Tilarginine - Moligand™, ≥98% , Inhibitor of Endothelial NOS;Inhibitor of Inducible NOS;Inhibitor of Neuronal NOS, CAS No.17035-90-4, Inhibitor of Endothelial NOS;Inhibitor of Inducible NOS;Inhibitor of Neuronal NOS

CAS: 17035-90-4 Cat. No.: T614450 Formula: C₇H₁₆N₄O₂ Molecular Weight: 188.23

GRADE & PURITY Moligand™, ≥98%

Synonyms

L-NG-Monomethyl Arginine | NCGC00015841-02 | omega-N-Monomethylarginine | Ornithine, N5-(methylamidino)-, L- | Targinine | Targinine [BAN] | (S)-2-Amino-5-(3-methylguanidino)pentanoic acid | acide (2S)-2-amino-5-(3-methylguanidino)pentanoique | BSPBio_003

Storage

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

Shipped In

Ice chest + Ice pads

Overview

L-NMMA (Tilarginine) is a non-selective and competitive inhibitor of nitric oxide synthase. L-NMMA inhibits three subtypes, namely nNOS, eNOS, and iNOS, and reduces NO production. L-NMMA alleviates mechanical allodynia, thermal hyperalgesia, and choroidal fibrosis. L-NMMA is applicable to research related to nociception, bone cancer pain, and myopia.

Specifications

Synonyms

L-NG-Monomethyl Arginine | NCGC00015841-02 | omega-N-Monomethylarginine | Ornithine, N5-(methylamidino)-, L- | Targinine | Targinine [BAN] | (S)-2-Amino-5-(3-methylguanidino)pentanoic acid | acide (2S)-2-amino-5-(3-methylguanidino)pentanoique | BSPBio_003

Specifications & Purity

Moligand™, ≥98%

Storage

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

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 Endothelial NOS;Inhibitor of Inducible NOS;Inhibitor of Neuronal NOS

Purity

≥98%

Product Properties

ALogP

-4.1

Names and Identifiers

Canonical Smiles

CN=C(NCCC[C@@H](C(=O)O)N)N

IUPAC Name

(2S)-2-amino-5-[(N'-methylcarbamimidoyl)amino]pentanoic acid

InChIKey

NTNWOCRCBQPEKQ-YFKPBYRVSA-N

INCHI

1S/C7H16N4O2/c1-10-7(9)11-4-2-3-5(8)6(12)13/h5H,2-4,8H2,1H3,(H,12,13)(H3,9,10,11)/t5-/m0/s1

Isomeric SMILES

CN=C(N)NCCC[C@@H](C(=O)O)N

Alternate CAS

53308-83-1;156706-47-7;209913-88-2

Molecular Weight

188.23

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Arginine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Arginine and derivatives
• Alternative Parents: L-alpha-amino acids Fatty acids and conjugates Guanidines Amino acids Monocarboxylic acids and derivatives Carboxylic acids Carboximidamides Organopnictogen compounds Organic oxides Monoalkylamines Imines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Arginine or derivatives - Alpha-amino acid - L-alpha-amino acid - Fatty acid - Guanidine - Amino acid - Carboximidamide - Monocarboxylic acid or derivatives - Carboxylic acid - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Imine - Carbonyl group - Amine - Organic nitrogen compound - Organic oxide - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as arginine and derivatives. These are compounds containing arginine or a derivative thereof resulting from reaction of arginine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: guanidines - non-proteinogenic L-alpha-amino acid - L-arginine derivative

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)

NOS2 Tchem Nitric oxide synthase, inducible (6 Activities)

Discover Target: NOS2

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

NOS1 Tchem Nitric oxide synthase, brain (5 Activities)

Discover Target: NOS1

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

NOS3 Tchem Nitric oxide synthase, endothelial (7 Activities)

Discover Target: NOS3

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

Chemical and Physical Properties

• Molecular Weight: 188.230 g/mol
• XLogP3: -4.100
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 188.127 Da
• Monoisotopic Mass: 188.127 Da
• Topological Polar Surface Area: 114.000 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 193.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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