Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C42H66O14 |
Molecular Weight | 794.965 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 18 / 18 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]7(O[C@H]1CC[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])CC=C4[C@]5([H])CC(C)(C)CC[C@@]5(CC[C@@]34C)C(=O)O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C1(C)C)O[C@@H]([C@@H](O)[C@H](O)[C@H]7O)C(O)=O
InChI
InChIKey=YOSRLTNUOCHBEA-SGVKAIFKSA-N
InChI=1S/C42H66O14/c1-37(2)14-16-42(36(52)56-34-30(48)27(45)26(44)22(19-43)53-34)17-15-40(6)20(21(42)18-37)8-9-24-39(5)12-11-25(38(3,4)23(39)10-13-41(24,40)7)54-35-31(49)28(46)29(47)32(55-35)33(50)51/h8,21-32,34-35,43-49H,9-19H2,1-7H3,(H,50,51)/t21-,22+,23-,24+,25-,26+,27-,28-,29-,30+,31+,32-,34-,35+,39-,40+,41+,42-/m0/s1
The triterpene chikusetsusaponin IVa, also called, as Chikusetsu saponin Iva and CALENDULOSIDE F, was isolated from the fruit of Ilex paraguariensis. Using animal model it was shown that this compound could be a promising novel therapeutic agent for diabetic cardiomyopathy, due to its cardio protection; this effect can be reached by activation of the SIRT1/ERK1/2/Homer1a pathway. In addition was demonstrated, that chikusetsusaponin IVa exerts antithrombotic effects, including minor hemorrhagic events, by inhibition of thrombin in a competitive manner.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: SIRT1/ERK1/2/Homer1a pathway Sources: https://www.ncbi.nlm.nih.gov/pubmed/26648253 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Preventing | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23134458
in rat
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27150139
To investigate whether chikusetsusaponin Iva (CS) and chikusetsusaponin IVa methyl ester (CS-ME) have anti-inflammatory activities, NO and PGE2 production was determined in the presence of CS and CS-ME 30 µM in LPS-induced RAW264.7 macrophages. CS-ME had a markedly higher inhibitory effects on LPS-induced NO and PGE2 production than CS at 30 µM and concentration-dependently decreased them. In addition, these inhibitory effects of CS or CS-ME were not caused by nonspecific cytotoxicity, because CS or CS-ME had no effect on cell viability up to 30 µM as determined by MTTassay.
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13909684
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T3FU6ZPR5V
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51415-02-2
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DTXSID10965732
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SUBSTANCE RECORD