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Substance Name: Enoxolone [INN:BAN:DCF]
RN: 471-53-4
UNII: P540XA09DR
InChIKey: MPDGHEJMBKOTSU-YKLVYJNSSA-N

Note

  • An oleanolic acid from GLYCYRRHIZA that has some antiallergic, antibacterial, and antiviral properties. It is used topically for allergic or infectious skin inflammation and orally for its aldosterone effects in electrolyte regulation.

Molecular Formula

  • C30-H46-O4

Molecular Weight

  • 470.6894
 

Classification Codes

  • Anti-Inflammatory Agents
  • Antiviral (COVID-19)
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Names and Synonyms

Results Name

  • Enoxolone [INN:BAN:DCF]

Name of Substance

  • (3beta,20beta)-3-Hydroxy-11-oxo-olean-12-en-29-oic acid
  • Enoxolone [INN:BAN:DCF]
  • Glycyrrhetic acid
  • Glycyrrhetinic acid [JAN]
  • Olean-12-en-29-oic acid, 3-hydroxy-11-oxo-, (3beta,20beta)-

MeSH Heading

  • Glycyrrhetinic acid

Synonyms

  • 18-beta-Glycyrrhetic acid
  • 18-beta-Glycyrrhetinic acid
  • 18beta-Glycyrrhetinic acid
  • 3-beta-Hydroxy-11-oxoolean-12-en-30-oic acid
  • 3-Glycyrrhetinic acid
  • 3beta-Hydroxy-11-oxoolean-12-en-30-oic acid
  • 4-10-00-03775 (Beilstein Handbook Reference)
  • alpha-Glycyrrhetinic acid
  • Biosone
  • BRN 2229654
  • CCRIS 3962
  • EINECS 207-444-6
  • Enoxolona
  • Enoxolona [INN-Spanish]
  • Enoxolone
  • Enoxolonum
  • Enoxolonum [INN-Latin]
  • Glycyrrhetic acid
  • Glycyrrhetin
  • Glycyrrhetinic acid
  • NSC 35347
  • UNII-P540XA09DR
  • Uralenic acid

Systematic Names

  • 18beta-Glycyrrhetinic acid
  • 3beta-Hydroxy-11-oxoolean-12-en-30-oic acid
  • Enoxolone
  • Olean-12-en-29-oic acid, 3-hydroxy-11-oxo-, (3beta,20beta)-
  • Olean-12-en-30-oic acid, 3-beta-hydroxy-11-oxo-
  • Olean-12-en-30-oic acid, 3beta-hydroxy-11-oxo- (8CI)

Registry Numbers

CAS Registry Number

  • 471-53-4

FDA UNII

  • P540XA09DR

Other Registry Numbers

  • 107420-91-7
  • 15301-63-0
  • 202522-39-2
  • 2088830-40-2
  • 2442477-01-0
  • 299198-00-8
  • 8055-71-8

System Generated Number

  • 0000471534

Structure Descriptors

InChI

InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,26+,27-,28-,29+,30+/m0/s1

InChIKey

MPDGHEJMBKOTSU-YKLVYJNSSA-N

Smiles

CC1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@]3(C)[C@@H]2C(=O)C=C4[C@@H]5C[C@](C)(CC[C@]5(C)CC[C@@]34C)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 308mg/kg (308mg/kg)   Drugs in Japan Vol. -, Pg. 319, 1990.
mouse LD50 intravenous 56mg/kg (56mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02067,
mouse LD50 subcutaneous 518mg/kg (518mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 5, Pg. 98, 1963.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 296 deg C   EXP
log P (octanol-water) 6.900 (none)   EST
Atmospheric OH Rate Constant 1.12E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.