Molecular structure of Genipin, CAS Number: 6902-77-8
Genipin (CAS 6902-77-8)
See product citations (6)
Alternate Names:
Genipin is known as an aglycone dervied from Geniposide.
Application:
Genipin is an anti-inflammatory, anti-angiogenic, cell-permeable inhibitor of uncoupling protein 2 (UCP2).
CAS Number:
6902-77-8
Purity:
>98%
Molecular Weight:
226.23
Molecular Formula:
C11H14O5
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Genipin is a compound isolated from Gardenis jasminoides Ellis fruits which acts as a cell permeable inhibitor of uncoupling protein 2 (UCP2). Genipin increases glucose-stimulated insulin secretion, mitochondrial membrane potential and ATP levels in pancreatic island cells. Genipin may act to induce apoptosis and is a protein cross-linking agent. Genipin, at 5 μM, increases glucose-stimulated insulin secretion in isolated pancreatic islets chronically exposed to high levels of glucose. Genipin also exhibits anti-inflammatory and anti-angiogenic properties by inducing apoptosis in FaO rat hepatoma cells and human hepatocarcinoma Hep3B cells.
Genipin (CAS 6902-77-8) References
- Increased uncoupling protein-2 levels in beta-cells are associated with impaired glucose-stimulated insulin secretion: mechanism of action. | Chan, CB., et al. 2001. Diabetes. 50: 1302-10. PMID: 11375330
- Uncoupling protein-2 negatively regulates insulin secretion and is a major link between obesity, beta cell dysfunction, and type 2 diabetes. | Zhang, CY., et al. 2001. Cell. 105: 745-55. PMID: 11440717
- A common polymorphism in the promoter of UCP2 contributes to the variation in insulin secretion in glucose-tolerant subjects. | Sesti, G., et al. 2003. Diabetes. 52: 1280-3. PMID: 12716765
- Genipin-induced apoptosis in hepatoma cells is mediated by reactive oxygen species/c-Jun NH2-terminal kinase-dependent activation of mitochondrial pathway. | Kim, BC., et al. 2005. Biochem Pharmacol. 70: 1398-407. PMID: 16143311
- Genipin inhibits UCP2-mediated proton leak and acutely reverses obesity- and high glucose-induced beta cell dysfunction in isolated pancreatic islets. | Zhang, CY., et al. 2006. Cell Metab. 3: 417-27. PMID: 16753577
- Glucose sensing by POMC neurons regulates glucose homeostasis and is impaired in obesity. | Parton, LE., et al. 2007. Nature. 449: 228-32. PMID: 17728716
- Genipin up-regulates heme oxygenase-1 via PI3-kinase-JNK1/2-Nrf2 signaling pathway to enhance the anti-inflammatory capacity in RAW264.7 macrophages. | Jeon, WK., et al. 2011. Arch Biochem Biophys. 512: 119-25. PMID: 21658364
- 'Genipin' - the natural water soluble cross-linking agent and its importance in the modified drug delivery systems: an overview. | Manickam, B., et al. 2014. Curr Drug Deliv. 11: 139-45. PMID: 24041312
- The Hydroxyl at Position C1 of Genipin Is the Active Inhibitory Group that Affects Mitochondrial Uncoupling Protein 2 in Panc-1 Cells. | Yang, Y., et al. 2016. PLoS One. 11: e0147026. PMID: 26771380
- Elastin-like-recombinamers multilayered nanofibrous scaffolds for cardiovascular applications. | Putzu, M., et al. 2016. Biofabrication. 8: 045009. PMID: 27845938
- Evaluation on the antiviral activity of genipin against white spot syndrome virus in crayfish. | Huang, AG., et al. 2019. Fish Shellfish Immunol. 93: 380-386. PMID: 31374312
- UCP-2 inhibitor enhanced the efficacy of trastuzumab against HER2 positive breast cancer cells. | Hua, J., et al. 2021. Cancer Chemother Pharmacol. 88: 633-642. PMID: 34146128
- Genipin Attenuates Diabetic Cognitive Impairment by Reducing Lipid Accumulation and Promoting Mitochondrial Fusion via FABP4/Mfn1 Signaling in Microglia. | Liu, W., et al. 2022. Antioxidants (Basel). 12: PMID: 36670935
Inhibitor of:
ANT4, FAM22A, Glut14, Glut2, GLYCTK, PGC-1α, UCP1, UCP2, UCP3, and UCP4.Activator of:
COL14A1, EMILIN-2, ephrin-B1, MFAP4, Neuramidase, from A. ureafaciens, Tim10, and Tom70.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Genipin, 25 mg | sc-203057 | 25 mg | $82.00 | |||
Genipin, 100 mg | sc-203057A | 100 mg | $246.00 |