Human Gonadoliberin-I

Synopsis, Chemistry

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Also known as: 33515-09-2, Luliberin, Lh-releasing hormone, Lh-releasing factor, Gonadorelina, Gonadorelinum

Molecular Formula

C₅₅H₇₅N₁₇O₁₃

Molecular Weight

1182.3 g/mol

InChI Key

XLXSAKCOAKORKW-AQJXLSMYSA-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

Human Gonadoliberin-I

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(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/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)/t36-,37-,38-,39-,40-,41-,42-,43-/m0/s1

2.1.3 InChI Key

XLXSAKCOAKORKW-AQJXLSMYSA-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

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

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 Acetate

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. 33515-09-2

2. Luliberin

3. Lh-releasing Hormone

4. Lh-releasing Factor

5. Gonadorelina

6. Gonadorelinum

7. Luteostimulin

8. Fertagyl

9. Hypocrine

10. Gonadotropin-releasing Factor

11. Luteinizing Hormone-releasing Factor

12. Gonadotropin-releasing Hormone

13. Gonadoliberin I

14. Human Gonadoliberin-i

15. Gnrh-i

16. Luteinizing Hormone-releasing Factor (swine)

17. Gnrh

18. 5-oxo-phwsyglrpgnh2

19. P-glu-his-trp-ser-tyr-gly-leu-arg-pro-gly-nh2

20. 9034-40-6

21. Lh-rh

22. Chebi:5520

23. Dirigestran

24. Gonadotropin-releasing Hormone I

25. Follicle-stimulating Hormone-releasing Factor

26. Luteinizing Hormone Releasing Hormone (lhrh)

27. Glycinamide, 5-oxo-l-prolyl-l-histidyl-l-tryptophyl-l-seryl-l-tyrosylglycyl-l-leucyl-l-arginyl-l-prolyl-

28. Lrf

29. Ay-24031

30. Gn-rh

31. Luforan

32. Lutrefact

33. Nialutin

34. Relefact

35. Lutal

36. Relisorm L

37. Mammalian Gnrh

38. Lh-fsh Releasing Hormone

39. Synthetic Lrf

40. Dirigestran Spofa

41. Synthetic Gn-rh

42. Mammalian Lh-rh

43. Synthetic Lh-rf

44. Synthetic Lh-rh

45. Porchine Lh-rh

46. 5-oxo-l-prolyl-l-histidyl-l-tryptophyl-l-seryl-l-tyrosylglycyl-l-leucyl-l-arginyl-l-prolylglycinamide

47. Human Lh-rh

48. Ovine Lh-rh

49. Lh-rh (swine)

50. Synthetic Gonadoliberin

51. Synthetic Lh-fsh-rh

52. Lh-rf

53. Gonadorelin [inn:ban]

54. Synthetic Lh-rh/fsh-rh

55. Gonadorelinum [inn-latin]

56. Lh-releasing Factor (pig)

57. Porcine Lh-releasing Factor

58. Gonadorelina [inn-spanish]

59. Synthetic Lh-releasing Factor

60. Synthetic Lh-releasing Hormone

61. Lh-releasing Hormone (porcine)

62. Unii-9o7312w37g

63. Synthetic Decapeptide Fsh/lh-rh

64. Hoe 471

65. Fertagyl (tn)

66. Synthetic Lh-fsh Releasing Hormone

67. Ovine Gonadotropin-releasing Hormone

68. Einecs 232-895-0

69. Einecs 251-553-1

70. Gonadorelin (inn)

71. Gonadorelin Decapeptide

72. Mammalian Gonadotropin-releasing Hormone

73. Synthetic Gonadotropin-releasing Hormone

74. Ay 24031

75. Ay 24034

76. Luteinizing Hormone-releasing Factor (pig)

77. Luteinizing Hormone-releasing Factor (rat)

78. Gonadotropin, Pituitary Luteinizing Hormone

79. Luteinizing Hormone-releasing Factor (human)

80. Luteinizing Hormone-releasing Factor (sheep)

81. Luteinizing Hormone-releasing Hormone (swin)

82. 71447-49-9

83. Synthetic Gonadotropic Hormone-releasing Hormone

84. Chembl1007

85. Gonadotropin,luteinizing Hormone-releasing Hormone

86. Follicle-stimulating Hormone-releasing Factor (pig)

87. Schembl143114

88. Synthetic Lh-releasing Hormone/fsh-releasing Hormone

89. [125i]-gnrh I

90. Gtpl3786

91. Dtxsid20873490

92. Gonadotropin, Luteinizing Hormone-releasing Hormone, Synthetic

93. Bdbm50422274

94. Akos015895122

95. Akos030213247

96. 9o7312w37g

97. Ccg-270650

98. Hs-2014

99. [125i]gnrh I (human, Mouse, Rat)

100. [125i]-gonadotropin-releasing Hormone I

101. A1147

102. D08027

103. Pglu-his-trp-ser-tyr-gly-leu-arg-pro-glynh2

104. 515g092

105. A837181

106. Pglu-his-trp-ser-tyr-gly-leu-arg-pro-gly-nh(2)

107. Q20817116

108. Luteinizing Hormone Releasing Hormone Human Acetate Salt (lhrh)

109. L-pyroglutamyl-l-histidyl-l-tryptophyl-l-seryl-l-tyrosylglycyl-l-leucyl-l-arginyl-l-prolylglycinamide

2.3 Create Date

2006-01-25

3 Chemical and Physical Properties

Molecular Formula	C₅₅H₇₅N₁₇O₁₃
Molecular Weight	1182.3 g/mol
XLogP3	-2.4
Hydrogen Bond Donor Count	16
Hydrogen Bond Acceptor Count	15
Rotatable Bond Count	31
Exact Mass	1181.57302551 g/mol
Monoisotopic Mass	1181.57302551 g/mol
Topological Polar Surface Area	475 Å²
Heavy Atom Count	85
Formal Charge	0
Complexity	2390
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	1