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Substance Name: Acitretin [USAN:USP:INN:BAN]
RN: 55079-83-9
UNII: LCH760E9T7
InChIKey: IHUNBGSDBOWDMA-AQFIFDHZSA-N

Note

  • An oral retinoid effective in the treatment of psoriasis. It is the major metabolite of ETRETINATE with the advantage of a much shorter half-life when compared with etretinate.

Molecular Formula

  • C21-H26-O3

Molecular Weight

  • 326.4334
 

Classification Codes

  • Antipsoriatic
  • Dermatologic Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Keratolytic Agents
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Acitretin
  • Acitretin [USAN:USP:INN:BAN]

MeSH Heading

  • Acitretin

Synonyms

  • (all-E)-9-(4-Methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid
  • Acitretin
  • Acitretina
  • Acitretina [Spanish]
  • Acitretine
  • Acitretine [French]
  • Acitretinum
  • Acitretinum [Latin]
  • all-trans-3,7-Dimethyl-9-(4-methoxy-2,3,6-trimethylphenyl)-2,4,6,8-nonatetraenoic acid
  • all-trans-Acitretin
  • CCRIS 5534
  • EINECS 259-474-4
  • Etretin
  • HSDB 7187
  • Neotigason
  • Retinoid etretin
  • Ro 10-1670
  • Ro 10-1670/000
  • Soriatane
  • Soriatane CK
  • TMMP
  • U0279
  • UNII-LCH760E9T7

Systematic Names

  • 2,4,6,8-Nonatetraenoic acid, 3,7-dimethyl-9-(4-methoxy-2,3,6-trimethylphenyl)-, (all-E)-
  • 2,4,6,8-Nonatetraenoic acid, 9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-, (all-E)-
  • Etretin

Registry Numbers

CAS Registry Number

  • 55079-83-9

FDA UNII

  • LCH760E9T7

System Generated Number

  • 0055079839

Structure Descriptors

InChI

1S/C21H26O3/c1-14(8-7-9-15(2)12-21(22)23)10-11-19-16(3)13-20(24-6)18(5)17(19)4/h7-13H,1-6H3,(H,22,23)/b9-7+,11-10+,14-8+,15-12+

InChIKey

IHUNBGSDBOWDMA-AQFIFDHZSA-N

Smiles

c1(c(c(c(OC)cc1C)C)C)\C=C\C(=C\C=C\C(=C\C(O)=O)C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 700mg/kg (700mg/kg)   United States Patent Document. Vol. #4105681,
rat LD50 oral > 4gm/kg (4000mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 10, Pg. 5033, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 228-230 deg C   EXP
log P (octanol-water) 6.4 (none)   EXP
Water Solubility 0.073 mg/L 25 EST
Vapor Pressure 1.34E-08 mm Hg 25 EST
Henry's Law Constant 5.08E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.89E-10 cm3/molecule-sec 25 EST

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