1.0 2011-09-21 01:52:09 UTC 2018-05-29 01:54:43 UTC FDB029226 Gonadotropin releasing hormone Gonadotropin-releasing hormone (GnRH), also known as Luteinizing-hormone releasing hormone (LHRH), is a tropic peptide hormone responsible for the release of FSH and LH from the anterior pituitary. GnRH is synthesized and released from neurons within the hypothalamus.; There are differences in GNRH secretion between females and males. In males, GNRH is secreted in pulses at a constant frequency, but in females the frequency of the pulses varies during the menstrual cycle and there is a large surge of GNRH just before ovulation.; It is used in the palliative treatment of advanced prostate cancer. Leuprolide is a luteinizing hormone agonist that results in suppression of testicular or follicular steroidogenesis. [HMDB] (pyro)Glu-His-Trp-Ser-Tyr-Gly-Leu-Arg-Pro-Gly-NH2 GnRH gonadoliberin LH-RH luteinizing hormone-releasing hormone pGlu-His-Trp-Ser-Tyr-Gly-Leu-Arg-Pro-Gly-NH2 C55H77N17O14 1200.3054 1199.583590257 4-amino-4-[(1-{[(1S)-1-{[(1S)-1-{[(1S)-1-[({[(1S)-1-{[(2R)-5-carbamimidamido-1-[(2R)-2-[(carbamoylmethyl)carbamoyl]pyrrolidin-1-yl]-1-oxopentan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-(1H-imidazol-5-yl)ethyl)carbamoyl]butanoic acid 4-amino-4-[(1-{[(1S)-1-{[(1S)-1-{[(1S)-1-[({[(1S)-1-{[(2R)-5-carbamimidamido-1-[(2R)-2-(carbamoylmethylcarbamoyl)pyrrolidin-1-yl]-1-oxopentan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-(3H-imidazol-4-yl)ethyl)carbamoyl]butanoic acid 71447-49-9 CC(C)C[C@H](NC(=O)CNC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CNC2=C1C=CC=C2)NC(=O)C(CC1=CN=CN1)NC(=O)C(N)CCC(O)=O)C(=O)N[C@H](CCCNC(N)=N)C(=O)N1CCC[C@@H]1C(=O)NCC(N)=O InChI=1S/C55H77N17O14/c1-29(2)19-38(49(81)67-37(9-5-17-61-55(58)59)54(86)72-18-6-10-43(72)53(85)63-25-44(57)75)66-45(76)26-64-48(80)39(20-30-11-13-33(74)14-12-30)69-52(84)42(27-73)71-50(82)40(21-31-23-62-36-8-4-3-7-34(31)36)70-51(83)41(22-32-24-60-28-65-32)68-47(79)35(56)15-16-46(77)78/h3-4,7-8,11-14,23-24,28-29,35,37-43,62,73-74H,5-6,9-10,15-22,25-27,56H2,1-2H3,(H2,57,75)(H,60,65)(H,63,85)(H,64,80)(H,66,76)(H,67,81)(H,68,79)(H,69,84)(H,70,83)(H,71,82)(H,77,78)(H4,58,59,61)/t35?,37-,38+,39+,40+,41?,42+,43-/m1/s1 KTVPQHFLYINKPT-BWHZHEQWSA-N belongs to the class of organic compounds known as polypeptides. These are peptides containing ten or more amino acid residues. Polypeptides Organic compounds Organic Polymers Polypeptides Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 3-alkylindoles Alpha amino acid amides Amino acids Amino fatty acids Amphetamines and derivatives Azacyclic compounds Carbonyl compounds Carboximidamides Carboxylic acids Glutamic acid and derivatives Guanidines Heteroaromatic compounds Histidine and derivatives Hydrocarbon derivatives Hydroxy fatty acids Imidazolyl carboxylic acids and derivatives Leucine and derivatives Monoalkylamines Monocarboxylic acids and derivatives N-acyl amines N-acyl-alpha amino acids and derivatives N-acylpyrrolidines Organic oxides Organopnictogen compounds Peptides Phenylalanine and derivatives Primary alcohols Primary carboxylic acid amides Proline and derivatives Propargyl-type 1,3-dipolar organic compounds Pyrrolidinecarboxamides Secondary carboxylic acid amides Serine and derivatives Substituted pyrroles Tertiary carboxylic acid amides Tryptamines and derivatives Tyrosine and derivatives 1-hydroxy-2-unsubstituted benzenoid 3-alkylindole Alcohol Alpha peptide Alpha-amino acid amide Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Amino fatty acid Amphetamine or derivatives Aromatic heteropolycyclic compound Azacycle Azole Benzenoid Carbonyl group Carboxamide group Carboximidamide Carboxylic acid Carboxylic acid derivative Fatty acyl Fatty amide Glutamic acid or derivatives Guanidine Heteroaromatic compound Histidine or derivatives Hydrocarbon derivative Hydroxy fatty acid Imidazole Imidazolyl carboxylic acid derivative Indole Indole or derivatives Leucine or derivatives Monocarboxylic acid or derivatives Monocyclic benzene moiety N-acyl-alpha amino acid or derivatives N-acyl-amine N-acylpyrrolidine N-substituted-alpha-amino acid Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenol Phenylalanine or derivatives Polypeptide Primary alcohol Primary aliphatic amine Primary amine Primary carboxylic acid amide Proline or derivatives Propargyl-type 1,3-dipolar organic compound Pyrrole Pyrrolidine Pyrrolidine carboxylic acid or derivatives Pyrrolidine-2-carboxamide Secondary carboxylic acid amide Serine or derivatives Substituted pyrrole Tertiary carboxylic acid amide Triptan Tyrosine or derivatives Solid logp -1.56 ALOGPS logs -4.52 ALOGPS solubility 3.58e-02 g/l ALOGPS logp -7.6 ChemAxon pka_strongest_acidic 3.51 ChemAxon pka_strongest_basic 11.55 ChemAxon iupac 4-amino-4-[(1-{[(1S)-1-{[(1S)-1-{[(1S)-1-[({[(1S)-1-{[(2R)-5-carbamimidamido-1-[(2R)-2-[(carbamoylmethyl)carbamoyl]pyrrolidin-1-yl]-1-oxopentan-2-yl]carbamoyl}-3-methylbutyl]carbamoyl}methyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-(1H-imidazol-5-yl)ethyl)carbamoyl]butanoic acid ChemAxon average_mass 1200.3054 ChemAxon mono_mass 1199.583590257 ChemAxon smiles CC(C)C[C@H](NC(=O)CNC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CNC2=C1C=CC=C2)NC(=O)C(CC1=CN=CN1)NC(=O)C(N)CCC(O)=O)C(=O)N[C@H](CCCNC(N)=N)C(=O)N1CCC[C@@H]1C(=O)NCC(N)=O ChemAxon formula C55H77N17O14 ChemAxon inchi InChI=1S/C55H77N17O14/c1-29(2)19-38(49(81)67-37(9-5-17-61-55(58)59)54(86)72-18-6-10-43(72)53(85)63-25-44(57)75)66-45(76)26-64-48(80)39(20-30-11-13-33(74)14-12-30)69-52(84)42(27-73)71-50(82)40(21-31-23-62-36-8-4-3-7-34(31)36)70-51(83)41(22-32-24-60-28-65-32)68-47(79)35(56)15-16-46(77)78/h3-4,7-8,11-14,23-24,28-29,35,37-43,62,73-74H,5-6,9-10,15-22,25-27,56H2,1-2H3,(H2,57,75)(H,60,65)(H,63,85)(H,64,80)(H,66,76)(H,67,81)(H,68,79)(H,69,84)(H,70,83)(H,71,82)(H,77,78)(H4,58,59,61)/t35?,37-,38+,39+,40+,41?,42+,43-/m1/s1 ChemAxon inchikey KTVPQHFLYINKPT-BWHZHEQWSA-N ChemAxon polar_surface_area 506.35 ChemAxon refractivity 316 ChemAxon polarizability 123.02 ChemAxon rotatable_bond_count 34 ChemAxon acceptor_count 19 ChemAxon donor_count 18 ChemAxon physiological_charge 2 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 151910 Specdb::NmrOneD 151911 Specdb::NmrOneD 151912 Specdb::NmrOneD 151913 Specdb::NmrOneD 151914 Specdb::NmrOneD 151915 Specdb::NmrOneD 151916 Specdb::NmrOneD 151917 Specdb::NmrOneD 151918 Specdb::NmrOneD 151919 Specdb::NmrOneD 151920 Specdb::NmrOneD 151921 Specdb::NmrOneD 151922 Specdb::NmrOneD 151923 Specdb::NmrOneD 151924 Specdb::NmrOneD 151925 Specdb::NmrOneD 151926 Specdb::NmrOneD 151927 Specdb::NmrOneD 151928 Specdb::NmrOneD 151929 Specdb::MsMs 308539 Specdb::MsMs 308540 Specdb::MsMs 308541 Specdb::MsMs 352753 Specdb::MsMs 352754 Specdb::MsMs 352755 Specdb::MsMs 2698650 Specdb::MsMs 2698651 Specdb::MsMs 2698652 Specdb::MsMs 2983247 Specdb::MsMs 2983248 Specdb::MsMs 2983249 HMDB12965