Deslorelin

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

Identification

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Name
Deslorelin
Accession Number
DB11510
Type
Small Molecule
Groups
Investigational, Vet approved
Description

Deslorelin acetate is an injectable gonadotropin releasing hormone super-agonist also known as an LHRH agonist. It stops the production of sex hormones .

Structure
Thumb
Synonyms
Not Available
Product Ingredients
IngredientUNIICASInChI Key
Deslorelin acetate679007NR5C82318-06-7LYCYLGFSIXIXAB-NUZRHMIVSA-N
Categories
UNII
TKG3I66TVE
CAS number
57773-65-6
Weight
Average: 1282.475
Monoisotopic: 1281.640711181
Chemical Formula
C64H83N17O12
InChI Key
GJKXGJCSJWBJEZ-XRSSZCMZSA-N
InChI
InChI=1S/C64H83N17O12/c1-4-68-62(92)53-16-10-24-81(53)63(93)46(15-9-23-69-64(65)66)74-56(86)47(25-35(2)3)75-58(88)49(27-37-30-70-43-13-7-5-11-41(37)43)77-57(87)48(26-36-17-19-40(83)20-18-36)76-61(91)52(33-82)80-59(89)50(28-38-31-71-44-14-8-6-12-42(38)44)78-60(90)51(29-39-32-67-34-72-39)79-55(85)45-21-22-54(84)73-45/h5-8,11-14,17-20,30-32,34-35,45-53,70-71,82-83H,4,9-10,15-16,21-29,33H2,1-3H3,(H,67,72)(H,68,92)(H,73,84)(H,74,86)(H,75,88)(H,76,91)(H,77,87)(H,78,90)(H,79,85)(H,80,89)(H4,65,66,69)/t45-,46-,47-,48-,49+,50-,51-,52-,53-/m0/s1
IUPAC Name
(2S)-1-[(2S)-5-carbamimidamido-2-{[(2S)-2-{[(2R)-2-{[(2S)-2-{[(2S)-1,3-dihydroxy-2-{[(2S)-1-hydroxy-2-{[(2S)-1-hydroxy-2-({hydroxy[(2S)-5-hydroxy-3,4-dihydro-2H-pyrrol-2-yl]methylidene}amino)-3-(1H-imidazol-5-yl)propylidene]amino}-3-(1H-indol-3-yl)propylidene]amino}propylidene]amino}-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-1-hydroxy-4-methylpentylidene]amino}pentanoyl]-N-ethylpyrrolidine-2-carboximidic acid
SMILES
[H][C@@](CO)(N=C(O)[C@]([H])(CC1=CNC2=CC=CC=C12)N=C(O)[C@]([H])(CC1=CN=CN1)N=C(O)[C@]1([H])CCC(O)=N1)C(O)=N[C@@]([H])(CC1=CC=C(O)C=C1)C(O)=N[C@]([H])(CC1=CNC2=CC=CC=C12)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@@]([H])(CCCNC(N)=N)C(=O)N1CCC[C@@]1([H])C(O)=NCC

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
Capromab pendetideDeslorelin may decrease effectiveness of Capromab pendetide as a diagnostic agent.
Choline C 11Deslorelin may decrease effectiveness of Choline C 11 as a diagnostic agent.
Conestat alfaThe risk or severity of thromboembolism can be increased when Deslorelin is combined with Conestat alfa.
Corifollitropin alfaThe therapeutic efficacy of Corifollitropin alfa can be increased when used in combination with Deslorelin.
Human C1-esterase inhibitorThe risk or severity of thromboembolism can be increased when Deslorelin is combined with Human C1-esterase inhibitor.
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

References

General References
  1. Wood GC, Dass C, Iyer MR, Fleischner AM, Sheth BB: Stability of deslorelin injection. PDA J Pharm Sci Technol. 1997 Sep-Oct;51(5):176-80. [PubMed:9357302]
  2. Underhill L, Rhodes RC 3rd, Rhodes CT: Storage conditions for serum deslorelin. Drug Dev Ind Pharm. 1999 Sep;25(9):1041-4. [PubMed:10518244]
  3. Novotny R, Cizek P, Vitasek R, Bartoskova A, Prinosilova P, Janosovska M: Reversible suppression of sexual activity in tomcats with deslorelin implant. Theriogenology. 2012 Sep 1;78(4):848-57. doi: 10.1016/j.theriogenology.2012.03.035. Epub 2012 May 11. [PubMed:22578617]
  4. Malik R, Howe P, Hollinshead F: Deslorelin implants - a new choice in feline reproductive medicine. J Feline Med Surg. 2011 Nov;13(11):874-5. doi: 10.1016/j.jfms.2011.09.008. [PubMed:22063211]
  5. Authors unspecified: Deslorelin. D-Trp-LHRH-PEA, LHRH agonist analogue, Somagard. Drugs R D. 1999 Dec;2(6):420-2. [PubMed:10763456]
  6. Palm J, Reichler IM: [The use of deslorelin acetate (Suprelorin(R)) in companion animal medicine]. Schweiz Arch Tierheilkd. 2012 Jan;154(1):7-12. doi: 10.1024/0036-7281/a000286. [PubMed:22222897]
  7. Dani BA, Kompella UB: Inhibition of corneal metabolism of deslorelin by EDTA and ZnCl2. Drug Dev Ind Pharm. 1998 Jan;24(1):11-7. [PubMed:15605592]
  8. Nagao JF, Neves Neto JR, Papa FO, Alvarenga MA, Freitas-Dell'Aqua CP, Dell'Aqua JA: Induction of double ovulation in mares using deslorelin acetate. Anim Reprod Sci. 2012 Dec;136(1-2):69-73. doi: 10.1016/j.anireprosci.2012.10.015. Epub 2012 Nov 1. [PubMed:23182475]
  9. Schuetzenhofer G, Goericke-Pesch S, Wehrend A: Effects of deslorelin implants on ovarian cysts in guinea pigs. Schweiz Arch Tierheilkd. 2011 Sep;153(9):416-7. doi: 10.1024/0036-7281/a000235. [PubMed:21866516]
  10. McKinnon AO, Nobelius AM, del Marmol Figueroa ST, Skidmore J, Vasey JR, Trigg TE: Predictable ovulation in mares treated with an implant of the GnRH analogue deslorelin. Equine Vet J. 1993 Jul;25(4):321-3. [PubMed:8354219]
External Links
ChemSpider
16736553
BindingDB
84726
ChEMBL
CHEMBL2365665
Wikipedia
Deslorelin

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2Active Not RecruitingPreventionBrca1 Mutation Carrier / Brca2 Mutation Carrier / Cancer, Breast1
2CompletedTreatmentDwarfism / Growth Disorders1
2CompletedTreatmentPuberty, Precocious1

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 Solubility0.0238 mg/mLALOGPS
logP2.2ALOGPS
logP3.65ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)2.8ChemAxon
pKa (Strongest Basic)11.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count25ChemAxon
Hydrogen Donor Count17ChemAxon
Polar Surface Area476.24 Å2ChemAxon
Rotatable Bond Count32ChemAxon
Refractivity354.53 m3·mol-1ChemAxon
Polarizability136.43 Å3ChemAxon
Number of Rings8ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
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/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Oligopeptides
Alternative Parents
Tyrosine and derivatives / Phenylalanine and derivatives / Histidine and derivatives / Leucine and derivatives / N-acyl-alpha amino acids and derivatives / Proline and derivatives / Tryptamines and derivatives / Serine and derivatives / Alpha amino acid amides / Amphetamines and derivatives
show 21 more
Substituents
Alpha-oligopeptide / Tyrosine or derivatives / Phenylalanine or derivatives / Histidine or derivatives / Leucine or derivatives / N-acyl-alpha amino acid or derivatives / Proline or derivatives / Alpha-amino acid amide / Triptan / Serine or derivatives
show 45 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Drug created on February 26, 2016 10:28 / Updated on June 04, 2019 07:23