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Substance Name: Carbenoxolone sodium [USAN:JAN]
RN: 7421-40-1
UNII: F1MP7242Z5
InChIKey: BQENDLAVTKRQMS-SBBGFIFASA-L

Note

  • An 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.

Molecular Formulas

  • C34-H48-Na2-O7
  • C34-H48-O7.2Na
  • C34-H50-O7.2Na

Molecular Weight

  • 614.7262
 

Classification Codes

  • Drug / Therapeutic Agent
  • Glucocorticoid
  • Human Data
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Names and Synonyms

Name of Substance

  • Carbenoxolone sodium [USAN:JAN]

Synonyms

  • 18-beta-Glycyrrhetinic acid hydrogen succinate, disodium salt
  • 3-beta-Hydroxy-11-oxoolean-12-en-30-oic acid hydrogen succinate, disodium salt
  • 3-O-(beta-Carboxypropionyl)-11-oxo-18-beta-olean-12-en-30-oic acid, disodium salt
  • 3beta-Hydroxy-11-oxoolean-12-en-30-oic acid hydrogen succinate disodium salt
  • Berkobiogastrone
  • Biogastrone
  • Bioral
  • Carbenoxolon dinatrium
  • Carbenoxolon-dinatrium
  • Carbenoxolone sodium
  • Carbenoxolone, disodium salt
  • Disodium glycyrrhetinyl succina
  • Duogastrone
  • EINECS 231-044-0
  • Gastrausil
  • Glycyrrhetinic acid hydrogen succinate, disodium salt
  • Neogel
  • Olean-12-en-29-oic acid, 3-(3-carboxy-1-oxopropoxy)-11-oxo-, disodium salt, (3-beta,20-beta)-
  • Pyrogastrone
  • Sanodin
  • Sodium 3-beta-hydroxy-11-oxo-12-oleanen-30-oate sodium succinate
  • Sodium carbenoxolone
  • Terulcon tabletten
  • Ulcus-tablinen
  • UNII-F1MP7242Z5

Systematic Names

  • Carbenoxolone disodium
  • Olean-12-en-29-oic acid, 3-(3-carboxy-1-oxopropoxy)-11-oxo, disodium salt, (3beta,20beta)-
  • Olean-12-en-30-oic acid, 3-beta-hydroxy-11-oxo-, hydrogen succinate, disodium salt

Registry Numbers

CAS Registry Number

  • 7421-40-1

FDA UNII

  • F1MP7242Z5

Related Registry Number

  • 5697-56-3 (Parent)

System Generated Number

  • 0007421401

Molecular Formulas

Molecular Formulas

  • C34-H48-Na2-O7
  • C34-H48-O7.2Na
  • C34-H50-O7.2Na

Molecular Formula Fragments

  • C34-H48-O7
  • C34-H50-O7
  • COMPONENT
  • Na

Structure Descriptors

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

InChIKey

BQENDLAVTKRQMS-SBBGFIFASA-L

Smiles

C[C@]12CC[C@](C[C@H]1C3=CC(=O)[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)CCC(=O)[O-])C)(C)C(=O)[O-].[Na+].[Na+]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intraperitoneal 371mg/kg (371mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 710, 1979.
dog LD50 intravenous 371mg/kg (371mg/kg) CARDIAC: PULSE RATE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Oyo Yakuri. Pharmacometrics. Vol. 11, Pg. 263, 1976.
dog LD50 oral 3900mg/kg (3900mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 710, 1979.
dog LD50 subcutaneous 1060mg/kg (1060mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Oyo Yakuri. Pharmacometrics. Vol. 11, Pg. 263, 1976.
human TDLo oral 120mg/kg/6W (120mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION Canadian Medical Association Journal. Vol. 117, Pg. 1155, 1977.
mouse LD50 intraperitoneal 120mg/kg (120mg/kg)   "Symposium on Carbenoxolone Sodium," Robson, J.M., and F.M. Sullivan, eds., London, Butterworth, 1968Vol. -, Pg. 6, 1968.
mouse LD50 intravenous 198mg/kg (198mg/kg)   "Symposium on Carbenoxolone Sodium," Robson, J.M., and F.M. Sullivan, eds., London, Butterworth, 1968Vol. -, Pg. 6, 1968.
rabbit LD50 oral 2gm/kg (2000mg/kg)   "Symposium on Carbenoxolone Sodium," Robson, J.M., and F.M. Sullivan, eds., London, Butterworth, 1968Vol. -, Pg. 6, 1968.
rat LD50 intraperitoneal 92mg/kg (92mg/kg)   Farmaco. Vol. 49, Pg. 281, 1994.
rat LD50 oral 2450mg/kg (2450mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

CARDIAC: PULSE RATE
Oyo Yakuri. Pharmacometrics. Vol. 11, Pg. 263, 1976.
rat LD50 subcutaneous 1515mg/kg (1515mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 710, 1979.