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Chemistry

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Also known as: Gonadorelin hydrochloride

Molecular Formula

C₅₅H₇₆ClN₁₇O₁₃

Molecular Weight

1218.7 g/mol

InChI Key

UPRWQSQENCASAD-UHFFFAOYSA-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 Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-[1-[[1-[[1-[[1-[[2-[[1-[[1-[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;hydrochloride

2.1.2 InChI

InChI=1S/C55H75N17O13.ClH/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;/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);1H

2.1.3 InChI Key

UPRWQSQENCASAD-UHFFFAOYSA-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.Cl

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 Acetate

11. Gonadorelin Hydrochloride

12. Gonadotropin Releasing Hormone

13. Gonadotropin-releasing Hormone

14. Kryptocur

15. Lfrh

16. Lh Fsh Releasing Hormone

17. Lh Releasing Hormone

18. Lh-fsh Releasing Hormone

19. Lh-releasing Hormone

20. Lh-rh

21. Lhfsh Releasing Hormone

22. Lhfshrh

23. Lhrh

24. Luliberin

25. Luteinizing Hormone Releasing Hormone

26. Luteinizing Hormone-releasing Hormone

27. Releasing Hormone, Lhfsh

2.2.2 Depositor-Supplied Synonyms

1. Gonadorelin Hydrochloride

2.3 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₅₅H₇₆ClN₁₇O₁₃
Molecular Weight	1218.7 g/mol
Hydrogen Bond Donor Count	17
Hydrogen Bond Acceptor Count	15
Rotatable Bond Count	31
Exact Mass	1217.5497032 g/mol
Monoisotopic Mass	1217.5497032 g/mol
Topological Polar Surface Area	475 Å²
Heavy Atom Count	86
Formal Charge	0
Complexity	2390
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	8
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2