12-04614. Gypsogenin [Archived]

Nomenclature

CAS number: 639-14-5
(3β,4α)-3-Hydroxy-23-oxoolean-12-en-28-oic acid; githagenin; albasapogenin; gypsophilasapogenin.
C30H46O4; mol wt 470.68.
C 76.55%, H 9.85%, O 13.60%.

Description and references

From Agrostemma githago (L.) Scop., Caryophyllaceae: Wedekind, Krecke, Z. Physiol. Chem. 155, 122 (1925); from Gypsophila oldhamiana, Caryophyllaceae: Kutani, Karr, J. Pharm. Soc. Jpn. 64, 18 (1944), C.A. 45, 2961d (1951). Structure: Ruzicka, Giacomello, Helv. Chim. Acta 20, 299 (1937). Identity with githagenin: Kon, Soper, J. Chem. Soc. 1940, 617.

Chemical structure

Properties

Needles or leaflets from methanol, mp 274-276°. [α]D +91° (alc).

Derivative

Acetate.
C32H48O5; mol wt 512.72.
C 74.96%, H 9.44%, O 15.60%.

Properties

Square tablets from methanol, mp 176-177°. [α]D20 +78° (CHCl3).

Derivative

Methyl ester.
C31H48O4; mol wt 484.71.
C 76.82%, H 9.98%, O 13.20%.

Properties

Crystals, mp 192°.

Status

This monograph has been retired and is no longer subject to revision or update.