6-[2-(3,4-Dihydroxyphenyl)ethenyl]pyran-2-one

Details

• Internal ID: f888888d-fa83-4c37-b9eb-302a841bf85b
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 6-[2-(3,4-dihydroxyphenyl)ethenyl]pyran-2-one
• SMILES (Canonical): C1=CC(=O)OC(=C1)C=CC2=CC(=C(C=C2)O)O
• SMILES (Isomeric): C1=CC(=O)OC(=C1)C=CC2=CC(=C(C=C2)O)O
• InChI: InChI=1S/C13H10O4/c14-11-7-5-9(8-12(11)15)4-6-10-2-1-3-13(16)17-10/h1-8,14-15H
• InChI Key: QCRKNGUJNLYFRV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₄
• Molecular Weight: 230.22 g/mol
• Exact Mass: 230.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9080	90.80%
Caco-2	+	0.5907	59.07%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7451	74.51%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.9637	96.37%
OATP1B3 inhibitior	+	0.9599	95.99%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7969	79.69%
P-glycoprotein inhibitior	-	0.9287	92.87%
P-glycoprotein substrate	-	0.9774	97.74%
CYP3A4 substrate	-	0.6431	64.31%
CYP2C9 substrate	-	0.6129	61.29%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.7870	78.70%
CYP2C9 inhibition	-	0.6343	63.43%
CYP2C19 inhibition	-	0.8573	85.73%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.8941	89.41%
CYP2C8 inhibition	-	0.7345	73.45%
CYP inhibitory promiscuity	-	0.6450	64.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6111	61.11%
Eye corrosion	-	0.9775	97.75%
Eye irritation	+	0.9704	97.04%
Skin irritation	+	0.5562	55.62%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8260	82.60%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.6141	61.41%
skin sensitisation	+	0.5077	50.77%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6997	69.97%
Acute Oral Toxicity (c)	III	0.4386	43.86%
Estrogen receptor binding	+	0.9370	93.70%
Androgen receptor binding	+	0.7863	78.63%
Thyroid receptor binding	+	0.5473	54.73%
Glucocorticoid receptor binding	+	0.8577	85.77%
Aromatase binding	+	0.9265	92.65%
PPAR gamma	+	0.7855	78.55%
Honey bee toxicity	-	0.9191	91.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9800	98.00%

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	99.39%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.64%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.30%	95.56%
CHEMBL3194	P02766	Transthyretin	94.54%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.58%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.97%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.38%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.25%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.09%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.73%	96.00%
CHEMBL3959	P16083	Quinone reductase 2	84.60%	89.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.59%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.94%	94.45%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.50%	80.78%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.07%	93.40%

Plants that contains it

• Aniba parviflora

Cross-Links

• PubChem: 162999728
• LOTUS: LTS0271986
• wikiData: Q105218484