1.0 2020-02-10 19:47:47 UTC 2020-06-04 23:02:10 UTC BMDB0063723 BMDB63723 4-methoxyestrone L-Pyroglutamyl-L-histidyl-L-prolineamide Thyroliberin Thyrotropic releasing hormone Thyrotropic-releasing factor Thyrotropin-releasing factor TRH TSH-Releasing factor TSH-Releasing hormone Protirelin Relefact TRH Abbott brand OF protirelin Abbott-38579 Antepan Aventis brand OF protirelin Novartis brand OF protirelin Proterelin tartrate Proterelin tartrate hydrate Protirelin abbott brand Protirelin aventis brand Stimu TSH Tartrate hydrate, proterelin Thypinone Abbott 38579 Protirelin tartrate (1:1) TRH Ferring TRH Prem Thyrotropin-releasing hormone Thyrotropin-releasing hormone tartrate Abbott38579 Ferring brand OF protirelin Henning berlin brand OF protirelin Hydrate, proterelin tartrate Merck brand OF protirelin Prem, TRH Protirelin ferring brand Protirelin merck brand Stimu-TSH Thyroliberin TRH merck Thyrotropin releasing factor Protirelin novartis brand StimuTSH TRH, Relefact Thyrotropin releasing hormone tartrate C19H24O3 300.3921 300.172544634 (1S,10R,11S,15R)-5-hydroxy-6-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one (1S,10R,11S,15R)-5-hydroxy-6-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one 24305-27-9 COC1=C(O)C=CC2=C1CC[C@H]1[C@@H]3CCC(=O)[C@]3(C)CC[C@H]21 InChI=1S/C19H24O3/c1-19-10-9-12-11-5-7-16(20)18(22-2)14(11)4-3-13(12)15(19)6-8-17(19)21/h5,7,12-13,15,20H,3-4,6,8-10H2,1-2H3/t12-,13-,15+,19-/m1/s1 PUEXVLNGOBYUEW-PITQQHRWSA-N belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Oligopeptides Alpha amino acid amides Azacyclic compounds Carbonyl compounds Heteroaromatic compounds Histidine and derivatives Hydrocarbon derivatives Imidazoles Lactams N-acyl-alpha amino acids and derivatives N-acylpyrrolidines Organic oxides Organonitrogen compounds Organopnictogen compounds Primary carboxylic acid amides Proline and derivatives Pyrrolidine-2-ones Pyrrolidinecarboxamides Secondary carboxylic acid amides Tertiary carboxylic acid amides 2-pyrrolidone Alpha-amino acid amide Alpha-amino acid or derivatives Alpha-oligopeptide Aromatic heteromonocyclic compound Azacycle Azole Carbonyl group Carboxamide group Heteroaromatic compound Histidine or derivatives Hydrocarbon derivative Imidazole Lactam N-acyl-alpha amino acid or derivatives N-acylpyrrolidine Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary carboxylic acid amide Proline or derivatives Pyrrolidine Pyrrolidine carboxylic acid or derivatives Pyrrolidine-2-carboxamide Pyrrolidone Secondary carboxylic acid amide Tertiary carboxylic acid amide Aromatic heteromonocyclic compounds Thyrotropin-releasing hormone [KO:K05253] peptide hormone tripeptide logp 3.48 ALOGPS logs -4.58 ALOGPS logp 4.15 ChemAxon pka_strongest_acidic 10.34 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac (1S,10R,11S,15R)-5-hydroxy-6-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one ChemAxon average_mass 300.3921 ChemAxon mono_mass 300.172544634 ChemAxon smiles COC1=C(O)C=CC2=C1CC[C@H]1[C@@H]3CCC(=O)[C@]3(C)CC[C@H]21 ChemAxon formula C19H24O3 ChemAxon inchi InChI=1S/C19H24O3/c1-19-10-9-12-11-5-7-16(20)18(22-2)14(11)4-3-13(12)15(19)6-8-17(19)21/h5,7,12-13,15,20H,3-4,6,8-10H2,1-2H3/t12-,13-,15+,19-/m1/s1 ChemAxon inchikey PUEXVLNGOBYUEW-PITQQHRWSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 85.55 ChemAxon polarizability 33.98 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 4 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 33380 Specdb::CMs 48061 Specdb::CMs 134614 Specdb::CMs 142348 Specdb::MsMs 883147 Specdb::MsMs 883148 Specdb::MsMs 883149 Specdb::MsMs 923545 Specdb::MsMs 923546 Specdb::MsMs 923547 Specdb::MsMs 3224584 Specdb::MsMs 3224585 Specdb::MsMs 3224586 Specdb::MsMs 3225916 Specdb::MsMs 3225917 Specdb::MsMs 3225918 Blood <0.000736 uM Detected by HPLC-MS/MS in Holstein cows. Regal P, Nebot C, Diaz-Bao M, Barreiro R, Cepeda A, Fente C: Disturbance in sex-steroid serum profiles of cattle in response to exogenous estradiol: a screening approach to detect forbidden treatments. Steroids. 2011 Mar;76(4):365-75. doi: 10.1016/j.steroids.2010.12.005. Epub 2010 Dec 21. 21172370 FDB023753 554166 C03958 638678 DB09421 Protirelin 35940