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

Details

• Internal ID: d09c2163-6237-4efb-aea0-aaa0d7fd2684
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-[(Z)-2-[(2R,3R)-3-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]ethenyl]benzene-1,3-diol
• SMILES (Canonical): C1=CC(=CC=C1C2C(C3=C(C=C(C=C3O2)O)C4C(OC5=C4C=C(C=C5)C=CC6=CC(=CC(=C6)O)O)C7=CC=C(C=C7)O)C8=CC(=CC(=C8)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@@H]2[C@H](C3=C(C=C(C=C3O2)O)[C@H]4[C@@H](OC5=C4C=C(C=C5)/C=C\C6=CC(=CC(=C6)O)O)C7=CC=C(C=C7)O)C8=CC(=CC(=C8)O)O)O
• InChI: InChI=1S/C42H32O9/c43-27-8-4-24(5-9-27)41-38(26-16-31(47)19-32(48)17-26)40-35(20-33(49)21-37(40)51-41)39-34-15-22(1-2-23-13-29(45)18-30(46)14-23)3-12-36(34)50-42(39)25-6-10-28(44)11-7-25/h1-21,38-39,41-49H/b2-1-/t38-,39-,41+,42-/m0/s1
• InChI Key: BDJSWDYSJPVUJA-PSAAUARESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

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

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	-	0.8616	86.16%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5535	55.35%
OATP2B1 inhibitior	+	0.5726	57.26%
OATP1B1 inhibitior	+	0.7940	79.40%
OATP1B3 inhibitior	+	0.8015	80.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7907	79.07%
P-glycoprotein inhibitior	+	0.7568	75.68%
P-glycoprotein substrate	-	0.9073	90.73%
CYP3A4 substrate	+	0.5532	55.32%
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	+	0.7842	78.42%
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	-	0.7728	77.28%
Skin irritation	+	0.5125	51.25%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8721	87.21%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6056	60.56%
skin sensitisation	-	0.6900	69.00%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4709	47.09%
Acute Oral Toxicity (c)	II	0.4136	41.36%
Estrogen receptor binding	+	0.7523	75.23%
Androgen receptor binding	+	0.8240	82.40%
Thyroid receptor binding	+	0.6837	68.37%
Glucocorticoid receptor binding	+	0.6674	66.74%
Aromatase binding	-	0.5506	55.06%
PPAR gamma	+	0.7374	73.74%
Honey bee toxicity	-	0.6681	66.81%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9801	98.01%

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	98.74%	91.11%
CHEMBL3194	P02766	Transthyretin	92.01%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	91.12%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.59%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.40%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.17%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.10%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.53%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	85.49%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.66%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.65%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.57%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.11%	96.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.09%	93.40%
CHEMBL242	Q92731	Estrogen receptor beta	81.80%	98.35%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.64%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.34%	99.17%

Plants that contains it

• Dryobalanops oblongifolia

Cross-Links

• PubChem: 162886254
• LOTUS: LTS0171869
• wikiData: Q104924319