Dichloroacetic Acid

Details

• Internal ID: ea161c82-9768-4c39-9c1c-9491c0e12e8a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Alpha-halocarboxylic acids and derivatives > Alpha-halocarboxylic acids
• IUPAC Name: 2,2-dichloroacetic acid
• SMILES (Canonical): C(C(=O)O)(Cl)Cl
• SMILES (Isomeric): C(C(=O)O)(Cl)Cl
• InChI: InChI=1S/C2H2Cl2O2/c3-1(4)2(5)6/h1H,(H,5,6)
• InChI Key: JXTHNDFMNIQAHM-UHFFFAOYSA-N
• Popularity: 3,104 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂H₂Cl₂O₂
• Molecular Weight: 128.94 g/mol
• Exact Mass: 127.9431847 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 79-43-6
• 2,2-Dichloroacetic acid
• Dichloracetic acid
• Dichloroethanoic acid
• Acetic acid, dichloro-
• Dichlorethanoic acid
• Urner's liquid
• Bichloracetic acid
• Bichloroacetic Acid
• DCA (acid)
• DICHLORO-ACETIC ACID
• Acetic acid, 2,2-dichloro-
• Kyselina dichloroctova
• Dichloroacetic acid-d2
• NSC 2654
• C2H2Cl2O2
• Dichloroacetic acid (IUPAC)
• Kyselina dichloroctova [Czech]
• CCRIS 4016
• HSDB 6894
• DCA
• NSC-2654
• EINECS 201-207-0
• UN1764
• UNII-9LSH52S3LQ
• BRN 1098596
• 9LSH52S3LQ
• AI3-18370
• DTXSID2020428
• 2,2-DichloroaceticAcid-1-13C
• CHEBI:36386
• 173470-70-7
• NCGC00091444-02
• 4-02-00-00498 (Beilstein Handbook Reference)
• DTXCID20428
• CAS-79-43-6
• SMR000059158
• TF4
• Dichloressigsaeure
• dicloroacetic acid
• DKhUK
• dichloro acetic acid
• MFCD00004223
• WLN: QVYGG
• 2,2-dichloro-acetic acid
• SCHEMBL7777
• MLS000028893
• MLS001074861
• MLS001424165
• CHEMBL13960
• DICHLOROACETIC ACID [MI]
• NSC2654
• BDBM227588
• DICHLOROACETIC ACID [HSDB]
• DICHLOROACETIC ACID [IARC]
• HMS2051P22
• HMS2232H11
• HMS3370D12
• HMS3393P22
• DICHLOROACETIC ACID [VANDF]
• Dichloroacetic acid, puriss., 99%
• Tox21_111133
• Tox21_202363
• Tox21_300419
• Acetic acid, dichloro- (8CI,9CI)
• BBL011449
• DICHLOROACETIC ACID [WHO-DD]
• LMFA01090070
• NA1764
• STL146561
• AKOS005720869
• Tox21_111133_1
• CCG-101070
• DB08809
• LS-1783
• NC00320
• UN 1764
• Dichloroacetic acid, analytical standard
• NCGC00091444-01
• NCGC00091444-03
• NCGC00091444-04
• NCGC00167845-02
• NCGC00254261-01
• NCGC00259912-01
• AS-14228
• Dichloroacetic acid [UN1764] [Corrosive]
• D0308
• Dichloroacetic acid [UN1764] [Corrosive]
• Dichloroacetic acid, biotech. grade, >=98%
• FT-0624700
• Dichloroacetic acid, ReagentPlus(R), >=99%
• EN300-20014
• Q412845
• DCA Deblock (0.36M dichloroacetic acid in toluene)
• Dichloroacetic acid, PESTANAL(R), analytical standard
• WATER DISINFECTION MODEL (DICHLOROACETIC ACID)
• DICHLOROACETIC ACID (SEE ALSOTRICHLOROACETIC ACID)
• F2191-0226
• Z104476414
• InChI=1/C2H2Cl2O2/c3-1(4)2(5)6/h1H,(H,5,6
• Dichloroacetic acid 1000 microg/mL in Methyl-tert-butyl ether

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	-	0.7419	74.19%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7673	76.73%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9666	96.66%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9381	93.81%
P-glycoprotein inhibitior	-	0.9864	98.64%
P-glycoprotein substrate	-	0.9976	99.76%
CYP3A4 substrate	-	0.8105	81.05%
CYP2C9 substrate	-	0.5862	58.62%
CYP2D6 substrate	-	0.8859	88.59%
CYP3A4 inhibition	-	0.9544	95.44%
CYP2C9 inhibition	-	0.8954	89.54%
CYP2C19 inhibition	-	0.9162	91.62%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	-	0.7252	72.52%
CYP2C8 inhibition	-	0.9948	99.48%
CYP inhibitory promiscuity	-	0.9909	99.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.7403	74.03%
Carcinogenicity (trinary)	Non-required	0.7002	70.02%
Eye corrosion	+	1.0000	100.00%
Eye irritation	+	0.9051	90.51%
Skin irritation	+	0.9523	95.23%
Skin corrosion	+	0.9965	99.65%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8334	83.34%
Micronuclear	-	0.7126	71.26%
Hepatotoxicity	+	0.9000	90.00%
skin sensitisation	-	0.5345	53.45%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.6678	66.78%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.5865	58.65%
Acute Oral Toxicity (c)	III	0.8557	85.57%
Estrogen receptor binding	-	0.8507	85.07%
Androgen receptor binding	-	0.8960	89.60%
Thyroid receptor binding	-	0.8015	80.15%
Glucocorticoid receptor binding	-	0.8659	86.59%
Aromatase binding	-	0.8645	86.45%
PPAR gamma	-	0.7800	78.00%
Honey bee toxicity	-	0.7540	75.40%
Biodegradation	+	0.9000	90.00%
Crustacea aquatic toxicity	-	0.9100	91.00%
Fish aquatic toxicity	-	0.4481	44.81%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	70.8 nM; 70.8 nM	Potency; Potency	via CMAUP; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	87.54%	83.82%

Plants that contains it

• Ainsliaea dissecta
• Platycarphella carlinoides
• Pulicaria dysenterica
• Uncaria homomalla

Cross-Links

• PubChem: 6597
• NPASS: NPC278758
• ChEMBL: CHEMBL13960
• LOTUS: LTS0097272
• wikiData: Q412845