Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C34H48O7.2Na |
Molecular Weight | 614.7203 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 9 / 9 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].[Na+].[H][C@@]12C[C@](C)(CC[C@]1(C)CC[C@]3(C)C2=CC(=O)[C@]4([H])[C@@]5(C)CC[C@H](OC(=O)CCC([O-])=O)C(C)(C)[C@]5([H])CC[C@@]34C)C([O-])=O
InChI
InChIKey=BQENDLAVTKRQMS-SBBGFIFASA-L
InChI=1S/C34H50O7.2Na/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);;/q;2*+1/p-2/t21-,23-,24-,27+,30+,31-,32-,33+,34+;;/m0../s1
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/22473546Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/780088 |
https://www.ncbi.nlm.nih.gov/pubmed/4564085 | https://www.ncbi.nlm.nih.gov/pubmed/3418512 | https://www.ncbi.nlm.nih.gov/pubmed/9029719 | http://onlinelibrary.wiley.com/doi/10.1111/j.2042-7158.1960.tb12629.x/pdf | http://www.hpra.ie/img/uploaded/swedocuments/2122523.PA0074_011_001.71e04f1c-dfd8-4e60-916a-6ba998cf37c0.000001Product%20Leaflet%20Approved.131003.pdf
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22473546
Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/780088 |
https://www.ncbi.nlm.nih.gov/pubmed/4564085 | https://www.ncbi.nlm.nih.gov/pubmed/3418512 | https://www.ncbi.nlm.nih.gov/pubmed/9029719 | http://onlinelibrary.wiley.com/doi/10.1111/j.2042-7158.1960.tb12629.x/pdf | http://www.hpra.ie/img/uploaded/swedocuments/2122523.PA0074_011_001.71e04f1c-dfd8-4e60-916a-6ba998cf37c0.000001Product%20Leaflet%20Approved.131003.pdf
Carbenoxolone is a glycyrrhetinic acid derivative with a steroid-like structure, similar to substances found in the flavor-ful root of the licorice plant. It influences endogenous glucocorticoids by potently inhibiting 11β-hydroxysteroid dehydrogenase. Electrolyte imbalance is a serious side effect of carbenoxolone when used systemically. Carbenoxolone is best known in cellular physiology as a modestly potent, reasonably effective, water-soluble blocker of gap junctions. It exerts anti-inflammatory activity. Carbenoxolone has used orally in the clinical treatment of peptic ulcers, now it is used topically for the treatment of lip sores and mouth ulcers.
Originator
Sources: http://www.sciencedirect.com/science/article/pii/S0140673659906117?showall%3Dtrue%26via%3Dihub
Curator's Comment: 1959
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL3542430 |
|||
Target ID: GO:0016264 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3418512 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | CARBOSAN Approved UseCarbosan Gel is used for the treatment of lip sores and mouth ulcers. |
PubMed
Title | Date | PubMed |
---|---|---|
Some aspects of medical management of gastrointestinal disease. I. | 1975 Jan 25 |
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Reduction of glucocorticoid receptor ligand binding by the 11-beta hydroxysteroid dehydrogenase type 2 inhibitor, Thiram. | 2006 Oct |
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High-content chemical and RNAi screens for suppressors of neurotoxicity in a Huntington's disease model. | 2011 |
Patents
Sample Use Guides
Cabosan 2% w/w Gel (Carbenoxolone Sodium). Carbosan Gel is used for the treatment of lip sores and mouth ulcers.
Route of Administration:
Transdermal
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16552723
100 uM carbenoxolone induces Connexin-43 expression in bovine aortic endothelial cells
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NCI_THESAURUS |
C54678
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C82597
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CHEMBL499915
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ACTIVE MOIETY
SUBSTANCE RECORD