methyl 5-ethyl-4-[2-oxo-2-[[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]ethyl]pyridine-3-carboxylate

Details

• Internal ID: 10b8d298-c2db-44f8-9b7a-fe8841d5c032
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: methyl 5-ethyl-4-[2-oxo-2-[[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]ethyl]pyridine-3-carboxylate
• SMILES (Canonical): CCC1=CN=CC(=C1CC(=O)OCC2C(C(C(C(O2)OCCC3=CC=C(C=C3)O)O)O)O)C(=O)OC
• SMILES (Isomeric): CCC1=CN=CC(=C1CC(=O)OC[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)OCCC3=CC=C(C=C3)O)O)O)O)C(=O)OC
• InChI: InChI=1S/C25H31NO10/c1-3-15-11-26-12-18(24(32)33-2)17(15)10-20(28)35-13-19-21(29)22(30)23(31)25(36-19)34-9-8-14-4-6-16(27)7-5-14/h4-7,11-12,19,21-23,25,27,29-31H,3,8-10,13H2,1-2H3/t19-,21-,22+,23-,25-/m0/s1
• InChI Key: IHIMINBSEFNCDY-BRGVPEGFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₁NO₁₀
• Molecular Weight: 505.50 g/mol
• Exact Mass: 505.19479619 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.29
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7785	77.85%
Caco-2	-	0.8495	84.95%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7248	72.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8104	81.04%
OATP1B3 inhibitior	+	0.9163	91.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7652	76.52%
P-glycoprotein inhibitior	-	0.4363	43.63%
P-glycoprotein substrate	-	0.6415	64.15%
CYP3A4 substrate	+	0.6387	63.87%
CYP2C9 substrate	-	0.6156	61.56%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.7512	75.12%
CYP2C9 inhibition	-	0.6557	65.57%
CYP2C19 inhibition	-	0.6328	63.28%
CYP2D6 inhibition	-	0.9049	90.49%
CYP1A2 inhibition	-	0.6218	62.18%
CYP2C8 inhibition	+	0.8595	85.95%
CYP inhibitory promiscuity	-	0.7301	73.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6451	64.51%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9484	94.84%
Skin irritation	-	0.8515	85.15%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.6978	69.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4609	46.09%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8849	88.49%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7663	76.63%
Acute Oral Toxicity (c)	III	0.7101	71.01%
Estrogen receptor binding	+	0.7830	78.30%
Androgen receptor binding	+	0.5442	54.42%
Thyroid receptor binding	-	0.5129	51.29%
Glucocorticoid receptor binding	+	0.7057	70.57%
Aromatase binding	+	0.6279	62.79%
PPAR gamma	+	0.5663	56.63%
Honey bee toxicity	-	0.7742	77.42%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.6860	68.60%

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	98.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.89%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.66%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.76%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.61%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.54%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.39%	94.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	92.29%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.13%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.61%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.57%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.23%	95.89%
CHEMBL2535	P11166	Glucose transporter	84.28%	98.75%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.12%	92.29%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.31%	97.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.08%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.34%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.34%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.27%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.80%	96.95%

Plants that contains it

• Ligustrum vulgare

Cross-Links

• PubChem: 162993483
• LOTUS: LTS0223250
• wikiData: Q105113066