Gitoxigenin

Structural formula
General
Surname	Gitoxigenin
other names	16 β- hydroxydigitoxigenin 3 β , 14 β , 16 β -trihydroxy-5 β- card-20 (22) -enolide
Molecular formula	C 23 H 34 O 5
Brief description	white crystals
External identifiers / databases
CAS number 545-26-6 EC number 208-886-2 ECHA InfoCard 100.008.079 PubChem 348482 ChemSpider 309300 Wikidata Q1527718
properties
Molar mass	390.51 g · mol -1
Physical state	firmly
Melting point	approx. 230 ° C
solubility	almost insoluble in water (151 mg l −1 at 25 ° C)
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 301-311-331 P: 261-280-301 + 310-311
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Gitoxigenin is a steroid from the hydrolysis of the cardiac glycoside gitoxin , which occurs in the foxglove Digitalis lanata .

Structure and properties

Structurally, gitoxigenin belongs to the group of cardenolides , a group of steroids that have an effect on the heart and which have an unsaturated γ-lactone as their common structural feature . It is the aglycon of the glycoside lanatoside B.

Individual evidence

1. ↑ ^{a b c} data sheet gitoxigenin from Sigma-Aldrich , accessed on February 3, 2018 ( PDF ).
2. ↑ Entry on gitoxigenin in the ChemIDplus database of the United States National Library of Medicine (NLM)
3. ↑ Entry on gitoxigenin in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .
4. ↑ Gustav Klein; Handbook of Plant Analysis, Volume 3, Part 2, p. 1164.
5. ↑ Thomas L. Lemke: Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins, 2008, ISBN 978-0-781-76879-5 , p. 699 ( limited preview in Google book search).