|
| COMMON NAME | : | Cortisone |
| SYMBOL | : | |
| FORMULA | : | C21H28O5 MOL.WT (average) : 360.444 |
| BIOLOGICAL ACTIVITY |
| PHYSICAL AND CHEMICAL PROPERTIES |
| MELTING POINT | : | 220-224 C (95% ethanol) (Ref. 0267/0268/0269/0270) |
| BOILING POINT | : | |
| REFRACTIVE INDEX | : | |
| OPTICAL ROTATION | : | [a]25/D=+209 (c=1.2 in 95% ethanol); [a]25/546=+248 (c=0.1 to 0.2 in ethanol); [a]25/546=+269 (c=0.125 in benzene) (Ref. 0270/0271) |
| DENSITY | : | |
| SOLUBILITY | : | Sol in cold methanol, ethanol, acetone. Sparingly so in ether, benzene, chloroform. Insol in water. (Ref. 0267/0268/0269/0270) |
| SPECTRAL DATA |
| UV SPECTRA | : | UVmax: 237nm (e=14,000) (Ref. 0270) |
| IR SPECTRA | : | |
| NMR SPECTRA | : | |
| MASS SPECTRA | : | |
| OTHER SPECTRA | : | |
| CHROMATOGRAM DATA |
| SOURCE |
| CHEMICAL SYNTHESIS |
| METABOLISM |
| GENETIC INFORMATION |
| NOTE |
| REFERENCES |
| AUTHOR | : | Pfiffner,J.J.,Wintersteiner,O.,and Vars,H.M. |
| TITLE | : | Chemical studies on the adrenal cortex. I. Fractionation studies on hormone concentrates. |
| JOURNAL | : | J. Biol. Chem. |
| VOL | : | 111 PAGE : 585 -597 (1935) |
| AUTHOR | : | Wintersteiner,O.,and Pfiffner,J.J. |
| TITLE | : | Chemical studies on the adrenal cortex. III. Isolation of two new physiologically inactive compounds. |
| JOURNAL | : | J. Biol. Chem. |
| VOL | : | 116 PAGE : 291 -305 (1936) |
| AUTHOR | : | Mason,H.L.,Myers,C.S.,and Kendall,E.C. |
| TITLE | : | The chemistry of crystalline substances isolated from the suprarenal gland. |
| JOURNAL | : | J. Biol. Chem. |
| VOL | : | 114 PAGE : 613 -631 (1936) |
| AUTHOR | : | Reichstein,T. |
| TITLE | : | Über Bestandteile der Nebennieren-Rinde VI. Trennungsmethoden, sowie Isolierung der Substanzen F. a. H und J. |
| JOURNAL | : | Helv. Chim. Acta |
| VOL | : | 19 PAGE : 1107 -1126 (1936) |
| AUTHOR | : | Mason,H.L.,Myers,C.S.,and Kendall,E.C. |
| TITLE | : | Chemical studies of the suprarenal cortex. II. The identification of a substance which possesses the qualitative action of cortin; Its conversion into a diketone closely related to androstenedione. |
| JOURNAL | : | J. Biol. Chem. |
| VOL | : | 116 PAGE : 267 -276 (1936) |
| AUTHOR | : | Sarett,L.H. |
| TITLE | : | Partial synthesis of pregnene-4-triol-17(b),20(b),21-dione-3,11 and pregnene-4-diol-17(b),21-trione-3,11,20 monoacetate. |
| JOURNAL | : | J. Biol. Chem. |
| VOL | : | 162 PAGE : 601 -631 (1946) |
| AUTHOR | : | Meystre,Ch.,and Wettstein,A. |
| TITLE | : | Seitenkettenabbau von Gallensäuren direkt zu Ketolen vom Typus der Nebennierenrinden-Hormone. |
| JOURNAL | : | Experientia |
| VOL | : | 3 PAGE : 185 -188 (1947) |
| AUTHOR | : | Meystre,Ch.,and Wettstein,A. |
| TITLE | : | Über Steroide (65. Mitteilung). Ein einfacher Abbau der Gallensaure-Seitenkette VIII. Überführung der Desoxy-cholsäure in 3,12-Disubstituierte Ketole vom Typus der Nebennierenrinden-Hormone. |
| JOURNAL | : | Helv. Chim. Acta |
| VOL | : | 30 PAGE : 1037 -1047 (1947) |
| AUTHOR | : | Meystre,CH.,and Wettstein,A. |
| TITLE | : | Über Steroide. Ein einfacher Abbau der Gallensauren-Seitenkette IX. Überführung der D5-3b-Oxy-cholensäure in 11-Desoxy-corticosteronester und -äther. |
| JOURNAL | : | Helv. Chim. Acta |
| VOL | : | 30 PAGE : 1256 -1262 (1947) |
| AUTHOR | : | Reich,H.,and Reichstein,T. |
| TITLE | : | Über Gallensäuren und verwandte Stoffe. 22. Mitteilung. 11a-Keto-und 11a-Oxy-cholansäure. |
| JOURNAL | : | Helv. Chim. Acta |
| VOL | : | 26 PAGE : 562 -585 (1943) |
| AUTHOR | : | Lardon,A.,and Reichstein,T. |
| TITLE | : | Über Gallensäuren und verwandte Stoffe. Derivate der ätio-cholansäure mit Sauerstoff in 3- und 11-Stellung. |
| JOURNAL | : | Helv. Chim. Acta |
| VOL | : | 26 PAGE : 705 -715 (1943) |
| AUTHOR | : | Hegner,P.,and Reichstein,T. |
| TITLE | : | Über Bestandteile der Nebennierenrinde und verwandte Stoffe. 61. Mitteilung. 11-Keto-progesteron. |
| JOURNAL | : | Helv. Chim. Acta |
| VOL | : | 26 PAGE : 721 -729 (1943) |
| AUTHOR | : | Turner,R.B.,Mattox,V.R.,Engel,L.L.,Mckenzie,B.F.,and Kendel,E.D. |
| TITLE | : | Steroids derived from bile acids. V. Introduction of oxygen at C11. |
| JOURNAL | : | J. Biol. Chem. |
| VOL | : | 166 PAGE : 345 -365 (1946) |
| AUTHOR | : | Peterson,D.H.,and Murray,H.C. |
| TITLE | : | Microbiological oxygenation of steroids at carbon 11. |
| JOURNAL | : | J. Am. Chem. Soc. |
| VOL | : | 74 PAGE : 1871 -1872 (1952) |
| AUTHOR | : | Perlman,D.,Titus,E.,and Fried,J. |
| TITLE | : | Microbiological hydroxylation of progesterone. |
| JOURNAL | : | J. Am. Chem. Soc. |
| VOL | : | 74 PAGE : 2126 -2126 (1952) |
| AUTHOR | : | Sarett,L.H. |
| TITLE | : | A new method for the preparation of 17(a)-hydroxy-20-ketopregnanes. |
| JOURNAL | : | J. Am. Chem. Soc. |
| VOL | : | 70 PAGE : 1454 -1458 (1948) |
| AUTHOR | : | Sarett,L.H. |
| TITLE | : | Preparation of pregnane-17a,21-diol-3,11,20-trione acetate. |
| JOURNAL | : | J. Am. Chem. Soc. |
| VOL | : | 71 PAGE : 2443 -2444 (1949) |
| AUTHOR | : | Mattox,V.R.,and Kendall,E.C. |
| TITLE | : | The preparation of 3-keto-D4-steroids. |
| JOURNAL | : | J. Am. Chem. Soc. |
| VOL | : | 70 PAGE : 882 -883 (1948) |
| AUTHOR | : | Sarett,L.H.,Arth,G.E.,Lukes,R.M.,Beyler,R.E.,Poos,G.I.,Johns,W.F.,and Constantin,J.M. |
| TITLE | : | Stereospecific total synthesis of cortisone. |
| JOURNAL | : | J. Am. Chem. Soc. |
| VOL | : | 74 PAGE : 4974 -4976 (1952) |