3-[[6-[2-(3,4-Dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl]methyl]-4-hydroxy-6-[2-(4-hydroxyphenyl)ethenyl]pyran-2-one

Details

• Internal ID: ef3dc6e0-ca98-498e-bb31-b77966648543
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 3-[[6-[2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2-oxopyran-3-yl]methyl]-4-hydroxy-6-[2-(4-hydroxyphenyl)ethenyl]pyran-2-one
• InChI: InChI=1S/C27H20O9/c28-17-6-1-15(2-7-17)3-8-18-12-23(30)20(26(33)35-18)14-21-24(31)13-19(36-27(21)34)9-4-16-5-10-22(29)25(32)11-16/h1-13,28-32H,14H2
• InChI Key: JHIQFXAUIGSZJC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₀O₉
• Molecular Weight: 488.40 g/mol
• Exact Mass: 488.11073221 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.05
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7245	72.45%
Caco-2	-	0.8760	87.60%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6853	68.53%
OATP2B1 inhibitior	+	0.5734	57.34%
OATP1B1 inhibitior	+	0.8406	84.06%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7087	70.87%
P-glycoprotein inhibitior	-	0.4644	46.44%
P-glycoprotein substrate	-	0.9159	91.59%
CYP3A4 substrate	-	0.5481	54.81%
CYP2C9 substrate	+	0.6268	62.68%
CYP2D6 substrate	-	0.8576	85.76%
CYP3A4 inhibition	-	0.8192	81.92%
CYP2C9 inhibition	-	0.5207	52.07%
CYP2C19 inhibition	-	0.7878	78.78%
CYP2D6 inhibition	-	0.9597	95.97%
CYP1A2 inhibition	-	0.9484	94.84%
CYP2C8 inhibition	+	0.6442	64.42%
CYP inhibitory promiscuity	-	0.8980	89.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6893	68.93%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8070	80.70%
Skin irritation	-	0.6221	62.21%
Skin corrosion	-	0.9221	92.21%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.3761	37.61%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6581	65.81%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7985	79.85%
Acute Oral Toxicity (c)	III	0.4038	40.38%
Estrogen receptor binding	+	0.8684	86.84%
Androgen receptor binding	+	0.9153	91.53%
Thyroid receptor binding	-	0.5070	50.70%
Glucocorticoid receptor binding	+	0.7835	78.35%
Aromatase binding	+	0.5478	54.78%
PPAR gamma	+	0.8426	84.26%
Honey bee toxicity	-	0.8063	80.63%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9802	98.02%

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	99.30%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.99%	91.49%
CHEMBL3194	P02766	Transthyretin	96.54%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.41%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.76%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.95%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.36%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.04%	99.15%
CHEMBL2581	P07339	Cathepsin D	87.54%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	85.69%	98.35%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.23%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.54%	99.17%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.45%	91.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.12%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76170131
• LOTUS: LTS0183323
• wikiData: Q104169538