2-[3-[5-[2-(3,5-Dihydroxyphenyl)ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-5-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 50a34c57-a38f-4725-8d0e-d5653882519d
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-[3-[5-[2-(3,5-dihydroxyphenyl)ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-5-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(=CC=C1C2C(C3=C(O2)C=CC(=C3)C=CC4=CC(=CC(=C4)O)O)C5=CC(=CC(=C5)OC6C(C(C(C(O6)CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2C(C3=C(O2)C=CC(=C3)C=CC4=CC(=CC(=C4)O)O)C5=CC(=CC(=C5)OC6C(C(C(C(O6)CO)O)O)O)O)O
• InChI: InChI=1S/C34H32O11/c35-16-28-30(40)31(41)32(42)34(45-28)43-25-13-20(12-24(39)15-25)29-26-11-17(1-2-18-9-22(37)14-23(38)10-18)3-8-27(26)44-33(29)19-4-6-21(36)7-5-19/h1-15,28-42H,16H2
• InChI Key: ZJIBDVBTKQSZQZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₂O₁₁
• Molecular Weight: 616.60 g/mol
• Exact Mass: 616.19446183 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6558	65.58%
Caco-2	-	0.9174	91.74%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6186	61.86%
OATP2B1 inhibitior	-	0.5665	56.65%
OATP1B1 inhibitior	+	0.8539	85.39%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6878	68.78%
P-glycoprotein inhibitior	+	0.5906	59.06%
P-glycoprotein substrate	-	0.8236	82.36%
CYP3A4 substrate	+	0.6184	61.84%
CYP2C9 substrate	-	0.8137	81.37%
CYP2D6 substrate	-	0.8014	80.14%
CYP3A4 inhibition	-	0.8599	85.99%
CYP2C9 inhibition	-	0.8470	84.70%
CYP2C19 inhibition	-	0.7403	74.03%
CYP2D6 inhibition	-	0.8204	82.04%
CYP1A2 inhibition	-	0.8388	83.88%
CYP2C8 inhibition	+	0.7793	77.93%
CYP inhibitory promiscuity	+	0.6217	62.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5484	54.84%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8815	88.15%
Skin irritation	-	0.7987	79.87%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8444	84.44%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.8550	85.50%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4930	49.30%
Acute Oral Toxicity (c)	III	0.5167	51.67%
Estrogen receptor binding	+	0.7289	72.89%
Androgen receptor binding	+	0.6479	64.79%
Thyroid receptor binding	+	0.6254	62.54%
Glucocorticoid receptor binding	-	0.4632	46.32%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7652	76.52%
Honey bee toxicity	-	0.6773	67.73%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9174	91.74%

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	99.52%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.91%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.30%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.37%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.20%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.49%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	90.81%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.90%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.77%	86.33%
CHEMBL3194	P02766	Transthyretin	89.69%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.83%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.29%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.76%	91.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.44%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.30%	99.17%
CHEMBL242	Q92731	Estrogen receptor beta	83.93%	98.35%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.06%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.14%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.67%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.47%	97.36%

Plants that contains it

• Vitis vinifera

Cross-Links

• PubChem: 85253899
• LOTUS: LTS0197349
• wikiData: Q105377911