기본 정보
- 표준 SMILES
O=C([O-])C(Cl)Cl- InChIKey
JXTHNDFMNIQAHM-UHFFFAOYSA-M- 분자식
- C2HCl2O2-
- 평균 분자량
- 127.93 g/mol
- 단동위원소 질량
- 126.93590821
개요
Dichloroacetate is a monocarboxylic acid anion that is the conjugate base of dichloroacetic acid. It has a role as a geroprotector. It is functionally related to an acetate. It is a conjugate base of a dichloroacetic acid.
이름 및 식별자
- 우선 이름
- Dichloroacetate anion
- IUPAC
- 2,2-dichloroacetate
- 현지명
- 디클로로아세트산
- 영어명
- Dichloroacetate
- 분자식
- C2HCl2O2
- 분자량
- 0
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
13425-80-4- PubChem CID
- 25975
- DTXSID
DTXSID40158610- ChEBI
CHEBI:28240- Nikkaji
- J54.198B
물성
구조 계산 물성
- XLogP
- 1.8
- 극성 표면적
- 40.1 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 0
- 무거운 원자 수
- 6
- 형식 전하
- -1
- 복잡도
- 55.1
안전 및 규제
독성 정보
Health Effects
Multiple independent studies demonstrate that DCA has the ability to alter normal carbohydrate metabolism. Dichloroacetic acid treatment results in a significant reduction in plasma levels of glucose, pyruvate, and lactate. Another consistent finding in DCA ingestion studies is a dose-related increase in liver size, generally accompanied (or caused) by an increase in glycogen deposition in the liver. There is an extensive and consistent data base demonstrating the reproductive toxicity of DCA in males and females. Neurologic symptoms and morphologic changes in the nervous system have been reported in humans, dogs, and rats. (L2086)
Toxicity Summary
The dichloroacetate ion stimulates the activity of the enzyme pyruvate dehydrogenase by inhibiting the enzyme pyruvate dehydrogenase kinase. Thus, it decreases lactate production by shifting the metabolism of pyruvate from fermentation towards oxidation in the mitochondria. (Wikipedia)
화학 및 산업
약리 정보
Metabolism/Metabolites
Dichloroacetic acid is metabolized in the liver by oxidative dechlorination to yield glyoxylate, which can enter intermediary metabolism and either be oxidized to oxalate and excreted, converted to carbon dioxide, and/or incorporated into amino acids or other cellular molecules. (L2086)
용도 및 제조
Uses
Dichloroacetic acid has shown promise as a potentially new class of anti-cancer medication, but has yet to complete clinical trials. Early reports of its activity against brain cancer cells led patients to treat themselves with DCA, which is commercially available in non-pharmaceutical grade. As of October 2014, dichloroacetic acid was undergoing phase III clinical trials for cancer treatment (L2084) (Wikipedia). Dichloroacetic acid has undergone clinical trials for the treatment of lactic acidosis in humans, but the trials found no clinical benefit (Wikipedia). In 2014 Thomas E. Mallouk and colleagues published a new technique for the production of graphene by intercalation of graphite with non-oxidizing Brønsted acids including dichloroacetic acid, raising the prospect that dichloroacetic acid might be used in industrial graphene production in the future (L2085).
공급사1 곳
추가 설명
정의ChEBI: A monocarboxylic acid anion that is the conjugate base of dichloroacetic acid.
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