3-(2-Hydroxyphenyl)-2-oxopropanoic acid

Details

• Internal ID: e9a8f59b-5bfc-4362-aac4-0c799158dc6e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpyruvic acid derivatives
• IUPAC Name: 3-(2-hydroxyphenyl)-2-oxopropanoic acid
• SMILES (Canonical): C1=CC=C(C(=C1)CC(=O)C(=O)O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)CC(=O)C(=O)O)O
• InChI: InChI=1S/C9H8O4/c10-7-4-2-1-3-6(7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)
• InChI Key: NTBSWACRSMKRRB-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O₄
• Molecular Weight: 180.16 g/mol
• Exact Mass: 180.04225873 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.59
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• Benzenepropanoic acid, 2-hydroxy-.alpha.-oxo
• o-Hydroxyphenylpyruvic acid
• 3-(2-hydroxyphenyl)-2-oxopropanoic acid
• SCHEMBL58883
• EN300-1867897

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9407	94.07%
Caco-2	+	0.5289	52.89%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9551	95.51%
OATP1B3 inhibitior	+	0.9170	91.70%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9720	97.20%
P-glycoprotein inhibitior	-	0.9938	99.38%
P-glycoprotein substrate	-	0.9836	98.36%
CYP3A4 substrate	-	0.7557	75.57%
CYP2C9 substrate	+	0.5940	59.40%
CYP2D6 substrate	-	0.8186	81.86%
CYP3A4 inhibition	-	0.9691	96.91%
CYP2C9 inhibition	-	0.9520	95.20%
CYP2C19 inhibition	-	0.9634	96.34%
CYP2D6 inhibition	-	0.9611	96.11%
CYP1A2 inhibition	-	0.9752	97.52%
CYP2C8 inhibition	-	0.8771	87.71%
CYP inhibitory promiscuity	-	0.9763	97.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7813	78.13%
Carcinogenicity (trinary)	Non-required	0.7081	70.81%
Eye corrosion	-	0.7478	74.78%
Eye irritation	+	0.9893	98.93%
Skin irritation	+	0.7269	72.69%
Skin corrosion	-	0.8327	83.27%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.8553	85.53%
Micronuclear	+	0.6577	65.77%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	+	0.7397	73.97%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6836	68.36%
Acute Oral Toxicity (c)	III	0.6603	66.03%
Estrogen receptor binding	-	0.9100	91.00%
Androgen receptor binding	-	0.7838	78.38%
Thyroid receptor binding	-	0.8161	81.61%
Glucocorticoid receptor binding	+	0.6260	62.60%
Aromatase binding	-	0.7388	73.88%
PPAR gamma	-	0.6050	60.50%
Honey bee toxicity	-	0.9811	98.11%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9228	92.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.69%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.72%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.21%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.95%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.51%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	80.22%	90.20%

Plants that contains it

• Citrus limon

Cross-Links

• PubChem: 5318322
• NPASS: NPC54158