CAS No. 6902-77-8
Batch:
Purity:99.99
Chemical Structure
Check the
Genipin
product page for in-depth specifications, including solubility, stock solutions, MOA, and working concentrations.
Chemical Information
| IUPAC Name | methyl (1R,4aS,7aS)-1-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate | |
|---|---|---|
| CAS Number | 6902-77-8 | |
| Molecular Formula |
C11H14O5 |
|
| Molecular Weight (MW) | 226.23 | |
| SMILES | COC(=O)C1=COC(C2C1CC=C2CO)O | |
| InChIKey | AZKVWQKMDGGDSV-BCMRRPTOSA-N |
Biological Activity
Genipin is a naturally derived aglycone that acts as a potent uncoupling protein 2 (UCP2) inhibitor. By suppressing UCP2-mediated mitochondrial proton leak, genipin increases mitochondrial membrane potential and intracellular ATP production. Downstream, this inhibition restores glucose-stimulated insulin secretion in pancreatic beta-cells and attenuates high glucose-induced cellular dysfunction, highlighting its regulatory role in energy metabolism and mitochondrial pathways. [1]
How to Prepare Stock Solution?
|
Concentration
Volume
Mass
|
|---|
Solubility
Batch:
All in vitro solubility values are batch-tested experimental data (non-literature values).
| Solvent | Solubility & Note |
|---|---|
| DMSO |
45 mg/mL
(198.91 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO. The recommended stock concentration is 10 mM in DMSO.) |
| Ethanol | 45 mg/mL |
| Water | 9 mg/mL |
| DMSO |
45 mg/mL
(198.91 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO. The recommended stock concentration is 10 mM in DMSO.) |
| Ethanol | 45 mg/mL |
| Water | 1 mg/mL |
| DMSO |
45 mg/mL
(198.91 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO. The recommended stock concentration is 10 mM in DMSO.) |
| Ethanol | 45 mg/mL |
| Water | Insoluble |
| DMSO |
45 mg/mL
(198.91 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO. The recommended stock concentration is 10 mM in DMSO.) |
| Ethanol | 45 mg/mL |
| Water | Insoluble |
Q: Why does a DMSO stock precipitate in media/saline?
A: It is caused by unheated aqueous media (supersaturation), local solvent shock, or incorrect mixing sequence.
How to fix it?
- Preheat media/saline to 37°C.
- Mix rapidly (pipette/vortex) upon addition.
- For complex mixes, always add the aqueous phase last.
- Re-dissolve minor precipitates with a 37°C water bath and sonication (≤30 min).
Pre-aliquoted for Longevity: Solid-state aliquots offer longer shelf life compared to stock solutions.
Looking for a specific aliquot size? Contact your local sales representative or orders@selleckchem.com.
Reference
Jump to
Note: Technical data last updated: Sep 1, 2026.