Metabolite Card
Formula: C2H7AsO2 (137.9662)
SMILES: C[As](C)(O)=O
Synonyms [en]
cacodylic acid; Dimethylarsinic acid; Cacodylate; Dimethylarsinate; Me2As(=O)OH; Kakodylsaeure
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).
DBLinks
- CAS Registry Number: 75-60-5
- PubChem CID: 2513
- ChEBI: 16223
- HMDB: HMDB0011625
- LipidMaps:
- KEGG: C07308
- BioCyc: CPD-24362
- NCBI MeSH: Cacodylic Acid
- Wikipedia: Cacodylic_acid
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
- WishartLab ClassyFire: [Organoarsenic compounds] Organoarsenic compounds
- RefMet: [Organoarsenic compounds] Organoarsenic compounds
- ChEBI: [CHEBI:48765] dimethylarsinic acid
| 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 |
Taxonomy Source
- Homo sapiens [ncbi taxid: 9606]
- Laccaria laccata [ncbi taxid: 36061]
- Leucocoprinus badhamii [ncbi taxid: 229016]
- 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 |