Steroid

DATA No : SST0243 INFORMANT : Hideaki Nishino

NAME : 11b,17a,21-Trihydroxy-5a-pregnane-3,20-dione / 11b,17a,21-Trihydroxyallopregnane-3,20-dione / Allopregnane-11b,17a,21-triol-3,20-dione; 4,5a-Dihydrocortisol / 5a-Dihydrohydrocortisone

COMMON NAME	:	Hydrallostane / Allodihydrohydrocortisone / Allodihydro F
SYMBOL	:
FORMULA	:	C₂₁H₃₂O₅ MOL.WT (average) : 364.476

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BIOLOGICAL ACTIVITY

Synthesis from 17a-hydroxycorticosterone acetate as a 21-acetate: m.p. 210-212

, [a]20/D=69

(chloroform). (Ref. 0886) Synthesis from bismethylenedioxyhydrocortisone. Reichstein's Substance C (also can be synthesized from 3a,11b,17a,21-tetrahydroxyallopregnane-20-one and the 3b-isomer). (Ref. 0887)

PHYSICAL AND CHEMICAL PROPERTIES

MELTING POINT	:	234-240C (dec.) (Ref. 0887), 219-224C (Ref. 0885)

BOILING POINT	:

REFRACTIVE INDEX	:

OPTICAL ROTATION	:	[a]25/D=+83 (acetone) (Ref. 0887)

DENSITY	:

SOLUBILITY	:	Insol in water. Sol in methanol, acetone, chloroform. (Ref. 0887)

SPECTRAL DATA

UV SPECTRA	:

IR SPECTRA	:	nKBr/max: 3640, 2400, 1705 (broad)/cm (Ref. 0887)

NMR SPECTRA	:

MASS SPECTRA	:

OTHER SPECTRA	:

CHROMATOGRAM DATA

SOURCE

Animals. Extraction from adrenal glands of bovine and swine. (Ref. 0885)

CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES

[0885]

AUTHOR	:	Neher,R.,and Wettstein,A.
TITLE	:	Isolierung und Konstitutionsermittlung weiterer Pregnanverbindungen aus Nebennieren.
JOURNAL	:	Helv. Chim. Acta
VOL	:	39 PAGE : 2062 -2088 (1956)

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[0886]

AUTHOR	:	Pataki, J., Rosenkranz, G., and Djerassi, C.
TITLE	:	Steroids. XXX. Partial synthesis of allopregnane-3 beta, 11 beta, 17 alpha, 21-tetrol-20-one PubMed ID:14946186
JOURNAL	:	J Biol Chem.
VOL	:	195 PAGE : 751-754 (1952)

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[0887]

AUTHOR	:	Fukushima,D.K.,and Daum,S.
TITLE	:	Synthesis of Reichstein's Substance C and related compounds.
JOURNAL	:	J. Org. Chem.
VOL	:	26 PAGE : 520 -523 (1961)

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