(E)-N-[3-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-[4-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]butyl]amino]propyl]-3-(4-hydroxyphenyl)prop-2-enamide

Details

• Internal ID: 62836fcb-cdc0-4971-bed7-e1a1ecd92a72
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: (E)-N-[3-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-[4-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]amino]butyl]amino]propyl]-3-(4-hydroxyphenyl)prop-2-enamide
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)NCCCCN(CCCNC(=O)C=CC2=CC=C(C=C2)O)C(=O)C=CC3=CC(=C(C=C3)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)NCCCCN(CCCNC(=O)/C=C/C2=CC=C(C=C2)O)C(=O)/C=C/C3=CC(=C(C=C3)O)O)O
• InChI: InChI=1S/C35H39N3O8/c1-46-32-24-27(8-15-30(32)41)10-17-34(44)36-19-2-3-21-38(35(45)18-11-26-7-14-29(40)31(42)23-26)22-4-20-37-33(43)16-9-25-5-12-28(39)13-6-25/h5-18,23-24,39-42H,2-4,19-22H2,1H3,(H,36,44)(H,37,43)/b16-9+,17-10+,18-11+
• InChI Key: CKDZIXLGCFHXCI-JMLMEZNISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₉N₃O₈
• Molecular Weight: 629.70 g/mol
• Exact Mass: 629.27371521 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7403	74.03%
Caco-2	-	0.8792	87.92%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8779	87.79%
OATP2B1 inhibitior	+	0.5759	57.59%
OATP1B1 inhibitior	+	0.8774	87.74%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8876	88.76%
P-glycoprotein inhibitior	+	0.8530	85.30%
P-glycoprotein substrate	+	0.6078	60.78%
CYP3A4 substrate	+	0.6384	63.84%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8150	81.50%
CYP3A4 inhibition	+	0.8550	85.50%
CYP2C9 inhibition	-	0.7497	74.97%
CYP2C19 inhibition	-	0.7882	78.82%
CYP2D6 inhibition	-	0.7119	71.19%
CYP1A2 inhibition	-	0.9070	90.70%
CYP2C8 inhibition	+	0.7270	72.70%
CYP inhibitory promiscuity	-	0.9464	94.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8143	81.43%
Carcinogenicity (trinary)	Non-required	0.6841	68.41%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9281	92.81%
Skin irritation	-	0.7360	73.60%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3838	38.38%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8970	89.70%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8353	83.53%
Acute Oral Toxicity (c)	III	0.6657	66.57%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	+	0.8875	88.75%
Thyroid receptor binding	+	0.5655	56.55%
Glucocorticoid receptor binding	+	0.6005	60.05%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7055	70.55%
Honey bee toxicity	-	0.8575	85.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9276	92.76%

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	99.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.60%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.67%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.33%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.95%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.46%	86.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.97%	85.31%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.68%	89.62%
CHEMBL4208	P20618	Proteasome component C5	90.47%	90.00%
CHEMBL3194	P02766	Transthyretin	90.07%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.87%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.85%	93.10%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.30%	89.67%
CHEMBL2535	P11166	Glucose transporter	85.55%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.96%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	84.85%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	84.66%	90.20%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.47%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.74%	95.89%

Plants that contains it

• Quercus dentata

Cross-Links

• PubChem: 101999896
• LOTUS: LTS0157362
• wikiData: Q104962192