466-08-0

Basic information

• Product Name: 3α,14-Dihydroxy-5α-card-20(22)-enolide
• Synonyms: 3-Epiuzarigenin
• CAS NO: 466-08-0
• Molecular Formula: C₂₃H₃₄O₄
• Molecular Weight: 374.51366
• Mol File: 466-08-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 549.3°C at 760 mmHg
• Flash Point: 188.2°C
• Appearance: /
• Density: 1.231g/cm³
• Vapor Pressure: 2.36E-14mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: 3α,14-Dihydroxy-5α-card-20(22)-enolide(CAS DataBase Reference)
• NIST Chemistry Reference: 3α,14-Dihydroxy-5α-card-20(22)-enolide(466-08-0)
• EPA Substance Registry System: 3α,14-Dihydroxy-5α-card-20(22)-enolide(466-08-0)

Safety Data

• Hazardous Substances Data: 466-08-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-13H2,1-2H3/t15-,16+,17+,18?,19?,21-,22+,23-/m0/s1

Upstream product

• 27127-79-3 17α-digitoxigenin β-Gentiobiosyl-(1*4)-α-L-thevetoside 
• 114590-45-3 17α-digitoxigenin β-Cellobiosyl-(1*4)-α-L-thevetoside 
• 114590-46-4 17α-digitoxigenin β-D-apiosyl-(1*6)-β-D-glucosyl-(1*4)-α-L-thevetoside 
• 6877-82-3 Desglucouzarin 
• 41628-29-9 Uzarigenin 3-O-β-D-Glucopyranosyl (1-4)-β-D-Glucopyranoside 
• 1111-39-3 acetyldigitoxin 
• 17575-20-1 Digitoxigenin 3-O-bisdigitoxosideacetyldigilanidobioside, or lanatoside A 
• 71-63-6 digitoxin 
• 14364-89-7 Gitoxigenin 3-O-monodigitalosideglucoside, or digitalinum verum 
• 143-62-4 digitoxigenin 

Downstream Products

• 143-62-4 3-epidigitoxigenin 
• 128701-09-7 digitoxigenin myristate 
• 128701-08-6 digitoxigenin palmitate 
• 128701-07-5 digitoxigenin stearate 
• 514-39-6 periplogenin 
• 514-39-6 3-epiperiplogenin 
• 6877-82-3 3-epidigitoxigenin β-D-glucoside 
• 18531-44-7 periplogenin β-D-glucoside 
• 6877-82-3 digitoxigenin β-D-glucoside 
• 20231-81-6 3-epidigitoxigenin β-D-gentiobioside 
• 2287-95-8 3β,14-dihydroxy-5β,14β-card-20(22)-enolide 3-(3-carboxypropanoate) 

Relevant articles and documents

BIOTRANSFORMATION OF DIGITOXIGENIN BY GINSENG HAIRY ROOT CULTURES

Five new compounds (three esters and two glycosides) and seven previously reported compounds were isolated as biotransformation products of digitoxigenin by ginseng hairy root cultures.The new esters and glycosides were elucidated as digitoxigenin stearate, digitoxigenin palmitate, digitoxigenin myristate, 3-epidigitoxigenin β-D-gentiobioside and digitoxigenin β-D-sophoroside using 1H and 13C NMR and FAB mass spectral data.Biotransformations involving esterification (of stearic acid, palmitic acid, myristic acid and lauric acid) and glycosylation (of gentiobiose and sophorose) of digitoxigenin have been demonstrated for the first time in the plant cell and tissue cultures.The hairy roots showed high glycosylation ability to the digitoxigenin molecule.

CARDIAC GLYCOSIDES FROM THE SEEDS OF Digitalis ciliata

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Seeds of Thevetia species as an alternative source of digitoxigenin

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