opiorphin   Click here for help

GtoPdb Ligand ID: 11538

Synonyms: Gln-Arg-Phe-Ser-Arg | L-Glutaminyl-L-arginyl-L-phenylalanyl-L-seryl-L-arginine | QRFSR peptide
Comment: Opiorphin is an endogenous pentapeptide. It reduces the breakdown of the natural analgesic enkephalins by acting as an inhibitor of enkephalin-degrading proteases including neutral ecto-endopeptidase (MME; neprilysin), ecto-aminopeptidase N (ANPEP; ANP) [1] and dipeptidyl peptidase DPP3.
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2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES OC[C@@H](C(=O)N[C@H](C(=O)O)CCCN=C(N)N)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)N)N)CCCN=C(N)N)Cc1ccccc1
Isomeric SMILES OC[C@@H](C(=O)N[C@H](C(=O)O)CCCN=C(N)N)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)N)N)CCCN=C(N)N)Cc1ccccc1
InChI InChI=1S/C29H48N12O8/c30-17(10-11-22(31)43)23(44)38-18(8-4-12-36-28(32)33)24(45)40-20(14-16-6-2-1-3-7-16)25(46)41-21(15-42)26(47)39-19(27(48)49)9-5-13-37-29(34)35/h1-3,6-7,17-21,42H,4-5,8-15,30H2,(H2,31,43)(H,38,44)(H,39,47)(H,40,45)(H,41,46)(H,48,49)(H4,32,33,36)(H4,34,35,37)/t17-,18-,19-,20-,21-/m0/s1
InChI Key TWWFCOBVAKAKIT-SXYSDOLCSA-N
Classification Click here for help
Compound class Peptide or derivative
Synonyms Click here for help
Gln-Arg-Phe-Ser-Arg | L-Glutaminyl-L-arginyl-L-phenylalanyl-L-seryl-L-arginine | QRFSR peptide
Database Links Click here for help
BindingDB Ligand 50382499
CAS Registry No. 864084-88-8 (source: PubChem)
ChEMBL Ligand CHEMBL2022225
GtoPdb PubChem SID 441604910
PubChem CID 25195667
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