Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Enprostil [USAN:INN:BAN:JAN]
RN: 73121-56-9
UNII: J4IP5Z9DAU
InChIKey: PTOJVMZPWPAXER-FPXSIRDUSA-N

Note

  • A synthetic PGE2 analog that has an inhibitory effect on gastric acid secretion, a mucoprotective effect, and a postprandial lowering effect on gastrin. It has been shown to be efficient and safe in the treatment of gastroduodenal ulcers.

Molecular Formula

  • C23-H28-O6

Molecular Weight

  • 400.4682
 

Classification Codes

  • Anti-Ulcer Agents
  • Anti-Ulcerative
  • Antisecretory
  • Drug / Therapeutic Agent
  • Gastrointestinal Agents
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

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

MeSH Heading

  • Enprostil

Synonyms

  • 4,5-Heptadienoic acid, 7-(3-hydroxy-2-(3-hydroxy-4-phenoxy-1-butenyl)-5-oxocyclopentyl)-, methyl ester
  • Enprostil
  • Enprostilo
  • Enprostilo [Spanish]
  • Enprostilum
  • Enprostilum [Latin]
  • Gardrin
  • Methyl 7-((1R*,2R*,3R*)-3-hydroxy-2-((E)-(3R*)-3-hydroxy-4-phenoxy-1-butenyl)-5-oxocyclopentyl)-4,5-heptadienoate
  • RS 84135
  • RS 84135-004
  • RS-84135
  • UNII-J4IP5Z9DAU

Systematic Name

  • 4,5-Heptadienoic acid, 7-(3-hydroxy-2-(3-hydroxy-4-phenoxy-1-butenyl)-5-oxocyclopentyl)-, methyl ester

Registry Numbers

CAS Registry Number

  • 73121-56-9

FDA UNII

  • J4IP5Z9DAU

System Generated Number

  • 0073121569

Structure Descriptors

InChI

1S/C23H28O6/c1-28-23(27)12-8-3-2-7-11-19-20(22(26)15-21(19)25)14-13-17(24)16-29-18-9-5-4-6-10-18/h3-7,9-10,13-14,17,19-20,22,24,26H,8,11-12,15-16H2,1H3/b14-13+/t2?,17-,19-,20-,22-/m0/s1

InChIKey

PTOJVMZPWPAXER-FPXSIRDUSA-N

Smiles

COC(=O)CCC=C=CC[C@H]1[C@@H]([C@H](CC1=O)O)/C=C/[C@@H](COc2ccccc2)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
monkey LD50 oral > 320ug/kg (0.32mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 2327, 1989.
mouse LD50 intraperitoneal 80ug/kg (0.08mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: TREMOR
Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 2327, 1989.
mouse LD50 oral 1600ug/kg (1.6mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 2327, 1989.
rat LD50 intraperitoneal > 160ug/kg (0.16mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 2327, 1989.
rat LD50 oral > 1600ug/kg (1.6mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 2327, 1989.
rat LD50 oral > 1600ug/kg (1.6mg/kg) MUSCULOSKELETAL: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 2327, 1989.