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

Details

• Internal ID: ae94f71a-6a04-46e2-a0a4-5919846db80a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[4-(hydroxymethyl)phenoxy]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)CO)CO)O)O)O)(COC(=O)C4=CN=CC=C4)O
• SMILES (Isomeric): C1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC=C(C=C3)CO)CO)O)O)O)(COC(=O)C4=CN=CC=C4)O
• InChI: InChI=1S/C24H29NO12/c26-9-13-3-5-15(6-4-13)35-22-19(18(29)17(28)16(10-27)36-22)37-23-20(30)24(32,12-34-23)11-33-21(31)14-2-1-7-25-8-14/h1-8,16-20,22-23,26-30,32H,9-12H2/t16-,17-,18+,19-,20+,22-,23+,24-/m1/s1
• InChI Key: WLOKQJZIRPRDNQ-JALRXJJFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₉NO₁₂
• Molecular Weight: 523.50 g/mol
• Exact Mass: 523.16897536 g/mol
• Topological Polar Surface Area (TPSA): 198.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.92
• H-Bond Acceptor: 13
• 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	-	0.6611	66.11%
Caco-2	-	0.8670	86.70%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.5918	59.18%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9031	90.31%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7195	71.95%
P-glycoprotein inhibitior	-	0.5703	57.03%
P-glycoprotein substrate	-	0.6700	67.00%
CYP3A4 substrate	+	0.6445	64.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8707	87.07%
CYP3A4 inhibition	-	0.7831	78.31%
CYP2C9 inhibition	-	0.8961	89.61%
CYP2C19 inhibition	-	0.9035	90.35%
CYP2D6 inhibition	-	0.8929	89.29%
CYP1A2 inhibition	-	0.7843	78.43%
CYP2C8 inhibition	+	0.7345	73.45%
CYP inhibitory promiscuity	-	0.6577	65.77%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5362	53.62%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9387	93.87%
Skin irritation	-	0.8249	82.49%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6462	64.62%
Micronuclear	-	0.5026	50.26%
Hepatotoxicity	-	0.7196	71.96%
skin sensitisation	-	0.8398	83.98%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9119	91.19%
Acute Oral Toxicity (c)	III	0.5571	55.71%
Estrogen receptor binding	+	0.7904	79.04%
Androgen receptor binding	+	0.5429	54.29%
Thyroid receptor binding	+	0.5286	52.86%
Glucocorticoid receptor binding	+	0.6543	65.43%
Aromatase binding	+	0.7175	71.75%
PPAR gamma	+	0.6672	66.72%
Honey bee toxicity	-	0.7161	71.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	-	0.7230	72.30%

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	98.13%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.10%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.50%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.29%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.06%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.07%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.63%	97.09%
CHEMBL2243	O00519	Anandamide amidohydrolase	91.44%	97.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.22%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	90.53%	90.17%
CHEMBL4208	P20618	Proteasome component C5	90.29%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.34%	95.89%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.93%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.42%	91.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.18%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.13%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.40%	96.00%
CHEMBL2581	P07339	Cathepsin D	82.63%	98.95%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.99%	93.81%
CHEMBL3891	P07384	Calpain 1	81.43%	93.04%
CHEMBL2996	Q05655	Protein kinase C delta	81.35%	97.79%

Plants that contains it

• Cucurbita pepo

Cross-Links

• PubChem: 11670886
• LOTUS: LTS0045589
• wikiData: Q105308126