Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Etretinate [USAN:INN:BAN:JAN]
RN: 54350-48-0
UNII: 65M2UDR9AG
InChIKey: HQMNCQVAMBCHCO-DJRRULDNSA-N

Note

  • An oral retinoid used in the treatment of keratotic genodermatosis, lichen planus, and psoriasis. Beneficial effects have also been claimed in the prophylaxis of epithelial neoplasia. The compound may be teratogenic.

Molecular Formula

  • C23-H30-O3

Molecular Weight

  • 354.487
 

Classification Codes

  • Antipsoriatic
  • Dermatologic Agents
  • Human Data
  • Keratolytic Agents
  • Mutation Data
  • Reproductive Effect
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Etretinate
  • Etretinate [USAN:INN:BAN:JAN]

MeSH Heading

  • Etretinate

Synonyms

  • 2,4,6,8-Nonatetraenoic acid, 9-(4-methoxy-2,3,6-trimethylphenyl)-, ethyl ester, (all-E-)
  • 3,7-Dimethyl-9-(4-methoxy-2,3,6-trimethylphenyl)-2,4,6,8-nonanetetraenoic acid ethyl ester
  • CCRIS 3615
  • EINECS 259-119-3
  • Ethyl (all-E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoate
  • Ethyl all-trans-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoate
  • Ethyl etrinoate
  • Etretinate
  • Etretinato
  • Etretinato [INN-Spanish]
  • Etretinatum
  • Etretinatum [INN-Latin]
  • HSDB 7185
  • NSC 297936
  • Retinoid
  • Ro 10-9359
  • Tegison
  • UNII-65M2UDR9AG

Systematic Names

  • 2,4,6,8-Nonanetetraenoic acid, 9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-, ethyl ester, all-trans-
  • 2,4,6,8-Nonatetraenoic acid, 9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-, ethyl ester, (2E,4E,6E,8E)-
  • 2,4,6,8-Nonatetraenoic acid, 9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-, ethyl ester, (all-E)- (9CI)
  • Etretinate

Superlist Name

  • Etretinate

Registry Numbers

CAS Registry Number

  • 54350-48-0

FDA UNII

  • 65M2UDR9AG

System Generated Number

  • 0054350480

Structure Descriptors

InChI

1S/C23H30O3/c1-8-26-23(24)14-17(3)11-9-10-16(2)12-13-21-18(4)15-22(25-7)20(6)19(21)5/h9-15H,8H2,1-7H3/b11-9+,13-12+,16-10+,17-14+

InChIKey

HQMNCQVAMBCHCO-DJRRULDNSA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 78mg/kg/26W-I (78mg/kg) SKIN AND APPENDAGES (SKIN): NAILS: OTHER

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Arzneimittel-Forschung. Drug Research. Vol. 32, Pg. 842, 1982.
man TDLo oral 1136mg/kg/9Y- (1136mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE Lancet. Vol. 1, Pg. 235, 1988.
mouse LD50 intraperitoneal 1gm/kg (1000mg/kg)   United States Patent Document. Vol. #4105681,
mouse LD50 oral > 2gm/kg (2000mg/kg)   Journal of the American Academy of Dermatology. Vol. 6, Pg. 652, 1982.
mouse LD50 subcutaneous > 1gm/kg (1000mg/kg)   Drugs in Japan Vol. -, Pg. 191, 1990.
rabbit LD50 oral > 2gm/kg (2000mg/kg)   Journal of the American Academy of Dermatology. Vol. 6, Pg. 652, 1982.
rat LD50 intraperitoneal > 1gm/kg (1000mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 10, Pg. 5033, 1982.
rat LD50 oral > 4gm/kg (4000mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 10, Pg. 5033, 1982.
rat LD50 subcutaneous > 1gm/kg (1000mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 10, Pg. 5033, 1982.
women TDLo oral 80ug/kg/8D-I (0.08mg/kg)   British Journal of Dermatology. Vol. 112, Pg. 373, 1985.
women TDLo oral 80ug/kg/8D-I (0.08mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

LIVER: OTHER CHANGES
British Journal of Dermatology. Vol. 112, Pg. 373, 1985.
women TDLo oral 60mg/kg/17W-I (60mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER CUTIS; Cutaneous Medicine for the Practitioner. Vol. 35, Pg. 466, 1985.