TRH   

GtoPdb Ligand ID: 2139

Synonyms: thyroliberin
TRH is an approved drug (FDA (1976))
Comment: This structure matches the structure deposited with the INN record for protirelin, which is synthetic TRH.
Species: Human, Mouse, Rat
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2D Structure
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SMILES / InChI / InChIKey
Canonical SMILES O=C1CCC(N1)C(=O)NC(C(=O)N1CCCC1C(=O)N)Cc1nc[nH]c1
Isomeric SMILES O=C1CC[C@H](N1)C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N)Cc1nc[nH]c1
InChI InChI=1S/C16H22N6O4/c17-14(24)12-2-1-5-22(12)16(26)11(6-9-7-18-8-19-9)21-15(25)10-3-4-13(23)20-10/h7-8,10-12H,1-6H2,(H2,17,24)(H,18,19)(H,20,23)(H,21,25)/t10-,11-,12-/m0/s1
InChI Key XNSAINXGIQZQOO-SRVKXCTJSA-N
Classification
Compound class Endogenous peptide in human, mouse or rat
Ligand families/groups Neuropeptides
Approved drug? Yes (FDA (1976))
IUPAC Name
(2S)-N-[(2S)-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-3-(3H-imidazol-4-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide
International Nonproprietary Names
INN number INN
3335 protirelin
Synonyms
thyroliberin
Gene/Precursor
Gene symbol Gene name Species Precursor protein name Synonyms
TRH thyrotropin releasing hormone Human thyrotropin-releasing hormone (Prothyroliberin) thyrotropin-releasing hormone
Trh thyrotropin releasing hormone Mouse thyrotropin-releasing hormone (Prothyroliberin) -
Trh thyrotropin releasing hormone Rat thyrotropin-releasing hormone (Prothyroliberin) prothyroliberin, THR, thyrotropin-releasing hormone, Thyrotropin releasing hormone, TRH01, Tryrotropin releasing hormone
Database Links
CAS Registry No. 24305-27-9 (source: Scifinder)
ChEMBL Ligand CHEMBL1472
DrugCentral Ligand 2316
GtoPdb PubChem SID 135651896
PubChem CID 638678
Search Google for chemical match using the InChIKey XNSAINXGIQZQOO-SRVKXCTJSA-N
Search Google for chemicals with the same backbone XNSAINXGIQZQOO
Search PubMed clinical trials protirelin
Search PubMed titles protirelin
Search PubMed titles/abstracts protirelin
Search UniChem for chemical match using the InChIKey XNSAINXGIQZQOO-SRVKXCTJSA-N
Search UniChem for chemicals with the same backbone XNSAINXGIQZQOO
UniProtKB Q62361 (Mm), P01150 (Rn), P20396 (Hs)
Wikipedia Thyrotropin-releasing_hormone