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

Details

• Internal ID: a9afbfa4-5671-44ab-a64c-a6978f3f1684
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-[[3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethenyl]-1-benzofuran-4-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(=CC=C1C=CC2=CC3=C(C(=C2)OC4C(C(C(C(O4)CO)O)O)O)C(=C(O3)C5=CC=C(C=C5)O)C6=CC(=CC(=C6)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC2=CC3=C(C(=C2)OC4C(C(C(C(O4)CO)O)O)O)C(=C(O3)C5=CC=C(C=C5)O)C6=CC(=CC(=C6)O)O)O
• InChI: InChI=1S/C34H30O11/c35-16-27-30(40)31(41)32(42)34(45-27)44-26-12-18(2-1-17-3-7-21(36)8-4-17)11-25-29(26)28(20-13-23(38)15-24(39)14-20)33(43-25)19-5-9-22(37)10-6-19/h1-15,27,30-32,34-42H,16H2
• InChI Key: OEQJLUQMXLGGTF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₀O₁₁
• Molecular Weight: 614.60 g/mol
• Exact Mass: 614.17881177 g/mol
• Topological Polar Surface Area (TPSA): 193.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.94
• 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	-	0.9220	92.20%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6186	61.86%
OATP2B1 inhibitior	-	0.5533	55.33%
OATP1B1 inhibitior	+	0.9058	90.58%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8372	83.72%
P-glycoprotein inhibitior	+	0.6871	68.71%
P-glycoprotein substrate	-	0.7392	73.92%
CYP3A4 substrate	+	0.6126	61.26%
CYP2C9 substrate	+	0.5537	55.37%
CYP2D6 substrate	-	0.8194	81.94%
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	+	0.8861	88.61%
CYP inhibitory promiscuity	+	0.6217	62.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5484	54.84%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8619	86.19%
Skin irritation	-	0.7987	79.87%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8216	82.16%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.7519	75.19%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7689	76.89%
Acute Oral Toxicity (c)	III	0.5167	51.67%
Estrogen receptor binding	+	0.7971	79.71%
Androgen receptor binding	+	0.8070	80.70%
Thyroid receptor binding	+	0.6651	66.51%
Glucocorticoid receptor binding	+	0.6268	62.68%
Aromatase binding	+	0.5888	58.88%
PPAR gamma	+	0.7828	78.28%
Honey bee toxicity	-	0.6937	69.37%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
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	98.81%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.05%	89.00%
CHEMBL3194	P02766	Transthyretin	96.73%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	94.71%	98.35%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.17%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.22%	91.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.06%	95.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.67%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.34%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.99%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.70%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.79%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.77%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.16%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.17%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.51%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.03%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.85%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.60%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.41%	95.64%

Plants that contains it

• Anigozanthos preissii

Cross-Links

• PubChem: 163037033
• LOTUS: LTS0203541
• wikiData: Q105190463