Common NameDimethylarsinous acid
DescriptionDimethylarsinous acid is a reactive organic intermediate of dimethylarsinic acid involved in toxicity. Dimethylarsinous acid is detected in the urine of individuals who ingest arsenic-polluted drinking water. The cytogenetic study in V79 cells using iododimethylarsine, which is easily hydrolyzed to dimethylarsinous acid in water, revealed that dimethylarsinous acid was very cytotoxic (50% growth inhibition concentration; 1.1 (+-) 0.14 uM), and either induced aneuploids or a high rate of tetraploids (73% at 2.5 μM). Dimethylarsinous acid caused mitotic arrest, since the mitotic index at toxic dose (5 μM) was 13.9%, significantly higher than the control (2.7%). Dimethylarsinous acid significantly increased sister chromatid exchange (SCE) and chromosomal aberrations, most of which were chromatid gaps and chromatid breaks. The cytotoxicity and the activity of dimethylarsinous acid in inducing chromosomal aberration or SCE was as effective as arsenite, but the activity was much lower than that of mitomycin C, which was used as a positive control. The most potent effects of dimethylarsinous acid on the cells were induction of aneuploids, tetraploids and c-mitosis. The toxicity of dimethylarsinous acid is strongly related to the disturbance of the normal cell cycle.(PMID: 15276414 ).
Structure
Molecular FormulaC2H7AsO
Average Mass121.99800
Monoisotopic Mass121.97129
IUPAC Namedimethylarsinous acid
Traditional NameDimethylarsinous acid
CAS Registry Number55094-22-9
SMILESC[As](C)O
InChI IdentifierInChI=1S/C2H7AsO/c1-3(2)4/h4H,1-2H3
InChI KeyVDEGQTCMQUFPFH-UHFFFAOYSA-N
CHEBI IDCHEBI:23808
HMDB IDHMDB0012216
StateSolid
Water Solubility1.33e+02 g/l
logP-0.14
logS0.04
pKa (Strongest Acidic)12.64
pKa (Strongest Basic)-3.83
Hydrogen Acceptor Count1
Hydrogen Donor Count1
Polar Surface Area20.23 Ų
Rotatable Bond Count0
Physiological Charge0
Formal Charge0
Refractivity14.12 m³·mol⁻¹
Polarizability8.37

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