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Chemical Structure| 632-85-9 Chemical Structure| 632-85-9

Structure of Wogonin
CAS No.: 632-85-9

Chemical Structure| 632-85-9

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CAS No.: 632-85-9

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Wogonin is a natural flavonoid compound that inhibits CDK8 and Wnt activity. Wogonin has anti-inflammatory and anti-tumor effects, primarily used in anti-inflammatory and anti-cancer research.

Synonyms: BRN 0287152; Vogonin

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Product Details of Wogonin

CAS No. :632-85-9
Formula : C16H12O5
M.W : 284.26
SMILES Code : COC1=C(O)C=C(O)C2=C1OC(C3=CC=CC=C3)=CC2=O
Synonyms :
BRN 0287152; Vogonin
MDL No. :MFCD00017736
InChI Key :XLTFNNCXVBYBSX-UHFFFAOYSA-N
Pubchem ID :5281703

Safety of Wogonin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Related Pathways of Wogonin

Hedgehog

Isoform Comparison

Biological Activity

Target
  • CDK9

In Vitro:

Cell Line
Concentration Treated Time Description References
Human eosinophils 0–125μM 0–20 hours Wogonin induced apoptosis in human eosinophils in a time- and concentration-dependent manner, accompanied by caspase-3 activation. PMC4384778
3T3-L1 adipocytes 10 μM 12 hours To investigate the effect of Wogonin on OPN expression and secretion in 3T3-L1 adipocytes under high glucose conditions, results showed that Wogonin significantly inhibited OPN mRNA and protein expression and reduced OPN secretion. PMC4564880
MPC5 cells 4, 8, 16 μM 24 hours Wogonin dose-dependently alleviated high glucose (HG)-induced MPC5 cell damage, accompanied by increased expression of WT-1, nephrin, and podocin proteins, and decreased expression of TNF-α, MCP-1, IL-1β as well as phosphorylated p65. Furthermore, wogonin significantly inhibited HG-induced apoptosis in MPC5 cells. Wogonin reversed HG-suppressed autophagy in MPC5 cells, evidenced by increased ATG7, LC3-II, and Beclin-1 protein, and decreased p62 protein. PMC8724322
HK-2 cells 8 μM 24 hours To evaluate the protective effects of Wogonin on high glucose-induced toxicity in HK-2 cells. The results showed that Wogonin significantly alleviated high glucose-induced cell injury, reduced the production of inflammatory cytokines, ROS, and MDA, and increased the levels of SOD and GSH. PMC11155057
Mouse eosinophils 10–100μM 6 hours Wogonin induced apoptosis in mouse eosinophils in a concentration-dependent manner, accompanied by caspase-3 activation. PMC4384778

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL/6 mice STZ-induced type 1 diabetes model intraperitoneal injection 10 mg/kg body weight Once every three days for 8 weeks To investigate the effect of Wogonin on OPN expression in STZ-induced type 1 diabetic mice, results showed that Wogonin significantly reduced serum OPN levels and OPN expression in adipose tissue, and improved hyperglycemia. PMC4564880
C57BL/6J mice STZ-induced diabetic mice model intragastrical gavage 10, 20, 40 mg/kg every other day for 12 weeks Wogonin significantly alleviated albuminuria, histopathological lesions, and p65 NF-κB-mediated renal inflammatory response in STZ-induced diabetic mice. Wogonin dose-dependently inhibited podocyte apoptosis and promoted podocyte autophagy. PMC8724322
Mice OVA-induced allergic airway inflammation model Intraperitoneal injection 1 mg/mouse Once daily for 4 days Wogonin attenuated allergic airway inflammation, reduced eosinophil numbers in BAL and interstitial tissue, increased eosinophil apoptosis, and reduced airway mucus production and hyperresponsiveness. PMC4384778
C57BLKS/J mice Diabetic mouse model Oral 40 mg/kg Every other day for 12 weeks To evaluate the protective effects of Wogonin on diabetic nephropathy in mice. The results showed that Wogonin significantly reduced blood glucose, urinary protein, serum creatinine, and blood urea nitrogen levels, while increasing the levels of SOD and GSH, alleviating renal inflammation and fibrosis. PMC11155057
Sprague-Dawley rats Traumatic brain injury model Intraperitoneal injection 40 mg/kg 10 minutes, 24 hours, and 48 hours post-trauma Wogonin treatment significantly reduced neurobehavioral disorders, brain edema, and hippocampal neuron damage caused by TBI. PMC8904077

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.52mL

0.70mL

0.35mL

17.59mL

3.52mL

1.76mL

35.18mL

7.04mL

3.52mL

References

[1]Zhu Y, Wang J. Wogonin increases β-amyloid clearance and inhibits tau phosphorylation via inhibition of mammalian target of rapamycin: potential drug to treat Alzheimer's disease. Neurol Sci. 2015 Jul;36(7):1181-8.

[2]He L, Lu N, et al. Wogonin induced G1 cell cycle arrest by regulating Wnt/β-catenin signaling pathway and inactivating CDK8 in human colorectal cancer carcinoma cells. Toxicology. 2013 Oct 4;312:36-47.

[3]Khan NM, Haseeb A, Ansari MY, Devarapalli P, Haynie S, Haqqi TM. Wogonin, a plant derived small molecule, exerts potent anti-inflammatory and chondroprotective effects through the activation of ROS/ERK/Nrf2 signaling pathways in human Osteoarthritis chondrocytes. Free Radic Biol Med. 2017 May;106:288-301. doi: 10.1016/j.freeradbiomed.2017.02.041. Epub 2017 Feb 22. PMID: 28237856; PMCID: PMC5490997.

[4]Xu Y, Yang B, Hu Y, Lu L, Lu X, Wang J, Xu F, Yu S, Huang J, Liang X. Wogonin prevents TLR4-NF-κB-medicated neuro-inflammation and improves retinal ganglion cells survival in retina after optic nerve crush. Oncotarget. 2016 Nov 8;7(45):72503-72517. doi: 10.18632/oncotarget.12700. PMID: 27756890; PMCID: PMC5341925.

[5]Wu X, Liu P, Zhang H, et al. Wogonin as a targeted therapeutic agent for EBV (+) lymphoma cells involved in LMP1/NF-κB/miR-155/PU.1 pathway. BMC Cancer. 2017;17(1):147. Published 2017 Feb 21.

[6]Khan NM, Ahmad I, Ansari MY, Haqqi TM. Wogonin, a natural flavonoid, intercalates with genomic DNA and exhibits protective effects in IL-1β stimulated osteoarthritis chondrocytes. Chem Biol Interact. 2017 Aug 25;274:13-23. doi: 10.1016/j.cbi.2017.06.025. Epub 2017 Jul 5. PMID: 28688942; PMCID: PMC5548605.

 

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