Eprinomectin

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

Identification

Name
Eprinomectin
Accession Number
DB11405
Description
Not Available
Type
Small Molecule
Groups
Vet approved
Structure
Thumb
Weight
Average: 900.116
Monoisotopic: 899.503106035
Chemical Formula
C49H73NO14
Synonyms
  • Eprinomectin
  • Eprinomectina
  • éprinomectine
  • Eprinomectinum
External IDs
  • MK 397
  • MK-397

Pharmacology

Indication
Not Available
Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
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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
Learn about our commercial Adverse Effects data.
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Toxicity
Not Available
Affected organisms
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.
DrugInteraction
AbirateroneThe metabolism of Abiraterone can be decreased when combined with Eprinomectin.
AcalabrutinibThe metabolism of Acalabrutinib can be decreased when combined with Eprinomectin.
AcenocoumarolThe serum concentration of Acenocoumarol can be increased when it is combined with Eprinomectin.
AcetyldigitoxinThe serum concentration of Acetyldigitoxin can be increased when it is combined with Eprinomectin.
AlbendazoleThe metabolism of Albendazole can be decreased when combined with Eprinomectin.
AlectinibThe metabolism of Alectinib can be decreased when combined with Eprinomectin.
AlfentanilThe serum concentration of Alfentanil can be increased when it is combined with Eprinomectin.
AlfuzosinThe metabolism of Alfuzosin can be decreased when combined with Eprinomectin.
AlpelisibThe metabolism of Alpelisib can be decreased when combined with Eprinomectin.
AlprazolamThe metabolism of Alprazolam can be decreased when combined with Eprinomectin.
Additional Data Available
  • Extended Description
    Extended Description

    Extended description of the mechanism of action and particular properties of each drug interaction.

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  • Severity
    Severity

    A severity rating for each drug interaction, from minor to major.

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  • Evidence Level
    Evidence Level

    A rating for the strength of the evidence supporting each drug interaction.

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  • Action
    Action

    An effect category for each drug interaction. Know how this interaction affects the subject drug.

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Food Interactions
Not Available

Products

International/Other Brands
Eprinex

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Macrolides and analogues
Sub Class
Not Available
Direct Parent
Macrolides and analogues
Alternative Parents
O-glycosyl compounds / Ketals / Monosaccharides / Pyrans / Oxanes / Acetamides / Tertiary alcohols / Oxolanes / Secondary alcohols / Secondary carboxylic acid amides
show 10 more
Substituents
Acetal / Acetamide / Alcohol / Aliphatic heteropolycyclic compound / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Carboxylic acid ester / Dialkyl ether / Ether
show 22 more
Molecular Framework
Aliphatic heteropolycyclic compounds
External Descriptors
Not Available

Chemical Identifiers

UNII
75KP30FD8O
CAS number
123997-26-2
InChI Key
WPNHOHPRXXCPRA-TVXIRPTOSA-N
InChI
InChI=1S/C49H73NO14/c1-25(2)43-28(5)17-18-48(64-43)23-35-20-34(63-48)16-15-27(4)44(26(3)13-12-14-33-24-57-46-42(52)29(6)19-36(47(53)60-35)49(33,46)54)61-40-22-38(56-11)45(31(8)59-40)62-39-21-37(55-10)41(30(7)58-39)50-32(9)51/h12-15,17-19,25-26,28,30-31,34-46,52,54H,16,20-24H2,1-11H3,(H,50,51)/b13-12-,27-15-,33-14-/t26-,28-,30-,31-,34+,35-,36-,37+,38-,39-,40-,41+,42+,43+,44-,45+,46+,48+,49+/m0/s1
IUPAC Name
N-[(2S,3R,4R,6S)-6-{[(2S,3R,4S,6R)-6-[(1'R,2S,4'S,5S,6R,8'R,10'Z,12'S,13'S,14'Z,16'Z,20'R,21'R,24'S)-21',24'-dihydroxy-5,11',13',22'-tetramethyl-6-(propan-2-yl)-5,6-dihydro-3',7',19'-trioxaspiro[pyran-2,6'-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10',14',16',22'-tetraen-2'-oneoxy]-4-methoxy-2-methyloxan-3-yl]oxy}-4-methoxy-2-methyloxan-3-yl]acetamide
SMILES

References

General References
  1. Zeng Z, Andrew NW: Characterization of eprinomectin N-deacetylase in rats. Drug Metab Dispos. 1999 Feb;27(2):269-73. [PubMed:9929515]
  2. Lespine A, Sutra JF, Dupuy J, Alvinerie M: Eprinomectin in goat: assessment of subcutaneous administration. Parasitol Res. 2003 Jan;89(2):120-2. Epub 2002 Sep 24. [PubMed:12489011]
  3. Halley BA, Winter R, Yoon S, Marley SE, Rehbein S: The environmental safety of eprinomectin to earthworms. Vet Parasitol. 2005 Mar 10;128(1-2):109-14. Epub 2004 Dec 21. [PubMed:15725539]
  4. Yazwinski TA, Johnson EG, Thompson DR, Drag MD, Zimmerman GL, Langholff WK, Holste JE, Eagleson JS: Nematocidal efficacy of eprinomectin, delivered topically, in naturally infected cattle. Am J Vet Res. 1997 Jun;58(6):612-4. [PubMed:9185967]
  5. Cramer LG, Pitt SR, Rehbein S, Gogolewski RP, Kunkle BN, Langhoff WK, Bond KG, Maciel AE: Persistent efficacy of topical eprinomectin against nematode parasites in cattle. Parasitol Res. 2000 Nov;86(11):944-6. [PubMed:11097305]
  6. Barth D, Hair JA, Kunkle BN, Langholff WK, Lowenstein M, Rehbein S, Smith LL, Eagleson JS, Kutzer E: Efficacy of eprinomectin against mange mites in cattle. Am J Vet Res. 1997 Nov;58(11):1257-9. [PubMed:9361888]
  7. Avcioglu H, Balkaya I: Efficacy of eprinomectin against Toxocara vitulorum in calves. Trop Anim Health Prod. 2011 Feb;43(2):283-6. doi: 10.1007/s11250-010-9699-7. Epub 2010 Oct 7. [PubMed:20927587]
  8. Rehbein S, Winter R, Visser M, Maciel AE, Marley SE: Chorioptic mange in dairy cattle: treatment with eprinomectin pour-on. Parasitol Res. 2005 Dec;98(1):21-5. Epub 2005 Oct 21. [PubMed:16240128]
  9. Holste JE, Colwell DD, Kumar R, Lloyd JE, Pinkall NP, Sierra MA, Waggoner JW, Langholff WK, Barrick RA, Eagleson JS: Efficacy of eprinomectin against Hypoderma spp in cattle. Am J Vet Res. 1998 Jan;59(1):56-8. [PubMed:9442244]
  10. Litskas VD, Karamanlis XN, Batzias GC, Kamarianos AP: Sorption of the antiparasitic drug eprinomectin in three soils. Chemosphere. 2011 Jan;82(2):193-8. doi: 10.1016/j.chemosphere.2010.10.024. Epub 2010 Nov 4. [PubMed:21055791]
KEGG Drug
D04037
ChemSpider
4953133
RxNav
1006619
ZINC
ZINC000306122586
Wikipedia
Eprinomectin

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 Solubility0.00747 mg/mLALOGPS
logP3.9ALOGPS
logP5.12ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)12.49ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area178.93 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity237.68 m3·mol-1ChemAxon
Polarizability98.77 Å3ChemAxon
Number of Rings7ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Enzymes

Kind
Protein
Organism
Humans
Pharmacological action
No
Actions
Inhibitor
General Function
Vitamin d3 25-hydroxylase activity
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation react...
Gene Name
CYP3A4
Uniprot ID
P08684
Uniprot Name
Cytochrome P450 3A4
Molecular Weight
57342.67 Da
References
  1. Kuper JI, D'Aprile M: Drug-Drug interactions of clinical significance in the treatment of patients with Mycobacterium avium complex disease. Clin Pharmacokinet. 2000 Sep;39(3):203-14. doi: 10.2165/00003088-200039030-00003. [PubMed:11020135]

Drug created on February 25, 2016 11:27 / Updated on June 12, 2020 10:53

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