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Substance Name: Dinoprost [USAN:INN:BAN:JAN]
RN: 551-11-1
UNII: B7IN85G1HY
InChIKey: PXGPLTODNUVGFL-YNNPMVKQSA-N

Note

  • A naturally occurring prostaglandin that has oxytocic, luteolytic, and abortifacient activities. Due to its vasocontractile properties, the compound has a variety of other biological actions.

Molecular Formula

  • C20-H34-O5

Molecular Weight

  • 354.484
 

Classification Codes

  • Abortifacient Agents
  • Abortifacient Agents, Nonsteroidal
  • Drug / Therapeutic Agent
  • Hormone
  • Human Data
  • Mutation Data
  • Oxytocic
  • Oxytocics
  • Prostaglandin
  • Reproductive Control Agents
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Dinoprost
  • Dinoprost [USAN:INN:BAN:JAN]
  • Prostaglandin F2alpha

MeSH Heading

  • Dinoprost

Synonyms

  • (+)-Prostaglandin F2alpha
  • (5Z,9alpha,11alpha,13E,15S)-9,11,15-Trihydroxyprosta-3,13-dien-1-oic acid
  • (E,Z)-(1R,2R,3R,5S)-7-(3,5-Dihydroxy-2-((3S)-(3-hydroxy-1-octenyl))cyclopentyl)-5-heptenoic acid
  • 5-Heptenoic acid, 7-(3,5-dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-, (1R-(1alpha(Z),2beta(S*,E),3alpha,5alpha))-
  • 5-Heptenoic acid, 7-(3,5-dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-, l-
  • 7-(3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-5-heptenoic acid
  • 9,11,15-Trihydroxyprosta-5,13-dien-1-oic acid
  • 9alpha,11alpha-PGF2
  • Amoglandin
  • BRN 2225571
  • CCRIS 4253
  • Cerviprost
  • Cyclosin
  • Dinoprost
  • Dinoprosta
  • Dinoprosta [INN-Spanish]
  • Dinoprostum
  • Dinoprostum [INN-Latin]
  • Enzaprost
  • Enzaprost F
  • Glandin
  • HSDB 3315
  • l-PGF2-alpha
  • l-Prostaglandin F2-alpha
  • Panacelan
  • PGF-2alpha
  • PGF2-alpha
  • Prosta-5,13-dien-1-oic acid, 9,11,15-trihydroxy-, (5Z,9alpha,11alpha,13E,15S)-
  • Prostaglandin F(sub 2a)
  • Prostaglandin F2-alpha
  • Prostaglandin F2a
  • Prostarmon F
  • Prostin F2-alpha
  • Prostin F2alpha
  • Protamodin
  • U 14583
  • U-14,583
  • U-14583
  • UNII-B7IN85G1HY

Systematic Names

  • Prosta-5,13-dien-1-oic acid, 9,11,15-trihydroxy-, (5Z,9alpha,11alpha,13E,15S)-
  • Prostaglandin F2alpha

Registry Numbers

CAS Registry Number

  • 551-11-1

FDA UNII

  • B7IN85G1HY

Other Registry Numbers

  • 13535-33-6
  • 99437-94-2

System Generated Number

  • 0000551111

Structure Descriptors

InChI

1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1

InChIKey

PXGPLTODNUVGFL-YNNPMVKQSA-N

Smiles

C1[C@H]([C@@H]([C@H]([C@H]1O)C\C=C/CCCC(=O)O)\C=C\[C@@H](O)CCCCC)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intramuscular 152mg/kg (152mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 2, Pg. 403, 1971.
mouse LD50 intravenous 56mg/kg (56mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 2, Pg. 403, 1971.
mouse LD50 oral 1300mg/kg (1300mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 2, Pg. 403, 1971.
mouse LD50 oral 1300mg/kg (1300mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 2, Pg. 403, 1971.
mouse LD50 subcutaneous 212mg/kg (212mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 2, Pg. 403, 1971.
mouse LD50 subcutaneous 212mg/kg (212mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 2, Pg. 403, 1971.
rabbit LD50 intramuscular > 10mg/kg (10mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 261, 1978.
rabbit LD50 intravenous 2500ug/kg (2.5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 261, 1978.
rat LD50 intramuscular 112mg/kg (112mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 2, Pg. 403, 1971.
rat LD50 intramuscular 112mg/kg (112mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 2, Pg. 403, 1971.
rat LD50 intravenous 106mg/kg (106mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 2, Pg. 403, 1971.
rat LD50 oral 1170mg/kg (1170mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 2, Pg. 403, 1971.
rat LD50 subcutaneous 95mg/kg (95mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 193, 1973.
women TDLo intravenous 20ug/kg (0.02mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Japan Medical Gazette. Vol. 10(7), Pg. 9, 1973.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 30 deg C   EXP
log P (octanol-water) 4.39 (none)   EXP
Water Solubility 2.580 mg/L 25 EST
Vapor Pressure 3.77E-14 mm Hg 25 EST
Henry's Law Constant 1.50E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.50E-10 cm3/molecule-sec 25 EST

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