Back to HOME

Steroid


DATA No : SST0168 INFORMANT : Hideaki Nishino

NAME : 11b,21-Dihydroxypregn-4-ene-3,20-dione / 4-Pregnene-11b,21-diol-3,20-dione

COMMON NAME: Corticosterone / Compd B / Reichstein's Substance H / Kendall's Compd B
SYMBOL:
FORMULA: C21H30O4 MOL.WT (average) : 346.460


Download ChemDraw structure data
BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:180-182degC (acetone). (Ref. 0615)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:[a]15/D=+223deg (c=1.1 in alc.). (Ref. 0615)

DENSITY:

SOLUBILITY:Insol in water. Sol in general organic solvents. (Ref. 0269)
SPECTRAL DATA
UV SPECTRA:UVmax: 240nm (loge=Ca.4) (Ref. 0615)

IR SPECTRA:

NMR SPECTRA:

MASS SPECTRA:

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
Animals. Main biosynthesis site is the zona fasciculata of adrenal cortex. (Ref. 0269)
CHEMICAL SYNTHESIS

METABOLISM
A glucocorticoid as adrenocortical steroid, same as cortisol and cortisone. However, weaker both in glycogen storage action and anti-inflammatory effect than the other two species. Utilized as a precursor to aldosterone, which is biosynthesized as a strong mineralcorticoid in adrenocortical zona glomerulosa by active 18-hydroxylase. (Ref. 0615)
GENETIC INFORMATION

NOTE
By conc. sulfate, turned to be orange-yellow colored solution, which emits strong fluorescence. (Ref. 0615)
REFERENCES
[0269]
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)
[TOP]

[0615]
AUTHOR:Reichstein,T.,and von Euw,J.
TITLE:Über Bestandteile der Nebennierenrinde. (20. Mitteilung). Isolierung der Substanzen Q (Desoxy-corticosteron) und R sowie weiterer Stoffe.
JOURNAL:Helv. Chim. Acta
VOL:21 PAGE : 1197 -1210 (1938)
[TOP]

Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.