2-Hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid

Details

• Internal ID: 07974b6d-2ec8-496b-9e72-f896ab9a8ca7
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxoethyl]benzoic acid
• InChI: InChI=1S/C15H12O5/c16-11-6-4-9(5-7-11)13(18)8-10-2-1-3-12(17)14(10)15(19)20/h1-7,16-17H,8H2,(H,19,20)
• InChI Key: YIGHIFUVVSYMFG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid
• CHEMBL1813260
• DTXSID801190204
• Q27136618
• 2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxoethyl]benzoic acid
• Benzoic acid, 2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxoethyl]-
• 1311319-73-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8231	82.31%
Caco-2	-	0.5183	51.83%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8611	86.11%
OATP2B1 inhibitior	-	0.5759	57.59%
OATP1B1 inhibitior	+	0.9412	94.12%
OATP1B3 inhibitior	+	0.8945	89.45%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7066	70.66%
P-glycoprotein inhibitior	-	0.9584	95.84%
P-glycoprotein substrate	-	0.9031	90.31%
CYP3A4 substrate	-	0.6467	64.67%
CYP2C9 substrate	+	0.5382	53.82%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.5666	56.66%
CYP2C19 inhibition	-	0.7474	74.74%
CYP2D6 inhibition	-	0.8515	85.15%
CYP1A2 inhibition	-	0.8892	88.92%
CYP2C8 inhibition	+	0.7075	70.75%
CYP inhibitory promiscuity	-	0.7084	70.84%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7935	79.35%
Carcinogenicity (trinary)	Non-required	0.7635	76.35%
Eye corrosion	-	0.9938	99.38%
Eye irritation	+	0.9263	92.63%
Skin irritation	-	0.5666	56.66%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9184	91.84%
Micronuclear	+	0.6659	66.59%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7210	72.10%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7153	71.53%
Acute Oral Toxicity (c)	III	0.7175	71.75%
Estrogen receptor binding	+	0.8146	81.46%
Androgen receptor binding	+	0.6069	60.69%
Thyroid receptor binding	-	0.6338	63.38%
Glucocorticoid receptor binding	+	0.8078	80.78%
Aromatase binding	+	0.8062	80.62%
PPAR gamma	+	0.8390	83.90%
Honey bee toxicity	-	0.9639	96.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9808	98.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1255126	O15151	Protein Mdm4	91.49%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.26%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.86%	95.56%
CHEMBL2535	P11166	Glucose transporter	87.60%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.72%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.64%	91.11%
CHEMBL3194	P02766	Transthyretin	86.34%	90.71%
CHEMBL2581	P07339	Cathepsin D	84.92%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.83%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.15%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.18%	94.73%

Plants that contains it

• Scorzonera psychrophila

Cross-Links

• PubChem: 53359352
• LOTUS: LTS0037102
• wikiData: Q27136618