BEC HCl - ≥98% , CAS No.222638-67-7

CAS: 222638-67-7 Cat. No.: B413875 Fórmula: C₅H₁₂BNO₄S.HCl Peso molecular: 229.49 Número EC: 110-433-8 PubChem CID: 91826515

CALIDAD & PUREZA ≥98%

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 -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

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.

Especificaciones

Sinónimos

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

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

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.

Condiciones de almacenamiento de almacenamiento

Store at -20°C,Argon charged

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Tipo de acción

INHIBITOR

Pureza

≥98%

Propiedades del producto

ALogP

-2.415

Enlace rotable

6

Nombres e identificadores

Pubchem Sid

504772680

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504772680

Sonrisas canónicas

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

Isómeros SMILES

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

PubChem CID

91826515

Peso molecular

229.49

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase 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
• Clase: 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
• Descripción: 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

Propiedades químicas y físicas

• Solubilidad: Solubility (25°C) In vitro DMSO: 45 mg/mL (196.08 mM); Water: 45 mg/mL (196.08 mM); Ethanol: 45 mg/mL (196.08 mM)
• DMSO (mg/ml) Solubilidad máxima: 45
• DMSO (mM) Solubilidad máxima: 196.0869755
• Agua (mg/ml) Solubilidad máxima: 45
• Agua (mM) Solubilidad máxima: 196.0869755
• Peso molecular: 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