Taltirelin - Moligand™, ≥98% , Thyrotropin-releasing hormone receptor agonist, CAS No.103300-74-9, Thyrotropin-releasing hormone receptor agonist

CAS: 103300-74-9 Cat. No.: T288583 Molecular Weight: 405.41 PubChem CID: 114750

GRADE & PURITY Moligand™, ≥98%

Synonyms

TALTIRELIN [MI] | CHEBI:135653 | GTPL2143 | Tox21_112682 | (S)-N-((S)-1-((S)-2-carbamoylpyrrolidin-1-yl)-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl)-1-methyl-2,6-dioxohexahydropyrimidine-4-carboxamide | Q7680336 | N-{[(4S)-1-methyl-2,6-dioxohexahydropyrimidin-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

TALTIRELIN [MI] | CHEBI:135653 | GTPL2143 | Tox21_112682 | (S)-N-((S)-1-((S)-2-carbamoylpyrrolidin-1-yl)-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl)-1-methyl-2, 6-dioxohexahydropyrimidine-4-carboxamide | Q7680336 | N-{[(4S)-1-methyl-2, 6-dioxohexahydropyrimidin-

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Synthetic thyrotropin-releasing hormone (TRH) analog. Displays ~ 30 - 100-fold more potent CNS activity and ~ 50-fold weaker endocrine activity than TRH. Antinociceptive and neuroprotective.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Thyrotropin-releasing hormone receptor agonist

Purity

≥98%

Product Properties

• ALogP: -3

Names and Identifiers

• Pubchem Sid: 488187512
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187512
• Canonical Smiles: CN1C(=O)CC(NC1=O)C(=O)NC(CC2=CN=CN2)C(=O)N3CCCC3C(=O)N
• IUPAC Name: (4S)-N-[(2S)-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-1-methyl-2,6-dioxo-1,3-diazinane-4-carboxamide
• InChIKey: LQZAIAZUDWIVPM-SRVKXCTJSA-N
• INCHI: 1S/C17H23N7O5/c1-23-13(25)6-10(22-17(23)29)15(27)21-11(5-9-7-19-8-20-9)16(28)24-4-2-3-12(24)14(18)26/h7-8,10-12H,2-6H2,1H3,(H2,18,26)(H,19,20)(H,21,27)(H,22,29)/t10-,11-,12-/m0/s1
• Isomeric SMILES: CN1C(=O)C[C@H](NC1=O)C(=O)N[C@@H](CC2=CN=CN2)C(=O)N3CCC[C@H]3C(=O)N
• PubChem CID: 114750
• Molecular Weight: 405.41

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Oligopeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Oligopeptides
• Alternative Parents: Histidine and derivatives Proline and derivatives N-acyl-alpha amino acids and derivatives Alpha amino acid amides Pyrrolidinecarboxamides N-acylpyrrolidines Pyrimidones N-acyl ureas Diazinanes Tertiary carboxylic acid amides Dicarboximides Heteroaromatic compounds Imidazoles Primary carboxylic acid amides Secondary carboxylic acid amides Azacyclic compounds Hydrocarbon derivatives Carbonyl compounds Organopnictogen compounds Organonitrogen compounds Organic oxides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Alpha-oligopeptide - Histidine or derivatives - N-acyl-alpha amino acid or derivatives - Proline or derivatives - Alpha-amino acid amide - Alpha-amino acid or derivatives - N-acylpyrrolidine - Pyrrolidine carboxylic acid or derivatives - Pyrrolidine-2-carboxamide - N-acyl urea - Pyrimidone - Ureide - 1,3-diazinane - Pyrimidine - Azole - Tertiary carboxylic acid amide - Pyrrolidine - Heteroaromatic compound - Dicarboximide - Imidazole - Urea - Carboxamide group - Secondary carboxylic acid amide - Carbonic acid derivative - Primary carboxylic acid amide - Organoheterocyclic compound - Azacycle - Organopnictogen compound - Organic nitrogen compound - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Organonitrogen compound - Organooxygen compound - Carbonyl group - Aromatic heteromonocyclic compound
• Description: This compound 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.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TRHR Tclin Thyrotropin-releasing hormone receptor (1 Activities)

Discover Target: TRHR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:water, Max Conc. mg/mL: 20.27, Max Conc. mM: 50
• Molecular Weight: 405.400 g/mol
• XLogP3: -3.000
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 405.176 Da
• Monoisotopic Mass: 405.176 Da
• Topological Polar Surface Area: 171.000 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 714.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1