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Product Description
Mechanism of action
Carbenoxolone is a semi-synthetic derivative of glycyrrhetinic acid that modulates cell–cell communication by inhibiting gap-junction channels formed by connexins, particularly connexin 43. It also affects 11β-hydroxysteroid dehydrogenase (11β-HSD) activity, thereby influencing local glucocorticoid metabolism. Through gap-junction blockade it reduces intercellular ion and metabolite exchange, altering electrical coupling and metabolic synchronisation between adjacent cells.
Benefits and advantages
Widely used as a pharmacological tool in neuroscience, cardiac electrophysiology, and epithelial/vascular biology to dissect gap-junctional intercellular communication. It supports research into seizure propagation, cardiac-conduction synchrony, astrocyte–neuron signalling, and glucocorticoid-regulation pathways. Its dual action on connexins and 11β-HSD makes it valuable in studies of tissue-specific cortisol activity.
Side effects and risks
Risks include mineralocorticoid-like effects such as sodium retention, oedema, hypertension and hypokalaemia due to interference with steroid metabolism. High concentrations may show off-target toxicity. Handle with care as a bioactive steroidal derivative.
Datasheet
| Molecular Formula | C34H50O7 |
|---|---|
| Molecular Weight | 570.8 g/mol |
| CAS Number | 127-52-6 |
| Storage Condition | Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light. |
| Solubility | SOL IN 20 PARTS WATER, MORE SOL IN HOT WATER; IN 25 PARTS ETHANOL, YIELDING TURBID SOLN; VERY SPARINGLY SOL IN ETHER, CHLOROFORM /TRIHYDRATE/ |
| Purity | Purity information is available upon request (COA). |
| Synonym | carbenoxolone; Carbenoxolona; 5697-56-3; Carbenoxolonum; MM6384NG73 |
| IUPAC/Chemical Name | (2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-(3-carboxypropanoyloxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid |
| InChl Key | OBZHEBDUNPOCJG-WBXJDKIVSA-N |
| InChl Code | InChI=1S/C34H50O7/c1-29(2)23-10-13-34(7)27(32(23,5)12-11-24(29)41-26(38)9-8-25(36)37)22(35)18-20-21-19-31(4,28(39)40)15-14-30(21,3)16-17-33(20,34)6/h18,21,23-24,27H,8-17,19H2,1-7H3,(H,36,37)(H,39,40)/t21-,23-,24-,27+,30+,31-,32-,33+,34+/m0/s1 |
| References |
3D Conformer.
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