Methyl 3,6-dihydroxy-2-[2-(2-hydroxyphenyl)ethynyl]benzoate

Details

• Internal ID: 4ff64e4a-946d-4607-867a-15d4b6adaecc
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters > m-Hydroxybenzoic acid esters
• IUPAC Name: methyl 3,6-dihydroxy-2-[2-(2-hydroxyphenyl)ethynyl]benzoate
• SMILES (Canonical): COC(=O)C1=C(C=CC(=C1C#CC2=CC=CC=C2O)O)O
• SMILES (Isomeric): COC(=O)C1=C(C=CC(=C1C#CC2=CC=CC=C2O)O)O
• InChI: InChI=1S/C16H12O5/c1-21-16(20)15-11(13(18)8-9-14(15)19)7-6-10-4-2-3-5-12(10)17/h2-5,8-9,17-19H,1H3
• InChI Key: YJBSCVZENPBFIM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₅
• Molecular Weight: 284.26 g/mol
• Exact Mass: 284.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	-	0.8752	87.52%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9228	92.28%
OATP2B1 inhibitior	-	0.5754	57.54%
OATP1B1 inhibitior	+	0.9406	94.06%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6347	63.47%
P-glycoprotein inhibitior	-	0.7995	79.95%
P-glycoprotein substrate	-	0.9172	91.72%
CYP3A4 substrate	-	0.5085	50.85%
CYP2C9 substrate	-	0.6244	62.44%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	-	0.7856	78.56%
CYP2C9 inhibition	-	0.5361	53.61%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9611	96.11%
CYP1A2 inhibition	+	0.6792	67.92%
CYP2C8 inhibition	+	0.5267	52.67%
CYP inhibitory promiscuity	+	0.5084	50.84%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.6215	62.15%
Carcinogenicity (trinary)	Non-required	0.6054	60.54%
Eye corrosion	-	0.9578	95.78%
Eye irritation	+	0.7940	79.40%
Skin irritation	-	0.5749	57.49%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8112	81.12%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9492	94.92%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6183	61.83%
Acute Oral Toxicity (c)	III	0.3952	39.52%
Estrogen receptor binding	+	0.8044	80.44%
Androgen receptor binding	+	0.7424	74.24%
Thyroid receptor binding	+	0.6621	66.21%
Glucocorticoid receptor binding	+	0.7252	72.52%
Aromatase binding	+	0.6551	65.51%
PPAR gamma	+	0.7376	73.76%
Honey bee toxicity	-	0.9395	93.95%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9859	98.59%

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	96.48%	91.11%
CHEMBL2535	P11166	Glucose transporter	89.17%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.07%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.74%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.02%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.03%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.96%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	80.73%	90.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.73%	93.65%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.61%	91.07%

Plants that contains it

• Sparganium eurycarpum

Cross-Links

• PubChem: 90887469
• NPASS: NPC302612
• LOTUS: LTS0136072
• wikiData: Q105349164