Dimethylmalonic acid

Details

• Internal ID: 77feb661-6115-412a-a7c0-fd4e6c1b5729
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: 2,2-dimethylpropanedioic acid
• SMILES (Canonical): CC(C)(C(=O)O)C(=O)O
• SMILES (Isomeric): CC(C)(C(=O)O)C(=O)O
• InChI: InChI=1S/C5H8O4/c1-5(2,3(6)7)4(8)9/h1-2H3,(H,6,7)(H,8,9)
• InChI Key: OREAFAJWWJHCOT-UHFFFAOYSA-N
• Popularity: 110 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₈O₄
• Molecular Weight: 132.11 g/mol
• Exact Mass: 132.04225873 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.18
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 595-46-0
• 2,2-Dimethylmalonic acid
• dimethylpropanedioic acid
• Propanedioic acid, dimethyl-
• 2,2-dimethylpropanedioic acid
• 2,2-Propanedicarboxylic acid
• Malonic acid, dimethyl-
• dimethyl-malonic acid
• 2,2-Dimethylmalonate
• propanedioic acid dimethyl
• 2,2-dimethyl-propanedioic acid
• CHEMBL3360549
• NSC-836
• 55981WKX6B
• Propanedioic acid, 2,2-dimethyl-
• MFCD00004193
• UNII-55981WKX6B
• NSC 836
• EINECS 209-867-1
• Dimethyl malonic acid
• 2,2-Propanedicarboxylate
• DimethylmalonsA currencyure
• Dimethylmalonic acid, 98%
• SCHEMBL52160
• Hydrogen 2,2-dimethylmalonate
• NSC836
• DTXSID5060489
• CHEBI:111517
• OREAFAJWWJHCOT-UHFFFAOYSA-N
• BDBM50038339
• LMFA01170103
• AKOS005255257
• CS-W007894
• HY-W007894
• AC-22740
• AS-12448
• SY016494
• 4-ACETOXY-BIPHENYL-4-CARBOXYLICACID
• AM20100452
• D2606
• FT-0632477
• EN300-37489
• A832359
• AQ-917/40386832
• J-520371
• Q27191232
• F8881-3077
• Dimethylmalonic acid, Standard for quantitative NMR, TraceCERT(R)
• InChI=1/C5H8O4/c1-5(2,3(6)7)4(8)9/h1-2H3,(H,6,7)(H,8,9
• MU6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7304	73.04%
Caco-2	-	0.6666	66.66%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7579	75.79%
OATP2B1 inhibitior	-	0.8646	86.46%
OATP1B1 inhibitior	+	0.9722	97.22%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9508	95.08%
P-glycoprotein inhibitior	-	0.9872	98.72%
P-glycoprotein substrate	-	0.9952	99.52%
CYP3A4 substrate	-	0.7543	75.43%
CYP2C9 substrate	+	0.5942	59.42%
CYP2D6 substrate	-	0.9081	90.81%
CYP3A4 inhibition	-	0.9234	92.34%
CYP2C9 inhibition	-	0.8843	88.43%
CYP2C19 inhibition	-	0.9760	97.60%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.9636	96.36%
CYP2C8 inhibition	-	0.9954	99.54%
CYP inhibitory promiscuity	-	0.9886	98.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5008	50.08%
Carcinogenicity (trinary)	Non-required	0.7682	76.82%
Eye corrosion	+	0.5981	59.81%
Eye irritation	+	0.9629	96.29%
Skin irritation	+	0.5551	55.51%
Skin corrosion	-	0.4948	49.48%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7945	79.45%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.8939	89.39%
Respiratory toxicity	-	0.9222	92.22%
Reproductive toxicity	-	0.6914	69.14%
Mitochondrial toxicity	-	0.7389	73.89%
Nephrotoxicity	+	0.5267	52.67%
Acute Oral Toxicity (c)	III	0.7729	77.29%
Estrogen receptor binding	-	0.8971	89.71%
Androgen receptor binding	-	0.9032	90.32%
Thyroid receptor binding	-	0.7835	78.35%
Glucocorticoid receptor binding	-	0.8572	85.72%
Aromatase binding	-	0.9231	92.31%
PPAR gamma	-	0.7438	74.38%
Honey bee toxicity	-	0.9365	93.65%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.7230	72.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	83.04%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.32%	96.09%

Plants that contains it

• Ananas comosus

Cross-Links

• PubChem: 11686
• LOTUS: LTS0002196
• wikiData: Q27191232