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Chemistry

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Also known as: 57773-65-6, Somagard, D-trp lhrh-pea, D-trp-lhrh-pea, Bachem 9022, Tkg3i66tve
Molecular Formula
C64H83N17O12
Molecular Weight
1282.4  g/mol
InChI Key
GJKXGJCSJWBJEZ-XRSSZCMZSA-N
FDA UNII
TKG3I66TVE

Deslorelin
Deslorelin is a synthetic nonapeptide analogue of the natural gonadotrophin releasing hormone (GnRH) with potential antineoplastic activity. Deslorelin binds to and activates pituitary gonadotropin releasing hormone (GnRH) receptors. Continuous, prolonged administration of goserelin in males results in pituitary GnRH receptor desensitization and inhibition of pituitary secretion of follicle stimulating hormone (FSH) and luteinizing hormone (LH), leading to a significant decline in testosterone production; in females, prolonged administration results in a decrease in estradiol production. (NCI04)
1 2D Structure

Deslorelin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(2S)-2-(ethylcarbamoyl)pyrrolidin-1-yl]-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide
2.1.2 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
2.1.3 InChI Key
GJKXGJCSJWBJEZ-XRSSZCMZSA-N
2.1.4 Canonical SMILES
CCNC(=O)C1CCCN1C(=O)C(CCCN=C(N)N)NC(=O)C(CC(C)C)NC(=O)C(CC2=CNC3=CC=CC=C32)NC(=O)C(CC4=CC=C(C=C4)O)NC(=O)C(CO)NC(=O)C(CC5=CNC6=CC=CC=C65)NC(=O)C(CC7=CN=CN7)NC(=O)C8CCC(=O)N8
2.1.5 Isomeric SMILES
CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC2=CNC3=CC=CC=C32)NC(=O)[C@H](CC4=CC=C(C=C4)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC5=CNC6=CC=CC=C65)NC(=O)[C@H](CC7=CN=CN7)NC(=O)[C@@H]8CCC(=O)N8
2.2 Other Identifiers
2.2.1 UNII
TKG3I66TVE
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 6-trp-10-n-et-glynh2-lhrh

2. D-trp(6)-n-et-d-glynh2(10)-lhrh

3. Deslorelin Acetate

4. Gnrh, Trp(6)-n-et-glynh2(10)-

5. Lhrh, Trp(6)-n-et-glynh2(10)-

6. Lhrh, Tryptophyl(6)-n-ethylglycinamide(10)-

7. Ovuplant

8. Somagard

2.3.2 Depositor-Supplied Synonyms

1. 57773-65-6

2. Somagard

3. D-trp Lhrh-pea

4. D-trp-lhrh-pea

5. Bachem 9022

6. Tkg3i66tve

7. 1-9-luteinizing Hormone-releasing Factor (swine),6-d-tryptophan-9-(n-ethyl-l-prolinamide)-

8. 5-oxo-l-prolyl-l-histidyl-l-tryptophyl-l-seryl-l-tyrosyl-d-tryptophyl-l-leucyl-l-arginyl-n-ethyl-l-prolinamide

9. Deslorelina

10. Desloreline

11. Deslorelinum

12. Ncgc00167516-01

13. Unii-tkg3i66tve

14. Desloreline [inn-french]

15. Deslorelinum [inn-latin]

16. Deslorelina [inn-spanish]

17. Gnrh (d-trp6,pro9-net)

18. Deslorelin [usan:inn:ban]

19. (d-trp6,pro9-nhet)lh-rh

20. (d-trp6,des-gly10)-lh-rh Ethylamide

21. (de-gly10,d-trp6,pro-nhet)-lh-rh

22. (des-gly10(d-tro6)-lh-rh Ethylamide

23. Lhrh-t

24. (d-trp(sub 6)-pro(sup 9)-net)-gnrh

25. Deslorelin [mi]

26. Deslorelin [inn]

27. Deslorelin (usan/inn)

28. Deslorelin [usan]

29. (d-trp6,des-gly-nh210)-lh-rh Ethylamide

30. D-trp(sup 6)-pro(sup 9)-n-ethylamide-lhrh

31. (d-trp(sup 6)-pro(sup 9))-lhrh Ethylamide

32. H 4065

33. Deslorelin [mart.]

34. Deslorelin [who-dd]

35. Schembl59413

36. Gtpl9343

37. Chembl2365665

38. Dtxsid2048323

39. Schembl19409316

40. Bdbm84726

41. Chebi:177570

42. (d-trp(sub 6)-pro(sup 9)-net)-gonadotropin Releasing Hormone

43. Gonadotropin Releasing Hormone, (d-trp(sup 6)-pro(sup 9)-net)-

44. Des-gly-10-trp-6-ethylamide-lhrh

45. (d-trp(sup 6)-pro(sup 9))-luteinizing Hormone-releasing Hormone Ethylamide

46. Akos015994649

47. Cs-5746

48. Db11510

49. Hs-2009

50. 6-d-tryptophan-9-(n-ethyl-l-prolinamide)-1-9-luteinizing Hormone-releasing Factor (swine)

51. Gnrh, Trp(6)-n-et-pronh2(9)-

52. Lhrh, Trp(6)-n-et-pronh2(9)-

53. Ncgc00167516-02

54. Ncgc00167516-03

55. Gnrh, Des-gly(10)-trp(6)-ethylamide-

56. Hy-12556

57. Lhrh, Des-gly(10)-trp(6)-ethylamide-

58. 6-trp-9-n-et-pro-10-des-glynh2-lhrh

59. 6-d-phenylalanine-9-(n-ethyl-l-prolinamide)-

60. D03694

61. 773d656

62. Des-gly10,(d-trp6)luteinizing Hormone*releasing H

63. Lhrh, Des-glycyl(10)-tryptophyl(6)-ethylamide-

64. Q5264591

65. (d-trp6-pro9-net)luteinizing Hormone-releasing Factor

66. (d-trp(sup 6),des-gly(sup 10))-lh-rh Ethylamide

67. [des-gly10, D-trp6]-lh-rh Ethylamide, >=97% (hplc)

68. Lhrh, Tryptophyl(6)-n-ethylprolinamide(9)-des-glycinamide(10)-

69. 1-9-luteinizing Hormone-releaasing Factor (swine), 6-d-tryptophan-9-(n-ethyl-l-prolinamide)-

70. Luteinizing Hormone-releasing Factor (pig), 6-d-tryptophan-9-(n-ethyl-l-prolinamide)-10-deglycinamide-

71. Luteinizing Hormone-releasing Factor, 6-d-tryptophan-9-(n-ethyl-l-prolinamide)-10-deglycinamide-

2.4 Create Date
2008-12-10
3 Chemical and Physical Properties
Molecular Weight 1282.4 g/mol
Molecular Formula C64H83N17O12
XLogP31.1
Hydrogen Bond Donor Count16
Hydrogen Bond Acceptor Count14
Rotatable Bond Count32
Exact Mass1281.64071115 g/mol
Monoisotopic Mass1281.64071115 g/mol
Topological Polar Surface Area447 Ų
Heavy Atom Count93
Formal Charge0
Complexity2610
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Enzyme Inhibitors

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)


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04-Feb-2021
24-Sep-2024
KGS
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Average Price (USD/KGS)

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Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

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(USD/KGS)
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