N-[2-(4-hydroxyphenyl)ethyl]-3-[3-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enamide

Details

• Internal ID: 9c27d4f0-10ab-4fd9-b247-221c63c42843
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: N-[2-(4-hydroxyphenyl)ethyl]-3-[3-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enamide
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)NCCC2=CC=C(C=C2)O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C=CC(=O)NCCC2=CC=C(C=C2)O)OC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C24H29NO9/c1-32-18-12-15(5-9-20(28)25-11-10-14-2-6-16(27)7-3-14)4-8-17(18)33-24-23(31)22(30)21(29)19(13-26)34-24/h2-9,12,19,21-24,26-27,29-31H,10-11,13H2,1H3,(H,25,28)
• InChI Key: JDPZMMGKJNMRBW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₉NO₉
• Molecular Weight: 475.50 g/mol
• Exact Mass: 475.18423150 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.05
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5744	57.44%
Caco-2	-	0.8591	85.91%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5445	54.45%
OATP2B1 inhibitior	-	0.7118	71.18%
OATP1B1 inhibitior	+	0.8631	86.31%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9317	93.17%
P-glycoprotein inhibitior	-	0.4787	47.87%
P-glycoprotein substrate	+	0.5868	58.68%
CYP3A4 substrate	+	0.6466	64.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8437	84.37%
CYP3A4 inhibition	-	0.8028	80.28%
CYP2C9 inhibition	-	0.8080	80.80%
CYP2C19 inhibition	-	0.8777	87.77%
CYP2D6 inhibition	-	0.6063	60.63%
CYP1A2 inhibition	-	0.8673	86.73%
CYP2C8 inhibition	+	0.8801	88.01%
CYP inhibitory promiscuity	-	0.7880	78.80%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6943	69.43%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9618	96.18%
Skin irritation	-	0.7782	77.82%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6622	66.22%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.8323	83.23%
skin sensitisation	-	0.8790	87.90%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9130	91.30%
Acute Oral Toxicity (c)	III	0.7454	74.54%
Estrogen receptor binding	-	0.5493	54.93%
Androgen receptor binding	+	0.7019	70.19%
Thyroid receptor binding	-	0.5193	51.93%
Glucocorticoid receptor binding	+	0.6055	60.55%
Aromatase binding	-	0.5769	57.69%
PPAR gamma	+	0.5880	58.80%
Honey bee toxicity	-	0.7371	73.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.7438	74.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.04%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.33%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.20%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.09%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.01%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.38%	89.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	91.16%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.30%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	88.72%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	88.40%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.78%	95.50%
CHEMBL4208	P20618	Proteasome component C5	85.87%	90.00%
CHEMBL2535	P11166	Glucose transporter	85.80%	98.75%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	85.59%	97.03%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.20%	85.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.18%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.77%	95.56%
CHEMBL3194	P02766	Transthyretin	83.53%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.75%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.88%	90.71%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.24%	89.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.09%	97.14%

Plants that contains it

• Stephania longa

Cross-Links

• PubChem: 75103897
• LOTUS: LTS0168844
• wikiData: Q105125658