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
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
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 |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/4919553Curator'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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4919553
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
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL385 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27110755 |
75.0 µM [IC50] | ||
Target ID: Sodium:potassium-exchanging ATPase activity |
0.18 µM [IC50] | ||
Target ID: CHEMBL396 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27662422 |
45.0 nM [IC50] | ||
Target ID: CHEMBL1871 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22396588 |
10.0 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
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Primary | Encordin Approved UseCardiac disorders |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Myasthenia-like syndrome induced by cardiovascular agents. Report of a case. | 1987 Apr |
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A screen for drugs that protect against the cytotoxicity of polyglutamine-expanded androgen receptor. | 2004 Feb 15 |
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Inhibition of the sodium potassium adenosine triphosphatase pump sensitizes cancer cells to anoikis and prevents distant tumor formation. | 2009 Apr 1 |
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Interaction of digitalis-like compounds with p-glycoprotein. | 2013 Feb |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4919553
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
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22396588
Peruvoside inhibited cell growth in androgen-resistant LNCaP-abl prostate at 50 nM
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 09:08:37 GMT 2023
by
admin
on
Sat Dec 16 09:08:37 GMT 2023
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Record UNII |
CT36KGC6A6
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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WHO-ATC |
C01AX02
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WHO-VATC |
QC01AX02
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3809
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CT36KGC6A6
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SUB14819MIG
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12314120
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DTXSID70881388
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m392
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PERUVOSIDE
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DB13756
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1182-87-2
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214-659-9
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100000079423
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CHEMBL1075790
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Related Record | Type | Details | ||
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ACTIVE MOIETY |