Omiganan,TFA salt - Moligand™,≥98% , Cell membrane disrupting agent, CAS No.204248-78-2(free basis), Cell membrane disrupting agent

CAS: 204248-78-2(free basis) Cat. No.: O649953 Molecular Weight: 1779.15(free basis)

GRADE & PURITY Moligand™, ≥98%

Synonyms

Omiganan | L-Isoleucyl-L-leucyl-L-arginyl-L-tryptophyl-L-prolyl-L-tryptophyl-L-tryptophyl-L-prolyl-L-tryptophyl-L-arginyl-L-arginyl-L-lysinamide | CHEMBL1615933 | UNII-618SLL9VBS | DB06610 | Omiganan [INN] | L-LYSINAMIDE, L-ISOLEUCYL-L-LEUCYL-L-ARGINYL-L-

Storage

Protected from light,Store at -20°C,Argon charged,Desiccated

Shipped In

Ice chest + Ice pads

Overview

In Vivo

Omiganan results in a statistically significantly reduction in bacterial counts. omiganan reduces the bacterial counts by 3.8 (S. aureus), 2.2 (S. epidermidis) and 2.3 (C. albicans) log 10 CFU/site. Omiganan has rapid bactericidal and fungicidal properties and significant dose-dependent activity against a broad spectrum of infected organisms. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Synonyms

Omiganan | L-Isoleucyl-L-leucyl-L-arginyl-L-tryptophyl-L-prolyl-L-tryptophyl-L-tryptophyl-L-prolyl-L-tryptophyl-L-arginyl-L-arginyl-L-lysinamide | CHEMBL1615933 | UNII-618SLL9VBS | DB06610 | Omiganan [INN] | L-LYSINAMIDE, L-ISOLEUCYL-L-LEUCYL-L-ARGINYL-L-

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Omiganan is a cationic antimicrobial peptide. Omiganan as an analogue of indolicidin shows activity against gram-positive and gram-negative bacteria but also Candida spp. isolates. Omiganan can be used for the research of alcohol nose and acne.

Storage

Protected from light, Store at -20°C, Argon charged, 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

DISRUPTING AGENT

Mechanism of action

Cell membrane disrupting agent

Purity

≥98%

Product Properties

• ALogP: 3.3

Names and Identifiers

• Pubchem Sid: 528766507
• Canonical Smiles: CC[C@H](C)[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC4=CNC5=CC=CC=C54)C(=O)N[C@@H](CC6=CNC7=CC=CC=C76)C(=O)N8CCC[C@H]8C(=O)N[C@@H](CC9=CNC1=CC=CC=C19)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N)N
• IUPAC Name: (2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-amino-3-methylpentanoyl]amino]-4-methylpentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]-N-[(2S)-1-[[(2S)-1-[(2S)-2-[[(2S)-1-[[(2S)-5-carbamimidamido-1-[[(2S)-5-carbamimidamido-1-[[
• InChIKey: MVPAMLBUDIFYGK-BHDRXCTLSA-N
• INCHI: 1S/C90H127N27O12/c1-5-51(4)75(92)85(127)113-68(41-50(2)3)80(122)109-67(32-18-38-102-90(98)99)79(121)114-71(44-54-48-105-62-27-12-8-23-58(54)62)86(128)116-39-19-34-74(116)84(126)112-70(43-53-47-104-61-26-11-7-22-57(53)61)82(124)115-72(45-55-49-106-63
• Molecular Weight: 1779.15(free basis)

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic Polymers
    • Class Polypeptides

• Kingdom: Organic compounds
• Superclass: Organic Polymers
• Class: Polypeptides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Polypeptides
• Alternative Parents: Peptides Arginine and derivatives Isoleucine and derivatives Leucine and derivatives N-acyl-alpha amino acids and derivatives Proline and derivatives Alpha amino acid amides Tryptamines and derivatives 3-alkylindoles N-acylpyrrolidines Pyrrolidinecarboxamides N-acyl amines Substituted pyrroles Benzenoids Tertiary carboxylic acid amides Heteroaromatic compounds Primary carboxylic acid amides Secondary carboxylic acid amides Guanidines Azacyclic compounds Carboximidamides Hydrocarbon derivatives Organic oxides Imines Carbonyl compounds Monoalkylamines
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Polypeptide - Alpha peptide - Arginine or derivatives - Leucine or derivatives - Isoleucine or derivatives - N-acyl-alpha amino acid or derivatives - Proline or derivatives - Alpha-amino acid amide - Triptan - 3-alkylindole - Alpha-amino acid or derivatives - N-substituted-alpha-amino acid - Indole or derivatives - Indole - Pyrrolidine carboxylic acid or derivatives - N-acylpyrrolidine - Pyrrolidine-2-carboxamide - Fatty acyl - N-acyl-amine - Benzenoid - Substituted pyrrole - Fatty amide - Heteroaromatic compound - Tertiary carboxylic acid amide - Pyrrole - Pyrrolidine - Secondary carboxylic acid amide - Primary carboxylic acid amide - Amino acid or derivatives - Carboxamide group - Guanidine - Carboxylic acid derivative - Carboximidamide - Azacycle - Organoheterocyclic compound - Imine - Organic oxide - Hydrocarbon derivative - Amine - Organic oxygen compound - Carbonyl group - Organonitrogen compound - Organic nitrogen compound - Organooxygen compound - Primary aliphatic amine - Primary amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as polypeptides. These are peptides containing ten or more amino acid residues.
• 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(non-human)

Enterococcus faecium (13803 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light and moisture sensitive
• Molecular Weight: 1779.100 g/mol
• XLogP3: 3.300
• Hydrogen Bond Donor Count: 25
• Hydrogen Bond Acceptor Count: 17
• Rotatable Bond Count: 52
• Exact Mass: 1778.02 Da
• Monoisotopic Mass: 1778.02 Da
• Topological Polar Surface Area: 647.000 Ų
• Heavy Atom Count: 129
• Formal Charge: 0
• Complexity: 3790.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 13
• 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