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

Details

• Internal ID: 3c08c3a6-77ef-4705-945b-a89705b44bd0
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 4-[6-hydroxy-2-(4-hydroxyphenyl)-4-[2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,2-diol
• InChI: InChI=1S/C28H22O6/c29-20-8-2-16(3-9-20)1-4-18-13-22(31)15-25-26(18)27(19-7-12-23(32)24(33)14-19)28(34-25)17-5-10-21(30)11-6-17/h1-15,27-33H
• InChI Key: FWNQHARNXFOCMU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₂O₆
• Molecular Weight: 454.50 g/mol
• Exact Mass: 454.14163842 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.65
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	-	0.8329	83.29%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5247	52.47%
OATP2B1 inhibitior	+	0.5627	56.27%
OATP1B1 inhibitior	+	0.8554	85.54%
OATP1B3 inhibitior	+	0.9749	97.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7273	72.73%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.9179	91.79%
CYP3A4 substrate	+	0.5060	50.60%
CYP2C9 substrate	+	0.6176	61.76%
CYP2D6 substrate	-	0.6658	66.58%
CYP3A4 inhibition	-	0.7610	76.10%
CYP2C9 inhibition	+	0.8721	87.21%
CYP2C19 inhibition	+	0.5269	52.69%
CYP2D6 inhibition	-	0.8698	86.98%
CYP1A2 inhibition	+	0.8888	88.88%
CYP2C8 inhibition	+	0.7476	74.76%
CYP inhibitory promiscuity	+	0.8902	89.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9108	91.08%
Carcinogenicity (trinary)	Warning	0.4348	43.48%
Eye corrosion	-	0.9873	98.73%
Eye irritation	+	0.6531	65.31%
Skin irritation	+	0.5244	52.44%
Skin corrosion	-	0.9312	93.12%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7823	78.23%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6994	69.94%
skin sensitisation	-	0.6403	64.03%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4798	47.98%
Acute Oral Toxicity (c)	II	0.4388	43.88%
Estrogen receptor binding	+	0.6356	63.56%
Androgen receptor binding	+	0.8558	85.58%
Thyroid receptor binding	+	0.7666	76.66%
Glucocorticoid receptor binding	+	0.7747	77.47%
Aromatase binding	+	0.6395	63.95%
PPAR gamma	+	0.8299	82.99%
Honey bee toxicity	-	0.8167	81.67%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9863	98.63%

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	99.31%	91.11%
CHEMBL3194	P02766	Transthyretin	97.12%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	96.74%	91.49%
CHEMBL242	Q92731	Estrogen receptor beta	93.00%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.48%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.17%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	89.27%	83.82%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.06%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.20%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	84.74%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.95%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.12%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.85%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.70%	94.45%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.29%	89.67%

Plants that contains it

• Upuna borneensis

Cross-Links

• PubChem: 163042291
• LOTUS: LTS0000514
• wikiData: Q105003434