CHEBI:48765 - dimethylarsinic acid

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ChEBI Name dimethylarsinic acid
ChEBI ID CHEBI:48765
Definition The organoarsenic compound that is arsenic acid substituted on the central arsenic atom with two methyl groups.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:29839, CHEBI:48764
Supplier Information ZINC000064622619
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Cacodylic acid is an organoarsenic compound with the formula (CH3)2AsO2H. With the formula R2As(O)OH, it is the simplest of the arsinic acids. It is a colorless solid that is soluble in water. Neutralization of cacodylic acid with base gives cacodylate salts, e.g. sodium cacodylate. They are potent herbicides. Cacodylic acid/sodium cacodylate is a buffering agent in the preparation and fixation of biological samples for electron microscopy and in protein crystallography.
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Formula C2H7AsO2
Net Charge 0
Average Mass 137.99738
Monoisotopic Mass 137.96620
InChI InChI=1S/C2H7AsO2/c1-3(2,4)5/h1-2H3,(H,4,5)
InChIKey OGGXGZAMXPVRFZ-UHFFFAOYSA-N
SMILES C[As](C)(O)=O
Roles Classification
Biological Role(s): xenobiotic metabolite
Any metabolite produced by metabolism of a xenobiotic compound.
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ChEBI Ontology
Outgoing dimethylarsinic acid (CHEBI:48765) has functional parent arsinic acid (CHEBI:29840)
dimethylarsinic acid (CHEBI:48765) has role xenobiotic metabolite (CHEBI:76206)
dimethylarsinic acid (CHEBI:48765) is a organoarsenic compound (CHEBI:33406)
dimethylarsinic acid (CHEBI:48765) is conjugate acid of dimethylarsinate (CHEBI:16223)
Incoming dimethylarsinate (CHEBI:16223) is conjugate base of dimethylarsinic acid (CHEBI:48765)
IUPAC Name
dimethylarsinic acid
Synonyms Sources
[As(CH3)2O(OH)] ChEBI
CACODYLIC ACID PDBeChem
Dimethylarsinate KEGG COMPOUND
Kakodylsäure ChEBI
Me2As(=O)OH IUPAC
Manual Xrefs Databases
2879 PPDB
3058 DrugCentral
C07308 KEGG COMPOUND
Cacodylic_acid Wikipedia
CAD PDBeChem
View more database links
Registry Numbers Types Sources
130562 Gmelin Registry Number Gmelin
1736965 Beilstein Registry Number ChemIDplus
1736965 Reaxys Registry Number Reaxys
75-60-5 CAS Registry Number NIST Chemistry WebBook
75-60-5 CAS Registry Number ChemIDplus
Citations
Maki T, Hirota W, Motojima H, Hasegawa H, Rahman MA (2011)
Influence of aggregated particles on biodegradation activities for dimethylarsinic acid (DMA) in Lake Kahokugata.
Chemosphere 83, 1486-1492 [PubMed:21342701]
[show Abstract]
Mitchell W, Goldberg S, Al-Abadleh HA (2011)
In situ ATR-FTIR and surface complexation modeling studies on the adsorption of dimethylarsinic acid and p-arsanilic acid on iron-(oxyhydr)oxides.
Journal of colloid and interface science 358, 534-540 [PubMed:21457993]
[show Abstract]
Bai LY, Zeng XB, Hu LJ, Li LF, He QH (2011)
[Effects of exogenous dimethylarsinic acid on Brassica campestris growth and soil arsenic bioavailability].
Ying yong sheng tai xue bao = The journal of applied ecology 22, 437-441 [PubMed:21608259]
[show Abstract]
Yamanaka K, Takabayashi F, Mizoi M, An Y, Hasegawa A, Okada S (2001)
Oral exposure of dimethylarsinic acid, a main metabolite of inorganic arsenics, in mice leads to an increase in 8-Oxo-2'-deoxyguanosine level, specifically in the target organs for arsenic carcinogenesis.
Biochemical and biophysical research communications 287, 66-70 [PubMed:11549254]
[show Abstract]
Yamanaka K, Mizol M, Kato K, Hasegawa A, Nakano M, Okada S (2001)
Oral administration of dimethylarsinic acid, a main metabolite of inorganic arsenic, in mice promotes skin tumorigenesis initiated by dimethylbenz(a)anthracene with or without ultraviolet B as a promoter.
Biological & pharmaceutical bulletin 24, 510-514 [PubMed:11379771]
[show Abstract]
Last Modified
22 February 2017