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

Details

Stereochemistry ABSOLUTE
Molecular Formula C30H44O9
Molecular Weight 548.665
Optical Activity UNSPECIFIED
Defined Stereocenters 13 / 13
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PERUVOSIDE

SMILES

[H][C@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@H](CC[C@]34O)C5=CC(=O)OC5)[C@]1(CC[C@@H](C2)O[C@]6([H])O[C@@H](C)[C@H](O)[C@@H](OC)[C@@H]6O)C=O

InChI

InChIKey=PMTSPAGBAFCORP-HBUONDEYSA-N
InChI=1S/C30H44O9/c1-16-24(33)26(36-3)25(34)27(38-16)39-19-6-10-29(15-31)18(13-19)4-5-22-21(29)7-9-28(2)20(8-11-30(22,28)35)17-12-23(32)37-14-17/h12,15-16,18-22,24-27,33-35H,4-11,13-14H2,1-3H3/t16-,18+,19-,20+,21-,22+,24-,25-,26+,27-,28+,29+,30-/m0/s1

HIDE SMILES / InChI

Molecular Formula C30H44O9
Molecular Weight 548.665
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 13 / 13
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/27110755 https://www.ncbi.nlm.nih.gov/pubmed/22396588

Peruvoside, main component of neriperside, a tevetoside extracted from Thevitia neriifolia Juss, cardiac glycoside, is used for the treatment of heart failure. It is Na+, K(+)-ATPase inhibitor. Peruvoside also demonstrates anti-cancer activities. Peruvoside inhibited cell growth in androgen-resistant LNCaP-abl prostate at 50 nM, lower than the concentrations required by both Digoxin and Strophanthidin (500 nM), suggesting that it may be a more potent anti-cancer candidate that other CGs. Peruvoside induced apoptotic cell death in human primitive AML KG1a cells and chronic myelogenous leukemia (CML) cell K562.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
75.0 µM [IC50]
0.18 µM [IC50]
45.0 nM [IC50]
10.0 nM [IC50]
Conditions

Conditions

PubMed

PubMed

TitleDatePubMed
Myasthenia-like syndrome induced by cardiovascular agents. Report of a case.
1987 Apr
A screen for drugs that protect against the cytotoxicity of polyglutamine-expanded androgen receptor.
2004 Feb 15
Inhibition of the sodium potassium adenosine triphosphatase pump sensitizes cancer cells to anoikis and prevents distant tumor formation.
2009 Apr 1
Interaction of digitalis-like compounds with p-glycoprotein.
2013 Feb
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Peruvoside was injected slowly into the pulmonary artery
Congattve Heart Failure :The average effective dose was 2.4 mg. (1.8 to 3.2 mg.) followed by a maintenance dose of 0.6 mg (0.3 to 0.9 mg.).
Route of Administration: Intra-arterial
Peruvoside inhibited cell growth in androgen-resistant LNCaP-abl prostate at 50 nM
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:08:37 GMT 2023
Edited
by admin
on Sat Dec 16 09:08:37 GMT 2023
Record UNII
CT36KGC6A6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PERUVOSIDE
MI   WHO-DD  
Common Name English
ENCORDIN
Brand Name English
PERUVOSIDE [MI]
Common Name English
CANNOGENIN .ALPHA.-L-THEVETOSIDE
Common Name English
CARD-20(22)-ENOLIDE, 3-((6-DEOXY-3-O-METHYL-.ALPHA.-L-GLUCOPYRANOSYL)OXY)-14-HYDROXY-19-OXO-, (3.BETA.,5.BETA.)-
Systematic Name English
CANNOGENIN THEVETOSIDE
Common Name English
Peruvoside [WHO-DD]
Common Name English
PERUVOSID
Common Name English
Classification Tree Code System Code
WHO-ATC C01AX02
Created by admin on Sat Dec 16 09:08:37 GMT 2023 , Edited by admin on Sat Dec 16 09:08:37 GMT 2023
WHO-VATC QC01AX02
Created by admin on Sat Dec 16 09:08:37 GMT 2023 , Edited by admin on Sat Dec 16 09:08:37 GMT 2023
Code System Code Type Description
DRUG CENTRAL
3809
Created by admin on Sat Dec 16 09:08:37 GMT 2023 , Edited by admin on Sat Dec 16 09:08:37 GMT 2023
PRIMARY
FDA UNII
CT36KGC6A6
Created by admin on Sat Dec 16 09:08:37 GMT 2023 , Edited by admin on Sat Dec 16 09:08:37 GMT 2023
PRIMARY
EVMPD
SUB14819MIG
Created by admin on Sat Dec 16 09:08:37 GMT 2023 , Edited by admin on Sat Dec 16 09:08:37 GMT 2023
PRIMARY
PUBCHEM
12314120
Created by admin on Sat Dec 16 09:08:37 GMT 2023 , Edited by admin on Sat Dec 16 09:08:37 GMT 2023
PRIMARY
EPA CompTox
DTXSID70881388
Created by admin on Sat Dec 16 09:08:37 GMT 2023 , Edited by admin on Sat Dec 16 09:08:37 GMT 2023
PRIMARY
MERCK INDEX
m392
Created by admin on Sat Dec 16 09:08:37 GMT 2023 , Edited by admin on Sat Dec 16 09:08:37 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
PERUVOSIDE
Created by admin on Sat Dec 16 09:08:37 GMT 2023 , Edited by admin on Sat Dec 16 09:08:37 GMT 2023
PRIMARY
DRUG BANK
DB13756
Created by admin on Sat Dec 16 09:08:37 GMT 2023 , Edited by admin on Sat Dec 16 09:08:37 GMT 2023
PRIMARY
CAS
1182-87-2
Created by admin on Sat Dec 16 09:08:37 GMT 2023 , Edited by admin on Sat Dec 16 09:08:37 GMT 2023
PRIMARY
ECHA (EC/EINECS)
214-659-9
Created by admin on Sat Dec 16 09:08:37 GMT 2023 , Edited by admin on Sat Dec 16 09:08:37 GMT 2023
PRIMARY
SMS_ID
100000079423
Created by admin on Sat Dec 16 09:08:37 GMT 2023 , Edited by admin on Sat Dec 16 09:08:37 GMT 2023
PRIMARY
ChEMBL
CHEMBL1075790
Created by admin on Sat Dec 16 09:08:37 GMT 2023 , Edited by admin on Sat Dec 16 09:08:37 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY