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Skimmin

CAT: 0804-HY-N2263-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N2263-01Size:1 mg
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Description
Skimmin (Umbelliferone glucoside) is a major pharmacologically active and orally active molecule present in Hydrangea paniculata, a medical herb used in traditional Chinese medicine as an anti-inflammatory agent. Skimmin has renal protective activity. Skimmin can improve creatinine clearance, and reduce plasma creatinine, and kidney injuries. Skimmin has good anti-amoebic activity against the HM1:IMMS strain of Entamoeba histolytica. Skimmin has anti-cancer and neuroprotective activities. Skimmin reduces cardiac fibrosis as well as decreasing TNF-α, IL-6, IL1β, and TGFβ1 in cardiac tissues. Skimmin can be studied in research for diabetes and diabetes-related diseases[1][2][3][4].
CAS Number
93-39-0
Product Name Alternative
Umbelliferone glucoside
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Interleukin Related; Parasite; TGF-β Receptor; TNF Receptor
Type
Natural Products
Related Pathways
Anti-infection; Apoptosis; Immunology/Inflammation; TGF-beta/Smad
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/skimmin.html
Concentration
10mM
Purity
99.64
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C1C=CC2=CC=C(O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)C=C2O1
Molecular Formula
C15H16O8
Molecular Weight
324.28
Precautions
H302, H315, H319, H335
References & Citations
[1]Zhang S, et al. Skimmin, a Coumarin from Hydrangea paniculata, Slows down the Progression of Membranous Glomerulonephritis by Anti-Inflammatory Effects and Inhibiting Immune Complex Deposition. Evid Based Complement Alternat Med. 2013;2013:819296.|[2]Lou, Y., et al., (2020) . Determination and pharmacokinetic study of skimmin by UHPLC-MS/MS in rat plasma. Journal of pharmaceutical and biomedical analysis, 179, 112969. |[3]Liang, R. K., et al., (2021) . Skimmin protects diabetic cardiomyopathy in streptozotocin-induced diabetic rats. The Kaohsiung journal of medical sciences, 37 (2), 136–144.|[4]Zhang, S., et al., (2012) . Skimmin, a coumarin, suppresses the streptozotocin-induced diabetic nephropathy in wistar rats. European journal of pharmacology, 692 (1-3), 78–83.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Skimmin

Skimmin is a member of coumarins and a glycoside.

CAS Number93-39-0
PubChem CID99693
IUPAC Name7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
Molecular FormulaC15H16O8
Molecular Weight324.28
XLogP-0.7
Topological Polar Surface Area126
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count3
Heavy Atom Count23
Formal Charge0
Complexity466
SMILES
C1=CC(=CC2=C1C=CC(=O)O2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI
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
InChIKey
VPAOSFFTKWUGAD-TVKJYDDYSA-N
Chemical Structure
2D Structure
2D structure of Skimmin
CAS: 93-39-0
CID: 99693
Formula: C15H16O8
MW: 324.28
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight324.28
XLogP3-0.7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count3
Exact Mass324.08451746
Monoisotopic Mass324.08451746
Topological Polar Surface Area126 Ų
Heavy Atom Count23
Formal Charge0
Complexity466
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
TRC-S213220-25MGSkimmin

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