NAV

Fenprostalene

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Fenprostalene
DrugBank Accession Number
DB11411
Background

Not Available

Type
Small Molecule
Groups
Vet approved
Structure
Similar Structures
Weight
Average: 402.487
Monoisotopic: 402.204238686
Chemical Formula
C23H30O6
Synonyms
  • Fenprostalene
External IDs
  • RS-84043
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
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AceclofenacThe therapeutic efficacy of Fenprostalene can be decreased when used in combination with Aceclofenac.
AcemetacinThe therapeutic efficacy of Fenprostalene can be decreased when used in combination with Acemetacin.
Acetylsalicylic acidThe therapeutic efficacy of Fenprostalene can be decreased when used in combination with Acetylsalicylic acid.
AlclofenacThe therapeutic efficacy of Fenprostalene can be decreased when used in combination with Alclofenac.
AminophenazoneThe therapeutic efficacy of Fenprostalene can be decreased when used in combination with Aminophenazone.
Food Interactions
Not Available

Products

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International/Other Brands
Synchrocept B

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Phenol ethers
Sub Class
Not Available
Direct Parent
Phenol ethers
Alternative Parents
Phenoxy compounds / Fatty acid methyl esters / Alkyl aryl ethers / Cyclopentanols / Methyl esters / Cyclic alcohols and derivatives / Monocarboxylic acids and derivatives / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Alcohol / Alkyl aryl ether / Aromatic homomonocyclic compound / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Cyclic alcohol / Cyclopentanol / Ether / Fatty acid ester
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
X8I39OJF4P
CAS number
69381-94-8
InChI Key
BYNHBQROLKAEDQ-CNDPCGPLSA-N
InChI
InChI=1S/C23H30O6/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/h3-7,9-10,13-14,17,19-22,24-26H,8,11-12,15-16H2,1H3/b14-13+/t2?,17-,19-,20-,21+,22-/m0/s1
IUPAC Name
methyl 7-[(1S,2S,3S,5R)-3,5-dihydroxy-2-[(3S)-3-hydroxy-4-phenoxybut-1-en-1-yl]cyclopentyl]hepta-4,5-dienoate
SMILES
COC(=O)CCC=C=CC[C@@H]1[C@H](O)C[C@H](O)[C@H]1\C=C\[C@H](O)COC1=CC=CC=C1

References

General References
  1. Hori T, Akikawa T, Kawakami E, Tsutsui T: Fenprostalene-induced abortion in bitches. J Vet Med Sci. 2002 Nov;64(11):993-8. [Article]
  2. Boland MP, MacDonnell HF, Ahmed TS, Reid JF: Use of fenprostalene in superovulated beef heifers. Vet Rec. 1986 Sep 6;119(10):241-2. [Article]
  3. Johnson DM, Taylor WF, Thompson GF, Pritchard RA: Degradation of fenprostalene in aqueous solution. J Pharm Sci. 1983 Aug;72(8):946-8. [Article]
  4. Haibel GK, Hull BL: Induction of parturition in goats with fenprostalene. Theriogenology. 1988;30(5):901-3. [Article]
  5. Johnson DM, Taylor WF: Degradation of fenprostalene in polyethylene glycol 400 solution. J Pharm Sci. 1984 Oct;73(10):1414-7. [Article]
  6. Stephens S, Boland MP, Roche JF, Reid JF, Bourke S: Induction of parturition in swine with the prostaglandin analogue fenprostalene. Vet Rec. 1988 Mar 26;122(13):296-9. [Article]
  7. Savage NC, Liptrap RM: Induction of ovulation in cyclic mares by administration of a synthetic prostaglandin, fenprostalene, during oestrus. J Reprod Fertil Suppl. 1987;35:239-43. [Article]
  8. Martinez J, Thibier M: Fertility in anoestrous dairy cows following treatment with prostaglandin F2 alpha or the synthetic analogue fenprostalene. Vet Rec. 1984 Jul 21;115(3):57-9. [Article]
  9. Spires HR, Bowen JL, Tomlinson RV, Donahue DJ: Pharmacokinetic and tissue residue characteristics of fenprostalene, a prostaglandin F2 alpha analog, in swine. Am J Vet Res. 1990 Mar;51(3):386-90. [Article]
  10. Leslie KE, Bosu WT: Plasma progesterone concentrations in dairy cows with cystic ovaries and clinical responses following treatment with fenprostalene. Can Vet J. 1983 Nov;24(11):352-6. [Article]
KEGG Drug
D04160
ChemSpider
30791903

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0164 mg/mLALOGPS
logP2.66ALOGPS
logP1.98Chemaxon
logS-4.4ALOGPS
pKa (Strongest Acidic)13.95Chemaxon
pKa (Strongest Basic)-2.9Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area96.22 Å2Chemaxon
Rotatable Bond Count11Chemaxon
Refractivity112.4 m3·mol-1Chemaxon
Polarizability44.18 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014l-0098000000-828a59930ecf5271c8c1
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-2049400000-633669cfa06879c0ca3f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fsi-1098000000-8fa6aeed814c72dd3a82
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f6x-9075100000-82342fb247fe2005fcc5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00b9-2920000000-df4256d9b62692a23e3a
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9121000000-d8c8bd89131a30ae2dbb
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-193.44005
predicted
DeepCCS 1.0 (2019)
[M+H]+195.09325
predicted
DeepCCS 1.0 (2019)
[M+Na]+201.2501
predicted
DeepCCS 1.0 (2019)

Drug created at February 25, 2016 18:29 / Updated at February 21, 2021 18:53