Dimethyl oxalate

Details

• Internal ID: a58dff75-46e2-4028-a555-59d9b8214d8b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: dimethyl oxalate
• SMILES (Canonical): COC(=O)C(=O)OC
• SMILES (Isomeric): COC(=O)C(=O)OC
• InChI: InChI=1S/C4H6O4/c1-7-3(5)4(6)8-2/h1-2H3
• InChI Key: LOMVENUNSWAXEN-UHFFFAOYSA-N
• Popularity: 420 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₆O₄
• Molecular Weight: 118.09 g/mol
• Exact Mass: 118.02660867 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.67
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 553-90-2
• METHYL OXALATE
• Oxalic acid dimethyl ester
• Ethanedioic acid, dimethyl ester
• Oxalic acid, dimethyl ester
• IQ3Q79344S
• NSC-9374
• Ethanedioic acid, 1,2-dimethyl ester
• dimethyl ethanedioate
• NSC 9374
• EINECS 209-053-6
• MFCD00008442
• UNII-IQ3Q79344S
• AI3-21214
• SCHEMBL8295
• METHYL OXALATE [MI]
• CHEBI:6859
• DIMETHYL OXALATE [INCI]
• DTXSID9060287
• NSC9374
• AMY37133
• AKOS000269022
• Dimethyl oxalate, ReagentPlus(R), 99%
• AS-12646
• FT-0625150
• O0080
• EN300-20093
• E78838
• Dimethyl oxalate, Vetec(TM) reagent grade, 98%
• A830619
• Q412931
• Q-200995
• F0001-1452
• InChI=1/C4H6O4/c1-7-3(5)4(6)8-2/h1-2H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9409	94.09%
Caco-2	-	0.5363	53.63%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7920	79.20%
OATP2B1 inhibitior	-	0.8691	86.91%
OATP1B1 inhibitior	+	0.9772	97.72%
OATP1B3 inhibitior	+	0.9616	96.16%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9646	96.46%
P-glycoprotein inhibitior	-	0.9798	97.98%
P-glycoprotein substrate	-	0.9901	99.01%
CYP3A4 substrate	-	0.7358	73.58%
CYP2C9 substrate	-	0.6217	62.17%
CYP2D6 substrate	-	0.8375	83.75%
CYP3A4 inhibition	-	0.9811	98.11%
CYP2C9 inhibition	-	0.9483	94.83%
CYP2C19 inhibition	-	0.9538	95.38%
CYP2D6 inhibition	-	0.9660	96.60%
CYP1A2 inhibition	-	0.9340	93.40%
CYP2C8 inhibition	-	0.9932	99.32%
CYP inhibitory promiscuity	-	0.9677	96.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5307	53.07%
Carcinogenicity (trinary)	Non-required	0.7709	77.09%
Eye corrosion	+	0.9620	96.20%
Eye irritation	+	0.9935	99.35%
Skin irritation	-	0.5977	59.77%
Skin corrosion	-	0.5634	56.34%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6992	69.92%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5409	54.09%
skin sensitisation	+	0.8761	87.61%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.8098	80.98%
Acute Oral Toxicity (c)	III	0.5924	59.24%
Estrogen receptor binding	-	0.9542	95.42%
Androgen receptor binding	-	0.9281	92.81%
Thyroid receptor binding	-	0.9009	90.09%
Glucocorticoid receptor binding	-	0.9605	96.05%
Aromatase binding	-	0.8355	83.55%
PPAR gamma	-	0.9734	97.34%
Honey bee toxicity	-	0.8516	85.16%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.4082	40.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.36%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	89.53%	83.82%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.16%	94.33%

Plants that contains it

• Astragalus trimestris

Cross-Links

• PubChem: 11120
• LOTUS: LTS0213962
• wikiData: Q412931