U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C49H76O20
Molecular Weight 985.1157
Optical Activity UNSPECIFIED
Defined Stereocenters 26 / 26
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LANATOSIDE C

SMILES

[H][C@]12CC[C@]3([H])[C@]([H])(C[C@@H](O)[C@]4(C)[C@H](CC[C@]34O)C5=CC(=O)OC5)[C@@]1(C)CC[C@@H](C2)O[C@H]6C[C@H](O)[C@H](O[C@H]7C[C@H](O)[C@H](O[C@H]8C[C@H](OC(C)=O)[C@H](O[C@@H]9O[C@H](CO)[C@@H](O)[C@H](O)[C@H]9O)[C@@H](C)O8)[C@@H](C)O7)[C@@H](C)O6

InChI

InChIKey=JAYAGJDXJIDEKI-PTGWOZRBSA-N
InChI=1S/C49H76O20/c1-21-43(67-38-17-32(53)44(22(2)62-38)68-39-18-33(64-24(4)51)45(23(3)63-39)69-46-42(58)41(57)40(56)34(19-50)66-46)31(52)16-37(61-21)65-27-9-11-47(5)26(14-27)7-8-29-30(47)15-35(54)48(6)28(10-12-49(29,48)59)25-13-36(55)60-20-25/h13,21-23,26-35,37-46,50,52-54,56-59H,7-12,14-20H2,1-6H3/t21-,22-,23-,26-,27+,28-,29-,30+,31+,32+,33+,34-,35-,37+,38+,39+,40-,41+,42-,43-,44-,45-,46+,47+,48+,49+/m1/s1

HIDE SMILES / InChI

Molecular Formula C49H76O20
Molecular Weight 985.1157
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 26 / 26
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Sources: doi:10.1021/np50084a007

Lanatoside C (or isolanid) is a cardiac glycoside, a type of drug that can be used in the treatment of heart disease. Digitalis lanata is a significant medicinal plant as a source of this compound. Lanatoside C is marketed in a number of countries and it’s also available in generic form. It can be transformed into digoxin by deglucolysation.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: https://www.ncbi.nlm.nih.gov/pubmed/2178746
Unknown
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:53:44 UTC 2023
Edited
by admin
on Sat Dec 16 16:53:44 UTC 2023
Record UNII
5RR3JFZ771
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LANATOSIDE C
INN   MART.   MI   WHO-DD  
INN  
Official Name English
LANATIGEN C
Brand Name English
CETOSANOL
Brand Name English
LANATOSIDE C [MART.]
Common Name English
CELADIGAL
Brand Name English
Lanatoside c [WHO-DD]
Common Name English
CEDILANID
Brand Name English
LANATOSIDE C [MI]
Common Name English
lanatoside c [INN]
Common Name English
NSC-119991
Code English
ISOLANIDE
Brand Name English
LANIMERCK
Brand Name English
DIGOXIN IMPURITY H [EP IMPURITY]
Common Name English
NSC-7533
Code English
ISOLANID
Brand Name English
3.BETA.-((.BETA.-D-GLUCOPYRANOSYL-(1->4)-3-O-ACETYL-2,6-DIDEOXY-.BETA.-D-RIBO-HEXOPYRANOSYL-(1->4)-2,6-DIDEOXY-.BETA.-D-RIBO-HEXOPYRANOSYL-(1->4)-2,6-DIDEOXY-.BETA.-D-RIBO-HEXOPYRANOSYL)OXY)-12.BETA.,14-DIHYDROXY-5.BETA.-CARD-20(22)-ENOLIDE
Systematic Name English
LANATOSIDE C [JAN]
Common Name English
ALLOCOR
Brand Name English
DIGILANOGEN C
Brand Name English
LANATOSIDE C JP 17 [JAN]
Common Name English
Classification Tree Code System Code
WHO-VATC QC01AA06
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
WHO-ATC C01AA06
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
Code System Code Type Description
ECHA (EC/EINECS)
241-546-1
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
MESH
C018548
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
NCI_THESAURUS
C166860
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
MERCK INDEX
m6674
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY Merck Index
NSC
119991
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
FDA UNII
5RR3JFZ771
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
DRUG BANK
DB13467
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
INN
393
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
NSC
7533
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
EVMPD
SUB08395MIG
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
CAS
17575-22-3
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
WIKIPEDIA
LANATOSIDE C
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
RXCUI
27929
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY RxNorm
SMS_ID
100000082552
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
EPA CompTox
DTXSID7023198
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
DRUG CENTRAL
1543
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
ChEMBL
CHEMBL506569
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
PUBCHEM
656630
Created by admin on Sat Dec 16 16:53:44 UTC 2023 , Edited by admin on Sat Dec 16 16:53:44 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
Related Record Type Details
ACTIVE MOIETY