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

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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES

MELTING POINT	:	180-182C (acetone). (Ref. 0615)

BOILING POINT	:

REFRACTIVE INDEX	:

OPTICAL ROTATION	:	[a]15/D=+223 (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)

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[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)

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