Chemical Component Summary

NameCARBENOXOLONE
Identifiers(2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-(4-hydroxy-4-oxo-butanoyl)oxy-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
FormulaC34 H50 O7
Molecular Weight570.757
TypeNON-POLYMER
Isomeric SMILESCC1([C@@H]2CC[C@@]3([C@@H]([C@]2(CC[C@@H]1OC(=O)CCC(=O)O)C)C(=O)C=C4[C@]3(CC[C@@]5([C@H]4C[C@@](CC5)(C)C(=O)O)C)C)C)C
InChIInChI=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
InChIKeyOBZHEBDUNPOCJG-WBXJDKIVSA-N

Chemical Details

Formal Charge0
Atom Count91
Chiral Atom Count9
Bond Count95
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB02329 
NameCarbenoxolone
Groups experimental
DescriptionAn agent derived from licorice root. It is used for the treatment of digestive tract ulcers, especially in the stomach. Antidiuretic side effects are frequent, but otherwise the drug is low in toxicity. [PubChem]
Synonyms
  • Carbenoxolone
  • Carbenoxolone disodium
  • Carbenoxolona
Categories
  • Alimentary Tract and Metabolism
  • Anti-Ulcer Agents
  • Drugs for Acid Related Disorders
  • Drugs for Peptic Ulcer and Gastro-Oesophageal Reflux Disease (Gord)
  • Gastrointestinal Agents
ATC-Code
  • A02BX01
  • A02BX71
  • A02BX51
CAS number5697-56-3

Drug Targets

NameTarget SequencePharmacological ActionActions
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenaseMNDLSGKTVIITGGARGLGAEAARQAVAAGARVVLADVLDEEGAATAREL...unknown
Corticosteroid 11-beta-dehydrogenase isozyme 1MAFMKKYLLPILGLFMAYYYYSANEEFRPEMLQGKKVIVTGASKGIGREM...unknowninhibitor
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL499915
PubChem 636403
ChEMBL CHEMBL499915