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ACTIVE PHARMA INGREDIENTS

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ACTIVE PHARMA INGREDIENTS

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Also known as: 82318-06-7, 82318-06-7 (acetate), 679007nr5c, Deslorelin monoacetate, Oxopyrrolidine-2-carboxamide, (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

Molecular Formula

C₆₆H₈₇N₁₇O₁₄

Molecular Weight

1342.5 g/mol

InChI Key

LYCYLGFSIXIXAB-NUZRHMIVSA-N

FDA UNII

679007NR5C

Deslorelin Acetate 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 acetate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

acetic acid;(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.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

2.1.3 InChI Key

LYCYLGFSIXIXAB-NUZRHMIVSA-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.CC(=O)O

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.CC(=O)O

2.2 Other Identifiers

2.2.1 UNII

679007NR5C

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

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. 82318-06-7

2. 82318-06-7 (acetate)

3. 679007nr5c

4. Deslorelin Monoacetate

5. Oxopyrrolidine-2-carboxamide

6. (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

7. Ncgc00167516-01

8. Unii-679007nr5c

9. 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-4-yl)-1-oxopropan-2-yl]-5-

10. Acetic Acid;(2s)-n-[(2s)-1-[[(2s)-1-[[(2s)-1-[[(2s)-1-[[(2r)-1-[[(2s)-1-[[(2s)-5-carbamimidamido-1-[(2s)-2-(ethylcarbamoyl)pyrrolidin-1-yl]-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(

11. Suprelorin

12. Bachem 9022 Acetate

13. Dsstox_cid_26683

14. Dsstox_rid_81818

15. Dsstox_gsid_46683

16. Schembl205614

17. Deslorelin Acetate [mi]

18. Chembl2357192

19. Dtxsid1046683

20. Deslorelin Acetate [who-dd]

21. Tox21_112514

22. Mfcd09842868

23. Akos030485982

24. A73d656

25. Deslorelin Acetate [green Book]

26. Cas-82318-06-7

27. Deslorelin Acetate(57773-65-6 Free Base)

28. Deslorelin Acetate [ema Epar Veterinary]

29. Q27264098

30. (des-gly10,d-trp6,pro-nhet9)-lhrh High Acetate Salt

31. Deslorelin Acetate 100 Microg/ml In Acetonitrile:methanol

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

33. 5-oxo-l-prolyl-l-histidyl-l-tryptophyl-l-seryl-l-tyrosyl-d-tryptophyl-l-leucyl-l-arginyl-n-ethyl-l-prolinamide Acetate

34. 6-d-tryptophan-9-(n-ethyl-l-prolinamide)-1-9-luteinizing Hormone-releasing Factor (swine) Acetate

35. 6-d-tryptophan-9-(n-ethyl-l-prolinamide)-1-9-luteinizing Hormone-releasing Factor (swine) Monoacetate

36. L-prolinamide, 5-oxo-l-prolyl-l-histidyl-l-tryptophyl-l-seryl-l-tyrosyl-d-tryptophyl-l-leucyl-l-arginyl-n-ethyl-,?acetate (1:1)

2.4 Create Date

2008-12-10

3 Chemical and Physical Properties

Molecular Formula	C₆₆H₈₇N₁₇O₁₄
Molecular Weight	1342.5 g/mol
Hydrogen Bond Donor Count	17
Hydrogen Bond Acceptor Count	16
Rotatable Bond Count	32
Exact Mass	1341.66184052 g/mol
Monoisotopic Mass	1341.66184052 g/mol
Topological Polar Surface Area	485 Å²
Heavy Atom Count	97
Formal Charge	0
Complexity	2640
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Indication

For the induction of temporary infertility in healthy, entire, sexually mature male dogs and ferrets.

5 Pharmacology and Biochemistry

5.1 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.)

5.2 ATC Code

QH01CA93

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API Reference Price

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