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Details

Stereochemistry ABSOLUTE
Molecular Formula C47H74O19
Molecular Weight 943.0791
Optical Activity UNSPECIFIED
Defined Stereocenters 26 / 26
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DESLANOSIDE

SMILES

C[C@H]1O[C@H](C[C@H](O)[C@@H]1O[C@H]2C[C@H](O)[C@H](O[C@H]3C[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](C)O3)[C@@H](C)O2)O[C@H]5CC[C@@]6(C)[C@H](CC[C@@H]7[C@@H]6C[C@@H](O)[C@]8(C)[C@H](CC[C@]78O)C9=CC(=O)OC9)C5

InChI

InChIKey=OBATZBGFDSVCJD-LALPQLPRSA-N
InChI=1S/C47H74O19/c1-20-41(64-36-16-30(50)42(21(2)60-36)65-37-17-31(51)43(22(3)61-37)66-44-40(56)39(55)38(54)32(18-48)63-44)29(49)15-35(59-20)62-25-8-10-45(4)24(13-25)6-7-27-28(45)14-33(52)46(5)26(9-11-47(27,46)57)23-12-34(53)58-19-23/h12,20-22,24-33,35-44,48-52,54-57H,6-11,13-19H2,1-5H3/t20-,21-,22-,24-,25+,26-,27-,28+,29+,30+,31+,32-,33-,35+,36+,37+,38-,39+,40-,41-,42-,43-,44+,45+,46+,47+/m1/s1

HIDE SMILES / InChI

Molecular Formula C47H74O19
Molecular Weight 943.0791
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 26 / 26
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Deslanoside is a cardiotonic glycoside from the leaves of Digitalis lanata. It is used to treat congestive heart failure and supraventricular arrhythmias due to reentry mechanisms, and to control ventricular rate in the treatment of chronic atrial fibrillation. Deslanoside inhibits the Na-K-ATPase membrane pump, resulting in an increase in intracellular sodium and calcium concentrations. Increased intracellular concentrations of calcium may promote activation of contractile proteins (e.g., actin, myosin). It also acts on the electrical activity of the heart, increasing the slope of phase 4 depolarization, shortening the action potential duration, and decreasing the maximal diastolic potential.

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
41.3 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
CEDILANID-D
Primary
CEDILANID-D
PubMed

PubMed

TitleDatePubMed
Cortical control of neurally mediated arrhythmogenic properties of desacetyllanatoside C.
1981 Mar
Study on cardioactive effects of brazilein.
2006
Characteristics of deslanoside-induced modulation on jejunal contractility.
2012 Nov 7
Patents

Patents

Sample Use Guides

In Vitro Use Guide
Deslanoside produced significant stimulatory effects (45.3% ± 4.0% vs 87.0% ± 7.8%, P < 0.01) on the contractility of rat jejunal smooth muscle fragment (JSMF) in the low contractile states, and produced significant inhibitory effects (180.6% ± 17.8% vs 109.9% ± 10.8%, P < 0.01) on the contractility of rat JSMF in the high contractile states.
Substance Class Chemical
Created
by admin
on Tue Oct 22 00:32:51 UTC 2019
Edited
by admin
on Tue Oct 22 00:32:51 UTC 2019
Record UNII
YGY317RK75
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DESLANOSIDE
EP   INN   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD  
INN  
Official Name English
CEDILANID-D
Brand Name English
DEACETYLANATOSIDE C
Common Name English
DESLANOSIDE [VANDF]
Common Name English
DESLANOSIDE [MI]
Common Name English
CARD-20(22)-ENOLIDE, 3-((O-.BETA.-D-GLUCOPYRANOSYL-(1->4)-O-2,6-DIDEOXY-.BETA.-D-RIBO-HEXOPYRANOSYL-(1->4)-O-2,6-DIDEOXY-.BETA.-D-RIBO-HEXOPYRANOSYL-(1->4)-2,6-DIDEOXY-.BETA.-D-RIBO-HEXOPYRANOSYL)OXY)-12,14-DIHYDROXY-, (3.BETA.,5.BETA.,12.BETA.)-
Common Name English
DESLANOSIDE [WHO-DD]
Common Name English
DESLANOSIDE [JAN]
Common Name English
DESLANOSIDE [EP]
Common Name English
DESLANOSIDE [ORANGE BOOK]
Common Name English
DESLANOSIDE [MART.]
Common Name English
DESLANOSIDE [USP]
Common Name English
DESLANOSIDE [INN]
Common Name English
DESLANOSIDE [USP-RS]
Common Name English
Classification Tree Code System Code
WHO-VATC QC01AA07
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
NCI_THESAURUS C66894
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
NCI_THESAURUS C78322
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
WHO-ATC C01AA07
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
Code System Code Type Description
MERCK INDEX
M4192
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
PRIMARY Merck Index
EPA CompTox
17598-65-1
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
PRIMARY
PUBCHEM
28620
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
PRIMARY
CAS
17598-65-1
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
PRIMARY
ChEMBL
CHEMBL1614
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
PRIMARY
IUPHAR
6806
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
PRIMARY
NCI_THESAURUS
C65368
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
PRIMARY
INN
1581
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
PRIMARY
MESH
D003892
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
PRIMARY
ECHA (EC/EINECS)
241-568-1
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
PRIMARY
WIKIPEDIA
DESLANOSIDE
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
PRIMARY
EVMPD
SUB06997MIG
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
PRIMARY
DRUG BANK
DB01078
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
PRIMARY
RXCUI
3248
Created by admin on Tue Oct 22 00:32:51 UTC 2019 , Edited by admin on Tue Oct 22 00:32:51 UTC 2019
PRIMARY RxNorm
Related Record Type Details
ACTIVE MOIETY