5-[4-Hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

Details

• Internal ID: 77965fc0-f76a-4acc-821a-abff5b7622c0
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-[4-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
• InChI: InChI=1S/C28H20O7/c29-18-4-1-14(2-5-18)28-26(17-7-20(31)12-21(32)8-17)27-22(33)9-16(11-25(27)35-28)23-10-15-3-6-19(30)13-24(15)34-23/h1-13,26,28-33H
• InChI Key: WWXPWSBEBWGKKO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₀O₇
• Molecular Weight: 468.50 g/mol
• Exact Mass: 468.12090297 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.89
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	-	0.8467	84.67%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6767	67.67%
OATP2B1 inhibitior	+	0.5731	57.31%
OATP1B1 inhibitior	+	0.7732	77.32%
OATP1B3 inhibitior	-	0.3173	31.73%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7619	76.19%
P-glycoprotein inhibitior	+	0.7062	70.62%
P-glycoprotein substrate	-	0.6680	66.80%
CYP3A4 substrate	+	0.5516	55.16%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	+	0.4075	40.75%
CYP3A4 inhibition	+	0.5462	54.62%
CYP2C9 inhibition	+	0.9248	92.48%
CYP2C19 inhibition	+	0.8391	83.91%
CYP2D6 inhibition	-	0.8110	81.10%
CYP1A2 inhibition	+	0.9059	90.59%
CYP2C8 inhibition	+	0.8433	84.33%
CYP inhibitory promiscuity	+	0.9234	92.34%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4300	43.00%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.5215	52.15%
Skin irritation	+	0.5375	53.75%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8278	82.78%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7878	78.78%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.5985	59.85%
Acute Oral Toxicity (c)	III	0.4540	45.40%
Estrogen receptor binding	+	0.8064	80.64%
Androgen receptor binding	+	0.8223	82.23%
Thyroid receptor binding	+	0.7411	74.11%
Glucocorticoid receptor binding	+	0.8488	84.88%
Aromatase binding	+	0.6455	64.55%
PPAR gamma	+	0.8721	87.21%
Honey bee toxicity	-	0.8367	83.67%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9499	94.99%

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	97.97%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.75%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.35%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.93%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.29%	97.09%
CHEMBL3891	P07384	Calpain 1	83.71%	93.04%
CHEMBL2581	P07339	Cathepsin D	83.39%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.04%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.93%	85.11%
CHEMBL3194	P02766	Transthyretin	82.12%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.68%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	80.23%	94.73%

Plants that contains it

• Gnetum gnemon

Cross-Links

• PubChem: 73155210
• LOTUS: LTS0113648
• wikiData: Q104667630