[5-[4,5-Dihydroxy-2-[4-(2-hydroxyethyl)phenoxy]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl pyridine-3-carboxylate

Details

• Internal ID: 8d687b1c-597f-41eb-bbad-d44247ca2edf
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [5-[4,5-dihydroxy-2-[4-(2-hydroxyethyl)phenoxy]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl pyridine-3-carboxylate
• SMILES (Canonical): C1C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)CCO)CO)O)O)O)(COC(=O)C4=CN=CC=C4)O
• SMILES (Isomeric): C1C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)CCO)CO)O)O)O)(COC(=O)C4=CN=CC=C4)O
• InChI: InChI=1S/C25H31NO12/c27-9-7-14-3-5-16(6-4-14)36-23-20(19(30)18(29)17(11-28)37-23)38-24-21(31)25(33,13-35-24)12-34-22(32)15-2-1-8-26-10-15/h1-6,8,10,17-21,23-24,27-31,33H,7,9,11-13H2
• InChI Key: SXPOXYLEVCBOBE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₁NO₁₂
• Molecular Weight: 537.50 g/mol
• Exact Mass: 537.18462542 g/mol
• Topological Polar Surface Area (TPSA): 198.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.88
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6420	64.20%
Caco-2	-	0.8688	86.88%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6855	68.55%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8921	89.21%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8665	86.65%
P-glycoprotein inhibitior	-	0.5166	51.66%
P-glycoprotein substrate	-	0.5886	58.86%
CYP3A4 substrate	+	0.6564	65.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7822	78.22%
CYP2C9 inhibition	-	0.8214	82.14%
CYP2C19 inhibition	-	0.8685	86.85%
CYP2D6 inhibition	-	0.8917	89.17%
CYP1A2 inhibition	-	0.7619	76.19%
CYP2C8 inhibition	+	0.7776	77.76%
CYP inhibitory promiscuity	-	0.6875	68.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5487	54.87%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9405	94.05%
Skin irritation	-	0.8118	81.18%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7259	72.59%
Micronuclear	-	0.6026	60.26%
Hepatotoxicity	-	0.7196	71.96%
skin sensitisation	-	0.8529	85.29%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8835	88.35%
Acute Oral Toxicity (c)	III	0.5703	57.03%
Estrogen receptor binding	+	0.7778	77.78%
Androgen receptor binding	+	0.5580	55.80%
Thyroid receptor binding	+	0.5361	53.61%
Glucocorticoid receptor binding	+	0.6370	63.70%
Aromatase binding	+	0.7247	72.47%
PPAR gamma	+	0.6379	63.79%
Honey bee toxicity	-	0.6899	68.99%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	-	0.8074	80.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	98.47%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.94%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.42%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.64%	94.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	94.13%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.15%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.09%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.61%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.17%	97.09%
CHEMBL2243	O00519	Anandamide amidohydrolase	91.23%	97.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.04%	95.89%
CHEMBL4208	P20618	Proteasome component C5	87.93%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.92%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.47%	91.24%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.84%	94.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.53%	91.07%
CHEMBL221	P23219	Cyclooxygenase-1	83.17%	90.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.75%	89.34%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.87%	96.00%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.27%	93.81%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.31%	81.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.13%	92.62%

Plants that contains it

• Cucurbita pepo

Cross-Links

• PubChem: 72989832
• LOTUS: LTS0261366
• wikiData: Q105263266