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MedKoo Cat#: 326341 | Name: Deslorelin Acetate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Deslorelin is a gonadotropin releasing hormone super-agonist (GnRH agonist) also known as an LHRH agonist. It stops the production of sex hormones (testosterone and oestrogen). It is currently approved for use in veterinary medicine and is used to induce ovulation in mares as part of the artificial insemination process. It is also used to stabilize high-risk pregnancies, mainly of livestock. Unlike other GnRH agonists, which are mainly used to inhibit luteinizing hormone and follicle-stimulating hormone by their ultimate downregulation of the pituitary gland.

Chemical Structure

Deslorelin Acetate
Deslorelin Acetate
CAS#82318-06-7 (acetate)

Theoretical Analysis

MedKoo Cat#: 326341

Name: Deslorelin Acetate

CAS#: 82318-06-7 (acetate)

Chemical Formula: C66H87N17O14

Exact Mass: 0.0000

Molecular Weight: 1342.53

Elemental Analysis: C, 59.05; H, 6.53; N, 17.74; O, 16.68

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Related CAS #
57773-65-6 (free base) 82318-06-7 (acetate) 1642579-30-3
Synonym
Deslorelin Acetate; Somagard; Tryptal; GNRH (D-Trp6,pro9-net). brand name Ovuplant. Pyr-His-Trp-Ser-Tyr-D-Trp-Leu-Arg-Pro-NHEt.
IUPAC/Chemical Name
(S)-1-((3S,6S,9S,12S,15R,18S,21S)-3-((1H-imidazol-5-yl)methyl)-6,15-bis((1H-indol-3-yl)methyl)-21-(3-((diaminomethylene)amino)propyl)-12-(4-hydroxybenzyl)-9-(hydroxymethyl)-18-isobutyl-1,4,7,10,13,16,19-heptaoxo-1-((S)-5-oxopyrrolidin-2-yl)-2,5,8,11,14,17,20-heptaazadocosan-22-oyl)-N-ethylpyrrolidine-2-carboxamide acetate
InChi Key
LYCYLGFSIXIXAB-NUZRHMIVSA-N
InChi Code
InChI=1S/C64H83N17O12.C2H4O2/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;1-2(3)4/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);1H3,(H,3,4)/t45-,46-,47-,48-,49+,50-,51-,52-,53-;/m0./s1
SMILES Code
O=C([C@H](CC1)NC1=O)N[C@@H](CC2=CN=CN2)C(N[C@@H](CC3=CNC4=C3C=CC=C4)C(N[C@@H](CO)C(N[C@@H](CC5=CC=C(O)C=C5)C(N[C@H](CC6=CNC7=C6C=CC=C7)C(N[C@@H](CC(C)C)C(N[C@@H](CCC/N=C(N)\N)C(N8[C@H](C(NCC)=O)CCC8)=O)=O)=O)=O)=O)=O)=O.CC(O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,342.53 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Joonè CJ, Cavalieri J. Sustained-release deslorelin acetate implants disrupt oestrous cyclicity in the mare. Aust Vet J. 2023 Jul;101(7):275-278. doi: 10.1111/avj.13244. Epub 2023 Apr 16. PMID: 37062896. 2: Palm J, Reichler IM. Der Einsatz von Deslorelinazetat (Suprelorin®) in der Kleintiermedizin [The use of deslorelin acetate (Suprelorin®) in companion animal medicine]. Schweiz Arch Tierheilkd. 2012 Jan;154(1):7-12. German. doi: 10.1024/0036-7281/a000286. PMID: 22222897. 3: Niżański W, Eberhardt M, Ochota M, Fontaine C, Levy X, Pasikowska J. A Comparative Study of the Effects of Osaterone Acetate and Deslorelin Acetate on Sperm Kinematics and Morpho-Functional Parameters in Dogs. Animals (Basel). 2022 Jun 15;12(12):1548. doi: 10.3390/ani12121548. PMID: 35739884; PMCID: PMC9219488. 4: Niżański W, Ochota M, Fontaine C, Pasikowska J. Comparison of Clinical Effectiveness of Deslorelin Acetate and Osaterone Acetate in Dogs with Benign Prostatic Hyperplasia. Animals (Basel). 2020 Oct 21;10(10):1936. doi: 10.3390/ani10101936. PMID: 33096806; PMCID: PMC7593919. 5: Sp B, J P, Mp K, Im R. Long-term effect of repeated deslorelin acetate treatment in bitches for reproduction control. Theriogenology. 2021 Oct 1;173:73-82. doi: 10.1016/j.theriogenology.2021.07.015. Epub 2021 Jul 26. PMID: 34339906. 6: Goericke-Pesch S. Long-term effects of GnRH agonists on fertility and behaviour. Reprod Domest Anim. 2017 Apr;52 Suppl 2:336-347. doi: 10.1111/rda.12898. Epub 2016 Dec 27. PMID: 28025851. 7: Niżański W, Ochota M, Fontaine C, Pasikowska J. B-Mode and Doppler Ultrasonographic Findings of Prostate Gland and Testes in Dogs Receiving Deslorelin Acetate or Osaterone Acetate. Animals (Basel). 2020 Dec 11;10(12):2379. doi: 10.3390/ani10122379. PMID: 33322633; PMCID: PMC7763262. 8: Martinez G, Lacoste R, Dumasy M, Garbit S, Brouillet S, Coutton C, Arnoult C, Druelle F, Molina-Vila P. Deslorelin acetate implant induces transient sterility and behavior changes in male olive baboon (Papio anubis): A case study. J Med Primatol. 2020 Dec;49(6):344-348. doi: 10.1111/jmp.12479. Epub 2020 Jun 10. PMID: 32524631. 9: Potier R, Monge E, Loucachevsky T, Hermes R, Göritz F, Rochel D, Risi E. Effects of deslorelin acetate on plasma testosterone concentrations in captive yellow-bellied sliders (Trachemys scripta sp.). Acta Vet Hung. 2017 Sep;65(3):440-445. doi: 10.1556/004.2017.041. PMID: 28956487. 10: 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. PMID: 23182475. 11: Ackermann CL, Trevisol E, Crocomo LF, Rascado TDS, Volpato R, Guaitolini CRF, Lopes C, Costa TA, Lopes MD. Effect of deslorelin acetate treatment in oocyte recovery and in vitro embryo production in domestic cats. J Feline Med Surg. 2017 Oct;19(10):1091-1095. doi: 10.1177/1098612X16680697. Epub 2016 Dec 5. PMID: 27913778. 12: Masson S, Medam T, Raibon E, Fontaine C, Levy X. Double-Blind, Placebo- Controlled Trial of Cyproterone Acetate to Prevent Flare-Up Effect on Dogs Implanted With Deslorelin. Front Vet Sci. 2021 Sep 29;8:714154. doi: 10.3389/fvets.2021.714154. PMID: 34660758; PMCID: PMC8511793. 13: Sailler A, Laidebeure S, Lécu A. EFFECTS OF A GNRH VACCINE AND DESLORELIN ACETATE IMPLANTS IN MALE FRESHWATER STINGRAYS (POTAMOTRYGON SP.). J Zoo Wildl Med. 2023 Mar;54(1):40-48. doi: 10.1638/2022-0090. PMID: 36971627. 14: Pisu MC, Andolfatto A, Ferro A, Esposito S, Veronesi MC, Probo M. Effect of a subcutaneous implant of deslorelin acetate on serum testosterone concentrations in male Hermann's (Testudo hermanni sp.) and Greek (Testudo graeca sp.) tortoises. Vet Res Commun. 2023 May 13. doi: 10.1007/s11259-023-10138-6. Epub ahead of print. PMID: 37173553. 15: Cowl VB, Walker SL, Rambaud YF. ASSESSING THE EFFICACY OF DESLORELIN ACETATE IMPLANTS (SUPRELORIN) IN ALTERNATIVE PLACEMENT SITES. J Zoo Wildl Med. 2018 Mar;49(1):1-8. doi: 10.1638/2017-0153R.1. PMID: 29517451. 16: Bujok J, Wincewicz E, Czerski A, Zawadzki W. Influence of ovariohysterectomy and deslorelin acetate on the spontaneous activity of the rabbit urinary bladder in vitro. Theriogenology. 2016 Feb;85(3):441-6. doi: 10.1016/j.theriogenology.2015.09.018. Epub 2015 Sep 16. PMID: 26474688. 17: Summa NM, Guzman DS, Wils-Plotz EL, Riedl NE, Kass PH, Hawkins MG. Evaluation of the effects of a 4.7-mg deslorelin acetate implant on egg laying in cockatiels (Nymphicus hollandicus). Am J Vet Res. 2017 Jun;78(6):745-751. doi: 10.2460/ajvr.78.6.745. PMID: 28541153. 18: Farquhar VJ, McCue PM, Nett TM, Squires EL. Effect of deslorelin acetate on gonadotropin secretion and ovarian follicle development in cycling mares. J Am Vet Med Assoc. 2001 Mar 1;218(5):749-52. doi: 10.2460/javma.2001.218.749. PMID: 11280410. 19: Gontier A, Youala M, Fontaine C, Raibon E, Fournel S, Briantais P, Rigaut D. Efficacy and Safety of 4.7 mg Deslorelin Acetate Implants in Suppressing Oestrus Cycle in Prepubertal Female Dogs. Animals (Basel). 2022 Dec 12;12(24):3504. doi: 10.3390/ani12243504. PMID: 36552424; PMCID: PMC9774346. 20: Pisu MC, Veronesi MC. Effectiveness of deslorelin acetate subcutaneous implantation in a domestic queen with after-spaying urinary incontinence. J Feline Med Surg. 2014 Apr;16(4):366-8. doi: 10.1177/1098612X13498250. Epub 2013 Jul 19. PMID: 23873046.

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