Methyl benzoylformate

Details

• Internal ID: fcfe458c-81e5-441d-b614-fbb52a03eed5
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoyl derivatives
• IUPAC Name: methyl 2-oxo-2-phenylacetate
• SMILES (Canonical): COC(=O)C(=O)C1=CC=CC=C1
• SMILES (Isomeric): COC(=O)C(=O)C1=CC=CC=C1
• InChI: InChI=1S/C9H8O3/c1-12-9(11)8(10)7-5-3-2-4-6-7/h2-6H,1H3
• InChI Key: YLHXLHGIAMFFBU-UHFFFAOYSA-N
• Popularity: 189 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O₃
• Molecular Weight: 164.16 g/mol
• Exact Mass: 164.047344113 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 15206-55-0
• methyl 2-oxo-2-phenylacetate
• Methyl phenylglyoxalate
• Methyl oxophenylacetate
• Methyl phenylglyoxylate
• Benzoylformic acid methyl ester
• Phenylglyoxylic acid methyl ester
• Phenylglyoxylic acid, methyl ester
• Benzeneacetic acid, .alpha.-oxo-, methyl ester
• methyl oxo(phenyl)acetate
• Glyoxylic acid, phenyl-, methyl ester
• NSC 171206
• alpha-oxobenzeneacetic acid methyl ester
• 23F2045STG
• EINECS 239-263-3
• NSC-171206
• NSC-409881
• 2-Oxo-2-phenylacetic acid methyl ester
• METHYL PHENYLOXOACETATE
• AI3-07037
• Benzeneacetic acid, alpha-oxo-, methyl ester
• DTXSID9065867
• CHEBI:84256
• EC 239-263-3
• METHOXYCARBONYL PHENYL KETONE
• METHYL 2-PHENYL-2-OXOACETATE
• METHYL .ALPHA.-OXOBENZENEACETATE
• METHYL PHENYL-.ALPHA.-OXOACETATE
• RefChem:818042
• methyl alpha-oxobenzeneacetate
• DTXCID1034927
• METHYL BENZOYLFORMATE [INCI]
• METHYL PHENYL-ALPHA-OXOACETATE
• 239-263-3
• Methylbenzoylformate
• MFCD00008443
• Vicure 55
• 81065-82-9
• methyl benzoyl formate
• Glycopyrronium Bromide EP Impurity H
• UNII-23F2045STG
• Methybenzoylformate
• Benzeneacetic acid, methyl-alpha-oxo-
• METHYL 2-OXO-2-PHENYL-ACETATE
• methyl benzoylformic acid
• Benzoylformate methyl ester
• Methyl oxophenylacetic acid
• Methyl phenylglyoxalic acid
• methyl2-oxo-2-phenylacetate
• Methyl benzoylformate, 98%
• Phenylglyoxylate methyl ester
• SCHEMBL42428
• Methyl 2-oxo-2-Phenylacetate (Methyl Benzoylformate)
• a-Oxobenzeneacetate methyl ester
• benzoyl-formic acid methyl ester
• MSK3430
• Methyl 2-oxo-2-phenylacetic acid
• alpha-Oxobenzeneacetate methyl ester
• a-Oxobenzeneacetic acid methyl ester
• MSK3430-100A
• NSC171206
• NSC409881
• AKOS015960585
• MSK3430-1000A
• FM31120
• AC-23668
• Methyl benzoylformate, analytical standard
• SY014788
• .alpha.-Oxobenzeneacetic acid methyl ester
• DB-043126
• CS-0030595
• NS00008812
• ST50824862
• EN300-1239558
• F209363
• GLYCOPYRRONIUM BROMIDE IMPURITY H [EP IMPURITY]
• Q27157623
• F0001-0544
• Methyl benzoylformate Solution in Acetonitrile, 100ug/mL
• Z3234965409
• Methyl benzoylformate Solution in Acetonitrile, 1000ug/mL
• Glycopyrronium Bromide Imp. H (EP); Methyl 2-Oxo-2-phenylacetate; Methyl Benzoylformate; Glycopyrronium Bromide Impurity H; Glycopyrronium Impurity H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.6318	63.18%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Mitochondria	0.9030	90.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9694	96.94%
OATP1B3 inhibitior	+	0.9763	97.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8902	89.02%
P-glycoprotein inhibitior	-	0.9859	98.59%
P-glycoprotein substrate	-	0.9739	97.39%
CYP3A4 substrate	-	0.7232	72.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8213	82.13%
CYP3A4 inhibition	-	0.9902	99.02%
CYP2C9 inhibition	-	0.9203	92.03%
CYP2C19 inhibition	-	0.9195	91.95%
CYP2D6 inhibition	-	0.9750	97.50%
CYP1A2 inhibition	-	0.6488	64.88%
CYP2C8 inhibition	-	0.7769	77.69%
CYP inhibitory promiscuity	-	0.9132	91.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5583	55.83%
Carcinogenicity (trinary)	Non-required	0.6324	63.24%
Eye corrosion	+	0.8651	86.51%
Eye irritation	+	0.9959	99.59%
Skin irritation	+	0.5949	59.49%
Skin corrosion	-	0.9136	91.36%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8493	84.93%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5409	54.09%
skin sensitisation	+	0.7474	74.74%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.7667	76.67%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.6512	65.12%
Acute Oral Toxicity (c)	III	0.6179	61.79%
Estrogen receptor binding	-	0.9034	90.34%
Androgen receptor binding	-	0.7410	74.10%
Thyroid receptor binding	-	0.8500	85.00%
Glucocorticoid receptor binding	-	0.9647	96.47%
Aromatase binding	-	0.8502	85.02%
PPAR gamma	-	0.9363	93.63%
Honey bee toxicity	-	0.9748	97.48%
Biodegradation	+	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7745	77.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	94.98%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.12%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.37%	95.56%
CHEMBL2535	P11166	Glucose transporter	85.72%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.01%	91.11%
CHEMBL2581	P07339	Cathepsin D	83.43%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.28%	99.17%
CHEMBL5028	O14672	ADAM10	81.40%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.27%	95.50%
CHEMBL4208	P20618	Proteasome component C5	81.25%	90.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.36%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.28%	96.09%

Plants that contains it

• Conioselinum anthriscoides
• Conioselinum officinale
• Salvia tchihatcheffii

Cross-Links

• PubChem: 84835
• NPASS: NPC213509
• LOTUS: LTS0152130
• wikiData: Q105211523