Cacodylate (BioCAD00000007796)

blood saliva urine

Metabolite Card

Formula: C2H7AsO2 (137.9662)
SMILES: C[As](C)(O)=O

Synonyms [en]

cacodylic acid; Dimethylarsinic acid; Cacodylate; Dimethylarsinate; Me2As(=O)OH; Kakodylsaeure

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Cacodylate. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000007796). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Dimethylarsinic acid, also known as cacodylic acid, is formally rated as possibly a carcinogenic (IARC 2B), potentially toxic compound. Derivatives of cacodylic acid, cacodylates, were frequently used as herbicides. For example, Agent Blue, one of the chemicals used during the Vietnam War, is a mixture of cacodylic acid and sodium cacodylate. Sodium cacodylate is frequently used as a buffering agent in the preparation and fixation of biological samples for transmission electron microscopy. Dimethylarsinic acid is highly toxic by ingestion, inhalation, or skin contact. Once thought to be a byproduct of inorganic arsenic detoxification, it is now believed to have serious health consequences of its own. It has been shown to be teratogenic in rodents, most often causing cleft palate but also fetal fatality at high doses. It has been shown to be genotoxic in human cells, causing apoptosis and also decreased DNA production and shorter DNA strands. While not itself a strong carcinogen, dimethylarsinic acid does promote tumours in the presence of carcinogens in organs such as the kidneys and liver (Wikipedia).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 75-60-5
  • CAS Registry Number: 917-76-0
  • PubChem: 2513
  • ChEBI: ChEBI:16223
  • ChEBI: ChEBI:48765
  • HMDB: HMDB0011625
  • KEGG: C07308
  • BioCyc: CPD-24362
  • NCBI MeSH: Cacodylic Acid
  • Wikipedia: Cacodylic_acid
  • DrugBank: DB02994
  • RefMet: RM0200409
  • Metlin: METLIN_44215
  • Coconut NaturalProduct: CNP0492406.0

Class / Ontology

Metabolic Network
ID EC Number Name
Rhea:RHEA:11685 methylarsonous acid + S-adenosyl-L-methionine => dimethylarsinate + S-adenosyl-L-homocysteine + 2 H+
Rhea:RHEA:11686 dimethylarsinate + S-adenosyl-L-homocysteine + 2 H+ => methylarsonous acid + S-adenosyl-L-methionine
Rhea:RHEA:11687 methylarsonous acid + S-adenosyl-L-methionine <=> dimethylarsinate + S-adenosyl-L-homocysteine + 2 H+
BioCyc:RXN-22391 CPD-24325 + WATER --> CPD-24362 + HS
BioCyc:RXN-22352 CPD-24362 --> CPD-24362
BioCyc:RXN-22349 CPD-24362<=>DIMETHYLARSINATE + PROTON
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Organism Source

Taxonomy Source

  1. Homo sapiens [ncbi taxid: 9606]
  2. Laccaria laccata [ncbi taxid: 36061]
  3. Leucocoprinus badhamii [ncbi taxid: 229016]
  4. Volvariella volvacea [ncbi taxid: 36659]

Pathway Synthetic

pathway id name
Plant Reactome:R-OGU-8932729 Responses to stimuli: abiotic stimuli and stresses
Plant Reactome:R-LPE-8932729 Responses to stimuli: abiotic stimuli and stresses
Plant Reactome:R-SIT-8932729 Responses to stimuli: abiotic stimuli and stresses
Plant Reactome:R-PPE-8932729 Responses to stimuli: abiotic stimuli and stresses
Plant Reactome:R-OLO-8932729 Responses to stimuli: abiotic stimuli and stresses
Plant Reactome:R-STU-8932729 Responses to stimuli: abiotic stimuli and stresses
Plant Reactome:R-OBR-8932729 Responses to stimuli: abiotic stimuli and stresses
Plant Reactome:R-ADU-8932729 Responses to stimuli: abiotic stimuli and stresses
Plant Reactome:R-LAN-9618218 Arsenic uptake and detoxification
Plant Reactome:R-ORU-9618278 Response to heavy metals
Plant Reactome:R-MAC-9618218 Arsenic uptake and detoxification
Plant Reactome:R-TCA-9618218 Arsenic uptake and detoxification
Plant Reactome:R-HVU-9618218 Arsenic uptake and detoxification
Plant Reactome:R-TAE-9618218 Arsenic uptake and detoxification
Plant Reactome:R-TDI-9618278 Response to heavy metals
Plant Reactome:R-OGU-9618218 Arsenic uptake and detoxification
Plant Reactome:R-PVU-9618218 Arsenic uptake and detoxification
Plant Reactome:R-OPU-9618218 Arsenic uptake and detoxification
Plant Reactome:R-PHA-9618218 Arsenic uptake and detoxification
Plant Reactome:R-PHH-9618218 Arsenic uptake and detoxification
View All Pathways