Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C15H16O8 |
| Molecular Weight | 324.2827 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@H]1O[C@@H](OC2=CC=C3C=CC(=O)OC3=C2)[C@H](O)[C@@H](O)[C@@H]1O
InChI
InChIKey=VPAOSFFTKWUGAD-TVKJYDDYSA-N
InChI=1S/C15H16O8/c16-6-10-12(18)13(19)14(20)15(23-10)21-8-3-1-7-2-4-11(17)22-9(7)5-8/h1-5,10,12-16,18-20H,6H2/t10-,12-,13+,14-,15-/m1/s1
| Molecular Formula | C15H16O8 |
| Molecular Weight | 324.2827 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Skimmin is one of the major pharmacologically active compounds found in the traditional Chinese medicinal herb Hydrangea paniculata and H. macrophylla. Skimmin is a glycosylated coumarin and precursor in the biosynthesis of umbelliferone. Skimmin has been identified as a potential anti-inflammatory compound which may be of use in diabetic neuropathies such as membranous glomerulonephritis. It was also identified as a potent anti-amoebic compound found in the root bark of Adina cordifolia, a plant used in East Indian folk medicine.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Structures of linear furano- and simple-coumarin glycosides of Bai-Hua Qian-Hu. | 1989 Feb |
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| Antiamoebic coumarins from the root bark of Adina cordifolia and their new thiosemicarbazone derivatives. | 2009 May |
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| Skimmin, a coumarin, suppresses the streptozotocin-induced diabetic nephropathy in wistar rats. | 2012 Oct 5 |
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| Skimmin, a Coumarin from Hydrangea paniculata, Slows down the Progression of Membranous Glomerulonephritis by Anti-Inflammatory Effects and Inhibiting Immune Complex Deposition. | 2013 |
Patents
Sample Use Guides
Sprague-Dawley rats were induced with glomerulonephritis and treated with intragastric skimmin at either 15 mg/kg or 30 mg/kg. Treatment with skimmin significantly reduced the levels of blood urea nitrogen, urinary albumin, and serum creatinine.
Route of Administration:
Intragastric
Skimmin was isolated from the root bark extracts of A. cordifolia. Isolated Skimmin was tested for antiamoebic properties against E. hisolytica trophozoites cultured in Diamond TYIS-33 growth medium. The skimmin extract was dissolved with acid isopropanol and delivered in a range of appropriate concentrations. Skimmin was found to have an IC50 of 4.15 microM/mL against E. hisolytica trophozoites.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 09:05:41 GMT 2023
by
admin
on
Sat Dec 16 09:05:41 GMT 2023
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| Record UNII |
H072F03PQN
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| Record Status |
Validated (UNII)
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| Record Version |
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99693
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Skimmin
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H072F03PQN
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m9970
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