2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-6-hydroxypyran-4-one

Details

• Internal ID: e7281a3b-bd05-43c7-9101-ce94e53daa7d
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-6-hydroxypyran-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C=CC2=CC(=O)C=C(O2)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1/C=C/C2=CC(=O)C=C(O2)O)O)O
• InChI: InChI=1S/C13H10O5/c14-9-6-10(18-13(17)7-9)3-1-8-2-4-11(15)12(16)5-8/h1-7,15-17H/b3-1+
• InChI Key: QISBNGLMCHHHFG-HNQUOIGGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₅
• Molecular Weight: 246.21 g/mol
• Exact Mass: 246.05282342 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8957	89.57%
Caco-2	+	0.7506	75.06%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7027	70.27%
OATP2B1 inhibitior	-	0.6958	69.58%
OATP1B1 inhibitior	+	0.9580	95.80%
OATP1B3 inhibitior	+	0.9750	97.50%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7590	75.90%
P-glycoprotein inhibitior	-	0.9460	94.60%
P-glycoprotein substrate	-	0.9825	98.25%
CYP3A4 substrate	-	0.6154	61.54%
CYP2C9 substrate	-	0.6253	62.53%
CYP2D6 substrate	-	0.8515	85.15%
CYP3A4 inhibition	-	0.7655	76.55%
CYP2C9 inhibition	-	0.7288	72.88%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.7147	71.47%
CYP inhibitory promiscuity	-	0.6609	66.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6373	63.73%
Eye corrosion	-	0.9812	98.12%
Eye irritation	+	0.9662	96.62%
Skin irritation	+	0.5536	55.36%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8160	81.60%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6391	63.91%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7150	71.50%
Acute Oral Toxicity (c)	III	0.4140	41.40%
Estrogen receptor binding	+	0.8959	89.59%
Androgen receptor binding	+	0.9025	90.25%
Thyroid receptor binding	-	0.5208	52.08%
Glucocorticoid receptor binding	+	0.8558	85.58%
Aromatase binding	+	0.9342	93.42%
PPAR gamma	+	0.8552	85.52%
Honey bee toxicity	-	0.8963	89.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9767	97.67%

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	99.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.16%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	95.04%	91.49%
CHEMBL3194	P02766	Transthyretin	93.00%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.38%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.30%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.90%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.18%	99.15%
CHEMBL2581	P07339	Cathepsin D	85.83%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.50%	80.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.78%	95.50%

Plants that contains it

• Equisetum arvense
• Solanum asperolanatum

Cross-Links

• PubChem: 5353671
• LOTUS: LTS0043439
• wikiData: Q77384578