(2R,3R,4S,5R,6R)-2-[(1S,2R)-1-(3,4-dihydroxyphenyl)-1-methoxybutan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 82a55de7-004c-429e-8afd-dc71cebb283e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5R,6R)-2-[(1S,2R)-1-(3,4-dihydroxyphenyl)-1-methoxybutan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C17H26O9/c1-3-11(16(24-2)8-4-5-9(19)10(20)6-8)25-17-15(23)14(22)13(21)12(7-18)26-17/h4-6,11-23H,3,7H2,1-2H3/t11-,12-,13+,14+,15-,16+,17-/m1/s1
• InChI Key: YDRLBSDBGNWEND-GCQFEJBASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₉
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.15768240 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.62
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7059	70.59%
Caco-2	-	0.8066	80.66%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6595	65.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8549	85.49%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9083	90.83%
P-glycoprotein inhibitior	-	0.9216	92.16%
P-glycoprotein substrate	-	0.8413	84.13%
CYP3A4 substrate	-	0.5220	52.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8176	81.76%
CYP3A4 inhibition	-	0.8129	81.29%
CYP2C9 inhibition	-	0.7726	77.26%
CYP2C19 inhibition	-	0.7634	76.34%
CYP2D6 inhibition	-	0.9148	91.48%
CYP1A2 inhibition	-	0.8009	80.09%
CYP2C8 inhibition	-	0.7087	70.87%
CYP inhibitory promiscuity	-	0.5793	57.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7132	71.32%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9579	95.79%
Skin irritation	-	0.8390	83.90%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4593	45.93%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8305	83.05%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7944	79.44%
Acute Oral Toxicity (c)	III	0.7971	79.71%
Estrogen receptor binding	-	0.5402	54.02%
Androgen receptor binding	-	0.4855	48.55%
Thyroid receptor binding	+	0.6294	62.94%
Glucocorticoid receptor binding	+	0.5988	59.88%
Aromatase binding	-	0.5389	53.89%
PPAR gamma	-	0.5283	52.83%
Honey bee toxicity	-	0.7663	76.63%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.4526	45.26%

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	99.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.93%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.90%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.62%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.09%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.18%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.84%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.52%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.47%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.24%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.06%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163106702
• LOTUS: LTS0122219
• wikiData: Q105346995