(E)-2-(4,5-Dihydroxy-2-(3-((4-Hydroxyphenethyl)Amino)-3-Oxopropyl)Phenyl)-3-(4-Hydroxy-3,5-Dimethoxyphenyl)-N-(4-Hydroxyphenethyl)Acrylamide

Details

• Internal ID: 321adb99-d34c-465d-a8de-92f320156892
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (E)-2-[4,5-dihydroxy-2-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxopropyl]phenyl]-3-(4-hydroxy-3,5-dimethoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=C(C2=CC(=C(C=C2CCC(=O)NCCC3=CC=C(C=C3)O)O)O)C(=O)NCCC4=CC=C(C=C4)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)/C=C(\C2=CC(=C(C=C2CCC(=O)NCCC3=CC=C(C=C3)O)O)O)/C(=O)NCCC4=CC=C(C=C4)O
• InChI: InChI=1S/C36H38N2O9/c1-46-32-18-24(19-33(47-2)35(32)44)17-29(36(45)38-16-14-23-5-10-27(40)11-6-23)28-21-31(42)30(41)20-25(28)7-12-34(43)37-15-13-22-3-8-26(39)9-4-22/h3-6,8-11,17-21,39-42,44H,7,12-16H2,1-2H3,(H,37,43)(H,38,45)/b29-17+
• InChI Key: VASQGZWVOIBRRE-STBIYBPSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₈N₂O₉
• Molecular Weight: 642.70 g/mol
• Exact Mass: 642.25773079 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.42
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 14

Synonyms

• (E)-2-(4,5-Dihydroxy-2-(3-((4-Hydroxyphenethyl)Amino)-3-Oxopropyl)Phenyl)-3-(4-Hydroxy-3,5-Dimethoxyphenyl)-N-(4-Hydroxyphenethyl)Acrylamide
• (E)-2-(4,5-dihydroxy-2-(3-(2-(4-hydroxyphenyl)ethylamino)-3-oxopropyl)phenyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)-N-(2-(4-hydroxyphenyl)ethyl)prop-2-enamide
• (E)-2-[4,5-dihydroxy-2-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxopropyl]phenyl]-3-(4-hydroxy-3,5-dimethoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
• RefChem:69996
• CHEMBL2337120
• SCHEMBL28351558

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9133	91.33%
Caco-2	-	0.8727	87.27%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8533	85.33%
OATP2B1 inhibitior	+	0.7153	71.53%
OATP1B1 inhibitior	+	0.8421	84.21%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.7686	76.86%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9730	97.30%
P-glycoprotein inhibitior	+	0.8425	84.25%
P-glycoprotein substrate	+	0.7397	73.97%
CYP3A4 substrate	+	0.6256	62.56%
CYP2C9 substrate	-	0.8111	81.11%
CYP2D6 substrate	-	0.8009	80.09%
CYP3A4 inhibition	+	0.5838	58.38%
CYP2C9 inhibition	-	0.8221	82.21%
CYP2C19 inhibition	-	0.7370	73.70%
CYP2D6 inhibition	-	0.7040	70.40%
CYP1A2 inhibition	-	0.6539	65.39%
CYP2C8 inhibition	+	0.8903	89.03%
CYP inhibitory promiscuity	-	0.9538	95.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8243	82.43%
Carcinogenicity (trinary)	Non-required	0.7029	70.29%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9105	91.05%
Skin irritation	-	0.7409	74.09%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6452	64.52%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.6800	68.00%
skin sensitisation	-	0.8849	88.49%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6524	65.24%
Acute Oral Toxicity (c)	III	0.6850	68.50%
Estrogen receptor binding	+	0.8606	86.06%
Androgen receptor binding	+	0.7765	77.65%
Thyroid receptor binding	+	0.5877	58.77%
Glucocorticoid receptor binding	+	0.7345	73.45%
Aromatase binding	+	0.5296	52.96%
PPAR gamma	+	0.7718	77.18%
Honey bee toxicity	-	0.7121	71.21%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9089	90.89%

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	99.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.21%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.52%	99.17%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	94.90%	97.03%
CHEMBL2535	P11166	Glucose transporter	94.60%	98.75%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.55%	97.21%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	92.87%	96.67%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.49%	93.10%
CHEMBL1255126	O15151	Protein Mdm4	92.31%	90.20%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	91.96%	89.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.67%	94.45%
CHEMBL3492	P49721	Proteasome Macropain subunit	90.20%	90.24%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.70%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	89.14%	94.73%
CHEMBL4208	P20618	Proteasome component C5	87.24%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.97%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.03%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.24%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	81.32%	94.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.23%	94.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.03%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.74%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.31%	90.71%

Plants that contains it

• Lycium chinense

Cross-Links

• PubChem: 71524307
• NPASS: NPC107602
• ChEMBL: CHEMBL2337120
• LOTUS: LTS0106141
• wikiData: Q105282958