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
| Molecular Formula | C42H66O14 |
| Molecular Weight | 794.965 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 18 / 18 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
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
PubMed
| Title | Date | PubMed |
|---|---|---|
| Antithrombotic effect of chikusetsusaponin IVa isolated from Ilex paraguariensis (Maté). | 2012 Dec |
|
| Chikusetsu saponin IVa confers cardioprotection via SIRT1/ERK1/2 and Homer1a pathway. | 2015 Dec 9 |
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| Chikusetsusaponin IVa Methyl Ester Isolated from the Roots of Achyranthes japonica Suppresses LPS-Induced iNOS, TNF-α, IL-6, and IL-1β Expression by NF-κB and AP-1 Inactivation. | 2016 |
Sample Use Guides
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.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 20:17:52 UTC 2023
by
admin
on
Fri Dec 15 20:17:52 UTC 2023
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| Record UNII |
T3FU6ZPR5V
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| Record Status |
Validated (UNII)
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| Record Version |
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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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admin on Fri Dec 15 20:17:52 UTC 2023 , Edited by admin on Fri Dec 15 20:17:52 UTC 2023
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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PARENT -> CONSTITUENT ALWAYS PRESENT |
CALENDULA OFFICINALIS FLOWER terpenoid
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