GLUCODIGITOXIGENIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C29H44O9
Molecular Weight	536.6543
Optical Activity	UNSPECIFIED
Defined Stereocenters	13 / 13
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@]12CC[C@H]3[C@@H](CC[C@@H]4C[C@H](CC[C@]34C)O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@]1(O)CC[C@@H]2C6=CC(=O)OC6

InChI

InChIKey=CMHWMOGWFZWDMR-FVGBAMMESA-N

InChI=1S/C29H44O9/c1-27-8-5-17(37-26-25(34)24(33)23(32)21(13-30)38-26)12-16(27)3-4-20-19(27)6-9-28(2)18(7-10-29(20,28)35)15-11-22(31)36-14-15/h11,16-21,23-26,30,32-35H,3-10,12-14H2,1-2H3/t16-,17+,18-,19+,20-,21-,23-,24+,25-,26-,27+,28-,29+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C29H44O9
Molecular Weight	536.6543
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	13 / 13
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6532321 | https://www.ncbi.nlm.nih.gov/pubmed/3196405
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/7753925

Cardiotonic agent. Glucodigitoxigenin (digitoxigenin-glucoside) is a constituent of the cardenolide complex. Glucodigitoxigenin (0.056 umol/kg) produced increases in myocardial contractility. Glucodigitoxigenin caused a significantly greater increase in blood pressure than digoxin.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
cardiac muscle contraction 1 Target ID: GO:0060048 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3196405	Activator 1447

Conditions

Condition	Modality	Targets	Highest Phase	Product
Heart Failure 7 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6532321 https://www.ncbi.nlm.nih.gov/pubmed/3196405	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
The cardenolides of Speirantha convallarioides.	1995-04	7753925
The influence of a methyl group in the cardiac activity of the semisynthetic glycoside glucodigitoxigenin.	1984-12	6532321

Sample Use Guides

In Vivo Use Guide

Dogs: 0.056 umol/kg

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:48:55 GMT 2025` Edited by `admin` on `Mon Mar 31 21:48:55 GMT 2025`
Record UNII	656SOD88C2
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AY-22248

Preferred Name

English

GLUCODIGITOXIGENIN

Common Name

English

CARD-20(22)-ENOLIDE, 3-(.BETA.-D-GLUCOPYRANOSYLOXY)-14-HYDROXY-, (3.BETA.,5.BETA.)-

Systematic Name

English

DIGITOXIGENIN 3-O-.BETA.-D-GLUCOSIDE

Common Name

English

DIGITOXIGENIN GLUCOSIDE

Common Name

English

GLUCOPYRANOSIDE, DIGITOXIGENIN-3, .BETA.-D-

Common Name

English

5.BETA.-CARD-20(22)-ENOLIDE, 3.BETA.-(.BETA.-D-GLUCOPYRANOSYLOXY)-14-HYDROXY-

Systematic Name

English

Code System Code Type Description

PUBCHEM

15558776

Created by admin on Mon Mar 31 21:48:55 GMT 2025 , Edited by admin on Mon Mar 31 21:48:55 GMT 2025

PRIMARY

EPA CompTox

DTXSID80937789

Created by admin on Mon Mar 31 21:48:55 GMT 2025 , Edited by admin on Mon Mar 31 21:48:55 GMT 2025

PRIMARY

FDA UNII

656SOD88C2

Created by admin on Mon Mar 31 21:48:55 GMT 2025 , Edited by admin on Mon Mar 31 21:48:55 GMT 2025

PRIMARY

CAS

17059-16-4

Created by admin on Mon Mar 31 21:48:55 GMT 2025 , Edited by admin on Mon Mar 31 21:48:55 GMT 2025

PRIMARY

Related Record Type Details


					656SOD88C2

GLUCODIGITOXIGENIN

ACTIVE MOIETY

Details

SMILES

InChI

DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/6532321 | https://www.ncbi.nlm.nih.gov/pubmed/3196405Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/7753925

Originator

Approval Year

Targets

Conditions

Approved Use

PubMed

Sample Use Guides

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6532321 | https://www.ncbi.nlm.nih.gov/pubmed/3196405
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/7753925