Gonadorelin Acetate

Synopsis, Chemistry

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Also known as: 34973-08-5, Gonadorelin (acetate), Luteinizing hormone-releasing factor (swine), acetate (salt), 34973-08-5 (acetate), Luprolite acetate, Fertagyl

Molecular Formula

C₅₇H₇₉N₁₇O₁₅

Molecular Weight

1242.3 g/mol

InChI Key

NGCGMRBZPXEPOZ-HBBGHHHDSA-N

A decapeptide that stimulates the synthesis and secretion of both pituitary gonadotropins, LUTEINIZING HORMONE and FOLLICLE STIMULATING HORMONE. GnRH is produced by neurons in the septum PREOPTIC AREA of the HYPOTHALAMUS and released into the pituitary portal blood, leading to stimulation of GONADOTROPHS in the ANTERIOR PITUITARY GLAND.

1 2D Structure

Gonadorelin Acetate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

acetic acid;(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[(2S)-2-[(2-amino-2-oxoethyl)carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]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/C55H75N17O13.C2H4O2/c1-29(2)19-38(49(80)67-37(9-5-17-60-55(57)58)54(85)72-18-6-10-43(72)53(84)62-25-44(56)75)66-46(77)26-63-47(78)39(20-30-11-13-33(74)14-12-30)68-52(83)42(27-73)71-50(81)40(21-31-23-61-35-8-4-3-7-34(31)35)69-51(82)41(22-32-24-59-28-64-32)70-48(79)36-15-16-45(76)65-36;1-2(3)4/h3-4,7-8,11-14,23-24,28-29,36-43,61,73-74H,5-6,9-10,15-22,25-27H2,1-2H3,(H2,56,75)(H,59,64)(H,62,84)(H,63,78)(H,65,76)(H,66,77)(H,67,80)(H,68,83)(H,69,82)(H,70,79)(H,71,81)(H4,57,58,60);1H3,(H,3,4)/t36-,37-,38-,39-,40-,41-,42-,43-;/m0./s1

2.1.3 InChI Key

NGCGMRBZPXEPOZ-HBBGHHHDSA-N

2.1.4 Canonical SMILES

CC(C)CC(C(=O)NC(CCCN=C(N)N)C(=O)N1CCCC1C(=O)NCC(=O)N)NC(=O)CNC(=O)C(CC2=CC=C(C=C2)O)NC(=O)C(CO)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C(CC5=CN=CN5)NC(=O)C6CCC(=O)N6.CC(=O)O

2.1.5 Isomeric SMILES

CC(C)C[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)NCC(=O)N)NC(=O)CNC(=O)[C@H](CC2=CC=C(C=C2)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC3=CNC4=CC=CC=C43)NC(=O)[C@H](CC5=CN=CN5)NC(=O)[C@@H]6CCC(=O)N6.CC(=O)O

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Cystorelin

2. Dirigestran

3. Factrel

4. Fsh Releasing Hormone

5. Fsh-releasing Hormone

6. Gn-rh

7. Gnrh

8. Gonadoliberin

9. Gonadorelin

10. Gonadorelin Hydrochloride

11. Gonadotropin Releasing Hormone

12. Gonadotropin-releasing Hormone

13. Kryptocur

14. Lfrh

15. Lh Fsh Releasing Hormone

16. Lh Releasing Hormone

17. Lh-fsh Releasing Hormone

18. Lh-releasing Hormone

19. Lh-rh

20. Lhfsh Releasing Hormone

21. Lhfshrh

22. Lhrh

23. Luliberin

24. Luteinizing Hormone Releasing Hormone

25. Luteinizing Hormone-releasing Hormone

26. Releasing Hormone, Lhfsh

2.2.2 Depositor-Supplied Synonyms

1. 34973-08-5

2. Gonadorelin (acetate)

3. Luteinizing Hormone-releasing Factor (swine), Acetate (salt)

4. 34973-08-5 (acetate)

5. Luprolite Acetate

6. Fertagyl

7. Hypocrine

8. Cystorelin

9. Fertiline

10. Lutrelef

11. Lutrepulse

12. Gonadorelin Diacetate

13. 33515-09-2

14. 71447-49-9

15. Gnrh

16. Gonadorelin Acetate Anhydrous

17. Unii-k56qt79s2o

18. Luteinizing

19. Luteinizing Hormone-releasing Factor (pig), Acetate (salt)

20. Gnrh-i Acetate

21. Abbott-41070

22. Synthetic Luteinizing Hormone-releasing Factor Acetate

23. Lhrh Acetate

24. Gonadorelin Acetate Mixture

25. Unii-z6tk4t303l

26. K56qt79s2o

27. Z6tk4t303l

28. Chembl1200511

29. Dtxsid30198161

30. Mfcd01742354

31. Cs-5289

32. Hy-12555

33. 47g499

34. Luteinizing Hormone Releasing Factor Monoacetate

35. Luteinizing Hormone-releasing Factor Diacetate Tetrahydrate

2.3 Create Date

2007-01-09

3 Chemical and Physical Properties

Molecular Formula	C₅₇H₇₉N₁₇O₁₅
Molecular Weight	1242.3 g/mol
Hydrogen Bond Donor Count	17
Hydrogen Bond Acceptor Count	17
Rotatable Bond Count	31
Exact Mass	1241.59415488 g/mol
Monoisotopic Mass	1241.59415488 g/mol
Topological Polar Surface Area	512 Å²
Heavy Atom Count	89
Formal Charge	0
Complexity	2420
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2