BEC HCl - 10mM in DMSO , CAS No.222638-67-7

CAS: 222638-67-7 Cat. No.: B422669 Formule: C₅H₁₂BNO₄S.HCl Poids moléculaire: 229.49 Numéro CE: 110-433-8 PubChem CID: 91826515

GRADE & PURITY 10mM in DMSO

Synonyms

BCP25043 | BEC HCl | (2R)-2-amino-3-(2-boronoethylsulfanyl)propanoic acid hydrochloride | BEC hydrochloride | A900880 | XIA63867 | AC-29891 | AKOS030632996 | (2R)-2-amino-3-(2-boronoethylsulfanyl)propanoic acid;hydrochloride | S-(2-Boronoethyl)-l-cysteine

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Vue d’ensemble

Information

BEC HCl BEC HCl is a slow-binding, and competitive arginase inhibitor with K i of 0.31 μM (pH7.5) and 0.4-0.6 μM for Arginase II and rat Arginase I, respectively.

Targets

Arginase II ; rat Arginase I 0.31 μM(Ki); <0.6 μM(Ki)

In vitro

BEC causes significant enhancement of NO-dependent smooth muscle relaxation. In myocytes, BEC augments Ca(2+)-dependent NOS activity and NO production, and increases basal contractility. BEC also inhibits the proliferation of human pulmonary artery smooth muscle cells by decreasing the expression levels of cyclin D1 and CDK4, increasing the expression of p27, and partly reducing the phosphorylation of Akt and ERK.

In vivo

In mice with allergic inflammation (OVA/OVA), BEC enhances peribronchiolar and perivascular inflammation, leads to enhanced NF-κB DNA binding and NF-κB-dependent inflammatory gene expression, and causes an increase in the content of NOx. In rats with pulmonary arterial hypertension, BEC reduces the right ventricle systolic pressure.

Specifications

Synonymes

BCP25043 | BEC HCl | (2R)-2-amino-3-(2-boronoethylsulfanyl)propanoic acid hydrochloride | BEC hydrochloride | A900880 | XIA63867 | AC-29891 | AKOS030632996 | (2R)-2-amino-3-(2-boronoethylsulfanyl)propanoic acid;hydrochloride | S-(2-Boronoethyl)-l-cysteine

Spécifications et pureté

10mM in DMSO

Mécanismes biochimiques et physiologiques

BEC HCl is a slow-binding, and competitive arginase inhibitor with K_i of 0.31 μM (pH7.5) and 0.4-0.6 μM for Arginase II and rat Arginase I, respectively.

Conditions de stockage de stockage

Store at -80°C

Expédié en

Dry ice packs + Cold packs

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Type d'action

INHIBITOR

Propriétés du produit

ALogP

-2.415

Liaison rotative

6

Noms et identifiants

Pubchem Sid

528763411

Sourires canoniques

B(CCSCC(C(=O)O)N)(O)O.Cl

IUPAC Name

(2R)-2-amino-3-(2-boronoethylsulfanyl)propanoic acid;hydrochloride

InChIKey

GHPYJLCQYMAXGG-WCCKRBBISA-N

INCHI

1S/C5H12BNO4S.ClH/c7-4(5(8)9)3-12-2-1-6(10)11;/h4,10-11H,1-3,7H2,(H,8,9);1H/t4-;/m0./s1

Isomères SMILES

B(CCSC[C@@H](C(=O)O)N)(O)O.Cl

PubChem CID

91826515

Poids moléculaire

229.49

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Classe Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Cysteine and derivatives
              • Level8 L-cysteine-S-conjugates

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Classe: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives - Cysteine and derivatives
• Direct Parent: L-cysteine-S-conjugates
• Alternative Parents: L-alpha-amino acids Boronic acids Amino acids Sulfenyl compounds Organic metalloid salts Monocarboxylic acids and derivatives Dialkylthioethers Carboxylic acids Organic oxides Monoalkylboranes Monoalkylamines Hydrochlorides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: L-cysteine-s-conjugate - Alpha-amino acid - L-alpha-amino acid - Boronic acid derivative - Boronic acid - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Thioether - Sulfenyl compound - Dialkylthioether - Organic metalloid salt - Organic oxygen compound - Amine - Primary amine - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic metalloid moeity - Organic nitrogen compound - Primary aliphatic amine - Monoalkylborane - Hydrochloride - Carbonyl group - Alkylborane - Hydrocarbon derivative - Organic oxide - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as l-cysteine-s-conjugates. These are compounds containing L-cysteine where the thio-group is conjugated.
• 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

Propriétés chimiques et physiques

• DMSO (mg/mL) Solubilité maximale: 45
• DMSO (mM) Solubilité maximale: 196.0869755
• Eau (mg/mL) Solubilité maximale: 45
• Eau (mM) Solubilité maximale: 196.0869755
• Poids moléculaire: 229.490 g/mol
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 229.035 Da
• Monoisotopic Mass: 229.035 Da
• Topological Polar Surface Area: 129.000 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 145.000
• 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: 2

XLogP3