| Conditions | Yield |
|---|---|
| With 1,8-diazabicyclo[5.4.0]undec-7-ene at 20℃; Reagent/catalyst; Temperature; Time; | A 25% B 15% |
- 192569-17-8
11α-hydroxyl canrenone
- 143-33-9
sodium cyanide
- 192704-54-4
4'S(4'α),7'α-hexadecahydro-11'α-hydroxy-10'β,13'β-dimethyl-3',5,20'-trioxospiro[furan-2(3H),17'β-[4,7]metheno(17H)cyclopenta[a]phenanthrene]-5'β(2'H)-carbonitrile
| Conditions | Yield |
|---|---|
| With sulfuric acid In ISOPROPYLAMIDE; water at 95℃; for 18.5h; | 3 g |
- 192569-17-8
11α-hydroxyl canrenone
- 610785-45-0
5α,17β-dihydroxy-3-oxo-pregn-9(11)-ene-7α,21-dicarboxylic acid bis-γ-lactone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1: triethylamine / dichloromethane / 2 h / 0 °C 2: potassium acetate / formic acid; acetic anhydride / 4 h / 100 °C 3: copper(I) iodide-lithium chloride; boron trifluoride diethyl etherate / tetrahydrofuran 4: potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate / tetrahydrofuran; methanol; water / 14 h / 20 - 50 °C 5: methyltrifluoromethyldioxirane / dichloromethane / 2 h / -25 °C 6: dipyridinium dichromate / dichloromethane / 20 °C / Molecular sieve View Scheme |
- 192569-17-8
11α-hydroxyl canrenone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 2 h / 0 °C 2: potassium acetate / formic acid; acetic anhydride / 4 h / 100 °C 3: copper(I) iodide-lithium chloride; boron trifluoride diethyl etherate / tetrahydrofuran View Scheme |
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Specification
The 11-alpha-Hydroxycarvenone, with the CAS registry number 192569-17-8, is also known as (11α,17α)-11,17-Dihydroxy-3-oxo-pregna-4,6-diene-21-carboxylic acid. It belongs to the product categories of Intermediates & Fine Chemicals; Pharmaceuticals; Steroids. This chemical's molecular formula is C22H28O4 and molecular weight is 356.46. Its IUPAC name is called (10R,11R,13S,17R)-11-hydroxy-10,13-dimethyl-spiro[2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-17,5'-tetrahydrofuran]-2',3-dione.
Physical properties of 11-alpha-Hydroxycarvenone: (1)ACD/LogP: 1.21; (2)ACD/LogD (pH 5.5): 1.21; (3)ACD/LogD (pH 7.4): 1.21; (4)ACD/BCF (pH 5.5): 4.86; (5)ACD/BCF (pH 7.4): 4.86; (6)ACD/KOC (pH 5.5): 107.91; (7)ACD/KOC (pH 7.4): 107.91; (8)#H bond acceptors: 4; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.598; (12)Molar Refractivity: 96.74 cm3; (13)Molar Volume: 283.4 cm3; (14)Surface Tension: 52.6 dyne/cm; (15)Density: 1.25 g/cm3; (16)Flash Point: 207.3 °C; (17)Enthalpy of Vaporization: 100.3 kJ/mol; (18)Boiling Point: 584.7 °C at 760 mmHg; (19)Vapour Pressure: 4.14E-16 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: C[C@]12CCC(=O)C=C1C=CC3C2[C@@H](C[C@]4(C3CC[C@@]45CCC(=O)O5)C)O
(2)InChI: InChI=1/C22H28O4/c1-20-8-5-14(23)11-13(20)3-4-15-16-6-9-22(10-7-18(25)26-22)21(16,2)12-17(24)19(15)20/h3-4,11,15-17,19,24H,5-10,12H2,1-2H3/t15?,16?,17-,19?,20+,21+,22-/m1/s1
(3)InChIKey: RJTDWMKVQUPGSY-GOAYFHFKBJ