Carbenoxolone information

Carbenoxolone
Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	A02BX01 (WHO) ;
Identifiers
	IUPAC name (3β)-3-[(3-carboxypropanoyl)oxy]-11-oxoolean-12-en-30-oic acid; OR; (2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-(3-carboxypropanoyloxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid;
CAS Number	5697-56-3 ;
PubChem CID	636403;
IUPHAR/BPS	4151;
DrugBank	DB02329 ;
ChemSpider	552190 ;
UNII	MM6384NG73;
ChEMBL	ChEMBL499915 ;
CompTox Dashboard (EPA)	DTXSID4022733 ;
ECHA InfoCard	100.024.704
Chemical and physical data
Formula	C34H50O7
Molar mass	570.767 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(O)CCC(=O)O[C@H]4CC[C@@]3([C@H]5C(=O)/C=C2/[C@@H]1C[C@](C(=O)O)(C)CC[C@]1(C)CC[C@]2([C@@]5(CC[C@H]3C4(C)C)C)C)C;
	InChI 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 ; Key:OBZHEBDUNPOCJG-WBXJDKIVSA-N ;
	(what is this?) (verify)

Carbenoxolone (CBX) is a glycyrrhetinic acid derivative with a steroid-like structure, similar to substances found in the root of the licorice plant. Carbenoxolone is used for the treatment of peptic, esophageal and oral ulceration and inflammation. Electrolyte imbalance is a serious side effect of carbenoxolone when used systemically.^[1]

Carbenoxolone reversibly inhibits the conversion of inactive cortisone to cortisol by blocking 11β-hydroxysteroid dehydrogenase (11β-HSD). 11β-HSD also reversibly catalyzes the conversion of 7-ketocholesterol to 7-beta-hydroxycholesterol.^[2]^[3]

Carbenoxolone is a modestly potent, reasonably effective, water-soluble blocker of gap junctions.^[4]

Carbenoxolone has also been used in topical creams such as Carbosan gel, marketed for treatment of lip sores and mouth ulcers.

^ Connors BW (2012). "Tales of a Dirty Drug: Carbenoxolone, Gap Junctions, and Seizures". Epilepsy Curr. 12 (2): 66–8. doi:10.5698/1535-7511-12.2.66. PMC 3316363. PMID 22473546.
^ "PubChem Compound".
^ "Sigma-Aldrich" (PDF).
^ Connors BW (2012). "Tales of a Dirty Drug: Carbenoxolone, Gap Junctions, and Seizures". Epilepsy Curr. 12 (2): 66–8. doi:10.5698/1535-7511-12.2.66. PMC 3316363. PMID 22473546.

[1] Connors BW (2012). "Tales of a Dirty Drug: Carbenoxolone, Gap Junctions, and Seizures". Epilepsy Curr. 12 (2): 66–8. doi:10.5698/1535-7511-12.2.66. PMC 3316363. PMID 22473546.

[2] "PubChem Compound".

[3] "Sigma-Aldrich" (PDF).

[4] Connors BW (2012). "Tales of a Dirty Drug: Carbenoxolone, Gap Junctions, and Seizures". Epilepsy Curr. 12 (2): 66–8. doi:10.5698/1535-7511-12.2.66. PMC 3316363. PMID 22473546.

Carbenoxolone information

and 28 Related for: Carbenoxolone information

Carbenoxolone

ATC code A02

Topical steroid

Enoxolone

Cytoprotection

Steroid dementia syndrome

Triamcinolone

Clobetasol propionate

Fluticasone propionate

Hydrocortisone

Glucocorticoid

Deflazacort

Betamethasone

Fluticasone

Triamcinolone acetonide

Acetoxolone

Fluocinonide

Fluocinolone acetonide

Mineralocorticoid receptor antagonist

Methylprednisolone

Finerenone

Mometasone

Prednisolone

Mineralocorticoid

Eplerenone

Corticosteroid

Spironolactone

Dexamethasone