Basic Description

Synonyms	L-Glutaminyl-L-arginyl-L-phenylalanyl-L-seryl-L-arginine \| CS-0456478 \| CHEBI:177467 \| DTXSID901027119 \| HY-W345510 \| GTPL11538 \| Opiorphin \| D93123 \| (2S)-5-(diaminomethylideneamino)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-(diaminomethylideneamino)-2-[[(2S)-2,5-dia
Specifications & Purity	Moligand™, ≥95%
Storage Temp	Store at -20°C,Desiccated
Shipped In	Ice chest + Ice pads
Grade	Moligand™
Action Type	INHIBITOR
Mechanism of action	Inhibitor of Aminopeptidase N
Product Description	A natural analgesic that is secreted into human saliva. Opiorphin demonstrates dual-inhibitory potency on the enkephalin-inactivating ectopeptidases human NEP (hNEP) and human AP-N (hAP-N). As an analgesic, Opiorphin is 6 times stronger than the opiate morphine. Opiorphin is closely related to the rat sialorphin peptide, which is an inhibitor of pain perception and acts by potentiating endogenous micro- and δ-opioid receptor-dependent enkephalinergic pathways. In rat studies, Opiorphin suppressed pain sensation for both chemical-induced inflammation and acute physical pain. In both cases, the administered dose of 1 mg/kg provided the same painkilling power as 3-6 mg/kg of morphine.

Associated Targets(Human)

ANPEP Tchem Aminopeptidase N (0 Activities)

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

MME Tclin Neprilysin (838 Activities)

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

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

IUPAC Name	(2S)-5-(diaminomethylideneamino)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-(diaminomethylideneamino)-2-[[(2S)-2,5-diamino-5-oxopentanoyl]amino]pentanoyl]amino]-3-phenylpropanoyl]amino]-3-hydroxypropanoyl]amino]pentanoic acid
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
Canonical SMILES	C1=CC=C(C=C1)CC(C(=O)NC(CO)C(=O)NC(CCCN=C(N)N)C(=O)O)NC(=O)C(CCCN=C(N)N)NC(=O)C(CCC(=O)N)N
Isomeric SMILES	C1=CC=C(C=C1)C[C@@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCN=C(N)N)C(=O)O)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CCC(=O)N)N
WGK Germany	3
PubChem CID	25195667
Molecular Weight	692.77

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Solubility	Soluble in water

WGK Germany	3

1. Pinto M, Rougeot C, Gracia L, Rosa M, García A, Arsequell G, Valencia G, Centeno NB. (2012) Proposed Bioactive Conformations of Opiorphin, an Endogenous Dual APN/NEP Inhibitor.. ACS Med Chem Lett, 3 (1): (20-4). [PMID:24900367] [10.1021/op500134e]

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