(2R,3S)-2-(3-hydroxy-5-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[(E)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide

Details

• Internal ID: 97448f4e-e192-462d-b917-3425ce72fee9
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2R,3S)-2-(3-hydroxy-5-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[(E)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide
• SMILES (Canonical): COC1=CC(=CC(=C1)O)C2C(C3=C(O2)C(=CC(=C3)C=CC(=O)NCCC4=CC=C(C=C4)O)OC)C(=O)NCCC5=CC=C(C=C5)O
• SMILES (Isomeric): COC1=CC(=CC(=C1)O)[C@H]2[C@H](C3=C(O2)C(=CC(=C3)/C=C/C(=O)NCCC4=CC=C(C=C4)O)OC)C(=O)NCCC5=CC=C(C=C5)O
• InChI: InChI=1S/C36H36N2O8/c1-44-29-20-25(19-28(41)21-29)34-33(36(43)38-16-14-23-5-10-27(40)11-6-23)30-17-24(18-31(45-2)35(30)46-34)7-12-32(42)37-15-13-22-3-8-26(39)9-4-22/h3-12,17-21,33-34,39-41H,13-16H2,1-2H3,(H,37,42)(H,38,43)/b12-7+/t33-,34-/m0/s1
• InChI Key: BPTUEFHHKWWGMV-XQNSOVPUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₆N₂O₈
• Molecular Weight: 624.70 g/mol
• Exact Mass: 624.24716611 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.77
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	-	0.8409	84.09%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7220	72.20%
OATP2B1 inhibitior	+	0.7172	71.72%
OATP1B1 inhibitior	+	0.8633	86.33%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7861	78.61%
BSEP inhibitior	+	0.9824	98.24%
P-glycoprotein inhibitior	+	0.8639	86.39%
P-glycoprotein substrate	+	0.7085	70.85%
CYP3A4 substrate	+	0.6889	68.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7961	79.61%
CYP3A4 inhibition	+	0.8344	83.44%
CYP2C9 inhibition	-	0.6105	61.05%
CYP2C19 inhibition	-	0.6193	61.93%
CYP2D6 inhibition	-	0.8189	81.89%
CYP1A2 inhibition	-	0.6872	68.72%
CYP2C8 inhibition	+	0.9113	91.13%
CYP inhibitory promiscuity	+	0.5331	53.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5689	56.89%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9320	93.20%
Skin irritation	-	0.7898	78.98%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8058	80.58%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.7198	71.98%
skin sensitisation	-	0.8913	89.13%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7780	77.80%
Acute Oral Toxicity (c)	III	0.6601	66.01%
Estrogen receptor binding	+	0.7800	78.00%
Androgen receptor binding	+	0.8329	83.29%
Thyroid receptor binding	+	0.6083	60.83%
Glucocorticoid receptor binding	+	0.7285	72.85%
Aromatase binding	-	0.5706	57.06%
PPAR gamma	+	0.7295	72.95%
Honey bee toxicity	-	0.7060	70.60%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.7058	70.58%

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	99.21%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.16%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	95.12%	85.31%
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.76%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.87%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.35%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	90.06%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.91%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.07%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.97%	94.45%
CHEMBL233	P35372	Mu opioid receptor	88.69%	97.93%
CHEMBL2535	P11166	Glucose transporter	87.84%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.76%	95.89%
CHEMBL236	P41143	Delta opioid receptor	87.60%	99.35%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	87.06%	89.33%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	86.76%	96.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.16%	97.09%
CHEMBL4208	P20618	Proteasome component C5	84.13%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.97%	96.95%
CHEMBL255	P29275	Adenosine A2b receptor	81.47%	98.59%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.13%	89.67%

Plants that contains it

• Mitrephora tomentosa

Cross-Links

• PubChem: 163190059
• LOTUS: LTS0116773
• wikiData: Q104944025