Basic Description

Synonyms	Opiorphin\|864084-88-8\|L-Glutaminyl-L-arginyl-L-phenylalanyl-L-seryl-L-arginine\|(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-hy
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

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

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

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]

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