2-Hydroxy-6-[2-(3,4-dihydroxyphenyl)-2-oxo-ethyl]benzoic acid

Details

• Internal ID: ee71ac72-e275-4cf3-ad08-2ade30d144c3
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-[2-(3,4-dihydroxyphenyl)-2-oxoethyl]-6-hydroxybenzoic acid
• InChI: InChI=1S/C15H12O6/c16-10-5-4-8(6-13(10)19)12(18)7-9-2-1-3-11(17)14(9)15(20)21/h1-6,16-17,19H,7H2,(H,20,21)
• InChI Key: FIXMXSICQFRCLX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 2-hydroxy-6-[2-(3,4-dihydroxyphenyl)-2-oxo-ethyl]benzoic acid
• CHEMBL1813261
• DTXSID001174436
• 2-[2-(3,4-dihydroxyphenyl)-2-oxoethyl]-6-hydroxybenzoic acid
• Q27136619
• Benzoic acid, 2-[2-(3,4-dihydroxyphenyl)-2-oxoethyl]-6-hydroxy-
• 1311319-74-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6072	60.72%
Caco-2	-	0.5644	56.44%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7185	71.85%
OATP2B1 inhibitior	-	0.5554	55.54%
OATP1B1 inhibitior	+	0.9642	96.42%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8186	81.86%
P-glycoprotein inhibitior	-	0.9648	96.48%
P-glycoprotein substrate	-	0.9243	92.43%
CYP3A4 substrate	-	0.6515	65.15%
CYP2C9 substrate	+	0.5504	55.04%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.6431	64.31%
CYP2C9 inhibition	-	0.7609	76.09%
CYP2C19 inhibition	-	0.9488	94.88%
CYP2D6 inhibition	-	0.8772	87.72%
CYP1A2 inhibition	-	0.8572	85.72%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8785	87.85%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8097	80.97%
Carcinogenicity (trinary)	Non-required	0.7194	71.94%
Eye corrosion	-	0.9942	99.42%
Eye irritation	+	0.9136	91.36%
Skin irritation	-	0.5740	57.40%
Skin corrosion	-	0.8886	88.86%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8580	85.80%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.5552	55.52%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5487	54.87%
Acute Oral Toxicity (c)	III	0.7659	76.59%
Estrogen receptor binding	+	0.7781	77.81%
Androgen receptor binding	+	0.6800	68.00%
Thyroid receptor binding	-	0.6420	64.20%
Glucocorticoid receptor binding	+	0.8270	82.70%
Aromatase binding	+	0.6940	69.40%
PPAR gamma	+	0.7580	75.80%
Honey bee toxicity	-	0.9564	95.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9774	97.74%

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	96.10%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.52%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	90.03%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.08%	95.56%
CHEMBL3194	P02766	Transthyretin	88.93%	90.71%
CHEMBL2535	P11166	Glucose transporter	88.84%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	84.65%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.29%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.07%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.24%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.76%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.15%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.02%	90.17%

Plants that contains it

• Scorzonera psychrophila

Cross-Links

• PubChem: 53359459
• LOTUS: LTS0131578
• wikiData: Q27136619