≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C,Argon charged Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
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.
| ALogP | -2.415 |
|---|---|
| Rotatable Bond | 6 |
| Pubchem Sid | 504772680 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504772680 |
| Canonical Smiles | 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 |
| Isomeric SMILES | B(CCSC[C@@H](C(=O)O)N)(O)O.Cl |
| PubChem CID | 91826515 |
| Molecular Weight | 229.49 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| 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 - 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 |
| Solubility | 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) Max Solubility | 45 |
| DMSO(mM) Max Solubility | 196.0869755 |
| Water(mg / mL) Max Solubility | 45 |
| Water(mM) Max Solubility | 196.0869755 |
| Molecular Weight | 229.490 g/mol |
| XLogP3 | |
| 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 |
I2217270