Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C42H66O14 |
| Molecular Weight | 794.965 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 20 / 20 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@@H]1CC[C@@]2(CC[C@]3(C(O)=O)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@H](C)[C@H](O)[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H]6O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O
InChI
InChIKey=BZXXSUZFEIFGEX-LCSOEGAZSA-N
InChI=1S/C42H66O14/c1-19-10-15-41(36(49)50)16-17-42(37(51)52)22(27(41)20(19)2)8-9-25-39(6)13-12-26(38(4,5)24(39)11-14-40(25,42)7)55-35-32(48)33(28(44)21(3)53-35)56-34-31(47)30(46)29(45)23(18-43)54-34/h8,19-21,23-35,43-48H,9-18H2,1-7H3,(H,49,50)(H,51,52)/t19-,20+,21-,23-,24+,25-,26+,27+,28+,29-,30+,31-,32-,33+,34+,35+,39+,40-,41+,42-/m1/s1
| Molecular Formula | C42H66O14 |
| Molecular Weight | 794.965 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 20 / 20 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/2553871
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/2553871
Quinovic acid glycoside 2 was isolated from the bark of Uncaria tomentosa, the Peruvian flora, widely used in local medicine for the treatment of cancer, arthritis, gastritis and certain epidermic diseases. Quinovic acid glycoside 2 demonstrated efficacy against vesicular stomatitis virus infection in vitro.
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Approval Year
Sample Use Guides
Confluent monolayers of CER cells in 6-well plates were infected with 200 uL of a virus dilution containing approx. 100 plaque forming units (pfu). Following a 1h adsorption period at 37C, the cells were added with an overlay medium containing doubling concentrations of compounds and incubated until plaques developed (36-48 h at 37C). The antiviral activity of the compounds was expressed as the minimal inhibitory concentration (MIC50) required to reduce the plaque number by 50% with respect to control infected cells. The MIC50 for Quinovic acid glycoside 2 (compound 3) was 25 uM.
| Substance Class |
Chemical
Created
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Edited
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| Record UNII |
P84Z2WDZ9J
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| Record Status |
Validated (UNII)
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PARENT -> CONSTITUENT ALWAYS PRESENT |
