Opiorphin - Moligand™, ≥95% , Inhibitor of Aminopeptidase N, CAS No.864084-88-8, Inhibitor of Aminopeptidase N

CAS: 864084-88-8 Cat. No.: O346764 Molecular Weight: 692.77 PubChem CID: 25195667

GRADE & PURITY Moligand™, ≥95%

Synonyms

L-Glutaminyl-L-arginyl-L-phenylalanyl-L-seryl-L-arginine | CHEBI:177467 | DTXSID901027119 | HY-W345510 | GTPL11538 | Opiorphin | D93123 | (2S)-5-(diaminomethylideneamino)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-(diaminomethylideneamino)-2-[[(2S)-2,5-diamino-5-oxopen

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

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.

Specifications

Synonyms

L-Glutaminyl-L-arginyl-L-phenylalanyl-L-seryl-L-arginine | CHEBI:177467 | DTXSID901027119 | HY-W345510 | GTPL11538 | Opiorphin | D93123 | (2S)-5-(diaminomethylideneamino)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-(diaminomethylideneamino)-2-[[(2S)-2, 5-diamino-5-oxopen

Specifications & Purity

Moligand™, ≥95%

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of Aminopeptidase N

Purity

≥95%

Names and Identifiers

• 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
• 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
• InChIKey: TWWFCOBVAKAKIT-SXYSDOLCSA-N
• 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
• 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

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: Phenylalanine and derivatives Glutamine and derivatives N-acyl-L-alpha-amino acids Serine and derivatives Alpha amino acid amides Amphetamines and derivatives N-acyl amines Secondary carboxylic acid amides Primary carboxylic acid amides Amino acids Guanidines Propargyl-type 1,3-dipolar organic compounds Carboximidamides Carboxylic acids Monocarboxylic acids and derivatives Organopnictogen compounds Primary alcohols Organic oxides Carbonyl compounds Hydrocarbon derivatives Monoalkylamines
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alpha-oligopeptide - Phenylalanine or derivatives - Glutamine or derivatives - N-acyl-l-alpha-amino acid - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - Serine or derivatives - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Amphetamine or derivatives - Monocyclic benzene moiety - Fatty amide - Fatty acyl - N-acyl-amine - Benzenoid - Amino acid or derivatives - Amino acid - Carboxamide group - Guanidine - Primary carboxylic acid amide - Secondary carboxylic acid amide - Carboximidamide - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Monocarboxylic acid or derivatives - Carboxylic acid - Alcohol - Organopnictogen compound - Hydrocarbon derivative - Primary aliphatic amine - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Organic oxide - Organonitrogen compound - Organooxygen compound - Primary alcohol - Primary amine - Amine - Aromatic homomonocyclic 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)

ANPEP Tchem Aminopeptidase N (0 Activities)

Discover Target: ANPEP

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

MME Tclin Neprilysin (838 Activities)

Discover Target: MME

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water
• Molecular Weight: 692.800 g/mol
• XLogP3: -7.000
• Hydrogen Bond Donor Count: 12
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 23
• Exact Mass: 692.372 Da
• Monoisotopic Mass: 692.372 Da
• Topological Polar Surface Area: 372.000 Ų
• Heavy Atom Count: 49
• Formal Charge: 0
• Complexity: 1170.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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