methyl 2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

Details

• Internal ID: 435a6ae6-fb35-46c8-ba5e-cb082547849a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: methyl 2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• InChI: InChI=1S/C14H18O10/c1-22-13(21)9-6(17)2-5(16)3-7(9)23-14-12(20)11(19)10(18)8(4-15)24-14/h2-3,8,10-12,14-20H,4H2,1H3/t8-,10-,11+,12-,14-/m1/s1
• InChI Key: BPZGFQUPPGBRRC-RRZLQCMWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₁₀
• Molecular Weight: 346.29 g/mol
• Exact Mass: 346.08999677 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.94
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7149	71.49%
Caco-2	-	0.9089	90.89%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6648	66.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8845	88.45%
OATP1B3 inhibitior	+	0.9586	95.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9485	94.85%
P-glycoprotein inhibitior	-	0.9194	91.94%
P-glycoprotein substrate	-	0.8806	88.06%
CYP3A4 substrate	+	0.5344	53.44%
CYP2C9 substrate	-	0.8196	81.96%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.8632	86.32%
CYP2C9 inhibition	-	0.8775	87.75%
CYP2C19 inhibition	-	0.9154	91.54%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.8980	89.80%
CYP2C8 inhibition	+	0.4752	47.52%
CYP inhibitory promiscuity	-	0.7229	72.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7412	74.12%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.8913	89.13%
Skin irritation	-	0.8102	81.02%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3882	38.82%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8743	87.43%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5573	55.73%
Acute Oral Toxicity (c)	III	0.7844	78.44%
Estrogen receptor binding	-	0.4903	49.03%
Androgen receptor binding	-	0.6952	69.52%
Thyroid receptor binding	-	0.6086	60.86%
Glucocorticoid receptor binding	+	0.5918	59.18%
Aromatase binding	+	0.5266	52.66%
PPAR gamma	+	0.5708	57.08%
Honey bee toxicity	-	0.8744	87.44%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.5277	52.77%

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	98.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.63%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.61%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.55%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.92%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.55%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.34%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.31%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.30%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162867475
• LOTUS: LTS0134834
• wikiData: Q104944231