Benzoylformic acid

Details

• Internal ID: 849e6e48-d2bc-4f10-9738-92d1e0b1ec98
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoyl derivatives
• IUPAC Name: 2-oxo-2-phenylacetic acid
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)C(=O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)C(=O)O
• InChI: InChI=1S/C8H6O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5H,(H,10,11)
• InChI Key: FAQJJMHZNSSFSM-UHFFFAOYSA-N
• Popularity: 728 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₆O₃
• Molecular Weight: 150.13 g/mol
• Exact Mass: 150.031694049 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• Phenylglyoxylic acid
• 611-73-4
• 2-Oxo-2-phenylacetic acid
• Oxophenylacetic acid
• Benzeneglyoxylic acid
• Phenylgloxylic acid
• oxo(phenyl)acetic acid
• Phenyloxoacetic acid
• 2-Phenylethanoic acid
• Benzoylformate
• Phenylglyoxalate
• Glyoxylic acid, phenyl-
• Phenylglyoxylate
• alpha-Ketophenylacetic acid
• Formic acid, benzoyl-
• alpha-Oxobenzeneacetic acid
• BENZOYL-FORMIC ACID
• Benzeneacetic acid, alpha-oxo-
• 2-Oxo-2-phenylacetate
• Benzeneacetic acid, .alpha.-oxo-
• alpha-Oxo-benzeneacetic acid
• Benzoyl formic acid
• .alpha.-Ketophenylacetic acid
• EINECS 210-278-7
• MFCD00002575
• NSC 28293
• CHEMBL950
• UNII-2PZL5A0W0M
• BRN 0606718
• 2PZL5A0W0M
• AI3-26708
• CHEBI:18280
• 2-OXO-2-PHENYLETHANOIC ACID
• NSC-28293
• Oxophenylacetic Acid (Benzoylformic Acid)
• phenylglyoxalic acid
• 4-10-00-02737 (Beilstein Handbook Reference)
• ACETIC ACID,OXO,PHENYL (PHENYLGLYOXYLIC ACID)
• phenylglyoxilic acid
• 2-oxo-2-phenyl-acetic acid
• HPGO
• phenyl glyoxalic acid
• phenyl glyoxylic acid
• a-Oxophenylacetic acid
• oxo-phenyl-acetic acid
• a-Ketophenylacetic acid
• a-Oxobenzeneacetic acid
• WLN: QVVR
• alpha-Oxophenylacetic acid
• 2-Oxo-2-phenylaceticacid
• bmse000743
• Benzeneacetic acid, a-oxo-
• Phenylglyoxylic acid, 97%
• SCHEMBL38943
• Glyoxylic acid, phenyl- (8CI)
• DTXSID80209993
• NSC28293
• .ALPHA.-OXOBENZENEACETIC ACID
• BDBM50102174
• s6053
• AKOS009158910
• Benzeneacetic acid, alpha-oxo- (9CI)
• CS-W010971
• DB02279
• HY-W010255
• s11007
• AS-11992
• LS-30371
• SY004129
• AM20040854
• B1129
• FT-0622758
• EN300-81664
• Phenylglyoxylic acid, purum, >=98.0% (T)
• C02137
• AH-034/32845038
• Q663909
• W-105187
• GLYCOPYRRONIUM BROMIDE IMPURITY B [EP IMPURITY]
• F0001-1606
• Z381360894
• InChI=1/C8H6O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5H,(H,10,11

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9778	97.78%
Caco-2	+	0.8422	84.22%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8857	88.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9666	96.66%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9402	94.02%
P-glycoprotein inhibitior	-	0.9887	98.87%
P-glycoprotein substrate	-	0.9928	99.28%
CYP3A4 substrate	-	0.8333	83.33%
CYP2C9 substrate	-	0.8208	82.08%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.9862	98.62%
CYP2C9 inhibition	-	0.9737	97.37%
CYP2C19 inhibition	-	0.9834	98.34%
CYP2D6 inhibition	-	0.9571	95.71%
CYP1A2 inhibition	-	0.9534	95.34%
CYP2C8 inhibition	-	0.8548	85.48%
CYP inhibitory promiscuity	-	0.9872	98.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5668	56.68%
Carcinogenicity (trinary)	Non-required	0.7301	73.01%
Eye corrosion	+	0.7747	77.47%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.9264	92.64%
Skin corrosion	-	0.7313	73.13%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9402	94.02%
Micronuclear	-	0.7341	73.41%
Hepatotoxicity	+	0.7427	74.27%
skin sensitisation	+	0.8845	88.45%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.5743	57.43%
Acute Oral Toxicity (c)	III	0.4456	44.56%
Estrogen receptor binding	-	0.9435	94.35%
Androgen receptor binding	-	0.8420	84.20%
Thyroid receptor binding	-	0.7120	71.20%
Glucocorticoid receptor binding	-	0.9117	91.17%
Aromatase binding	-	0.8710	87.10%
PPAR gamma	-	0.7046	70.46%
Honey bee toxicity	-	0.9889	98.89%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8021	80.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	91.65%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.76%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.21%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.78%	86.33%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.70%	87.67%

Plants that contains it

• Vitis vinifera

Cross-Links

• PubChem: 11915
• NPASS: NPC110704
• LOTUS: LTS0170895
• wikiData: Q663909