5-[(2R,3R)-4-hydroxy-6-[(2R,3S)-4-hydroxy-2-(4-hydroxyphenyl)-6-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	21148daa-343f-427d-8375-06c43382e2cc
Taxonomy	Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name	5-[(2R,3R)-4-hydroxy-6-[(2R,3S)-4-hydroxy-2-(4-hydroxyphenyl)-6-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
SMILES (Canonical)	C1=CC(=CC=C1C=CC2=CC(=C3C(C(OC3=C2)C4=CC=C(C=C4)O)C5=CC(=C6C(C(OC6=C5)C7=CC=C(C=C7)O)C8=CC(=CC(=C8)O)O)O)O)O
SMILES (Isomeric)	C1=CC(=CC=C1/C=C/C2=CC(=C3[C@@H]([C@@H](OC3=C2)C4=CC=C(C=C4)O)C5=CC(=C6[C@H]([C@@H](OC6=C5)C7=CC=C(C=C7)O)C8=CC(=CC(=C8)O)O)O)O)O
InChI	InChI=1S/C42H32O9/c43-28-9-3-22(4-10-28)1-2-23-15-33(48)39-35(16-23)50-42(25-7-13-30(45)14-8-25)38(39)27-19-34(49)40-36(20-27)51-41(24-5-11-29(44)12-6-24)37(40)26-17-31(46)21-32(47)18-26/h1-21,37-38,41-49H/b2-1+/t37-,38+,41+,42+/m1/s1
InChI Key	RZIMZQMLANTRFI-IBDZOLEWSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₄₂H₃₂O₉
Molecular Weight	680.70 g/mol
Exact Mass	680.20463259 g/mol
Topological Polar Surface Area (TPSA)	160.00 Å²
XlogP	7.70
Atomic LogP (AlogP)	8.33
H-Bond Acceptor	9
H-Bond Donor	7
Rotatable Bonds	6

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	-	0.8770	87.70%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5535	55.35%
OATP2B1 inhibitior	+	0.5745	57.45%
OATP1B1 inhibitior	+	0.8450	84.50%
OATP1B3 inhibitior	+	0.8015	80.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7997	79.97%
P-glycoprotein inhibitior	+	0.7368	73.68%
P-glycoprotein substrate	-	0.9283	92.83%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6202	62.02%
CYP2D6 substrate	+	0.3681	36.81%
CYP3A4 inhibition	+	0.6476	64.76%
CYP2C9 inhibition	+	0.9283	92.83%
CYP2C19 inhibition	+	0.8370	83.70%
CYP2D6 inhibition	-	0.8256	82.56%
CYP1A2 inhibition	+	0.8993	89.93%
CYP2C8 inhibition	+	0.7194	71.94%
CYP inhibitory promiscuity	+	0.9650	96.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Danger	0.4413	44.13%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.7974	79.74%
Skin irritation	+	0.5125	51.25%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7054	70.54%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6013	60.13%
skin sensitisation	-	0.6900	69.00%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5198	51.98%
Acute Oral Toxicity (c)	II	0.4136	41.36%
Estrogen receptor binding	+	0.7049	70.49%
Androgen receptor binding	+	0.7963	79.63%
Thyroid receptor binding	+	0.6794	67.94%
Glucocorticoid receptor binding	+	0.7143	71.43%
Aromatase binding	-	0.5102	51.02%
PPAR gamma	+	0.7632	76.32%
Honey bee toxicity	-	0.8225	82.25%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9801	98.01%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.45%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.49%	91.49%
CHEMBL3194	P02766	Transthyretin	94.04%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.86%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.25%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.56%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.82%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.79%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.94%	96.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.52%	89.67%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.