benzyl 2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxybenzoate

Details

• Internal ID: 0f1d2b0b-e30a-4f53-92af-0446fb346f05
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: benzyl 2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxybenzoate
• SMILES (Canonical): C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C(C=C3)C(=O)OCC4=CC=CC=C4)O)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C(C=C3)C(=O)OCC4=CC=CC=C4)O)O)O)O)O)O)O
• InChI: InChI=1S/C25H30O13/c26-15-8-13(6-7-14(15)23(33)34-9-12-4-2-1-3-5-12)37-25-22(32)20(30)19(29)17(38-25)11-36-24-21(31)18(28)16(27)10-35-24/h1-8,16-22,24-32H,9-11H2/t16-,17-,18+,19-,20+,21-,22-,24+,25-/m1/s1
• InChI Key: ZABKMMUVNRLCLP-YJKVDARUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₁₃
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.16864101 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.61
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7631	76.31%
Caco-2	-	0.9202	92.02%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6808	68.08%
OATP2B1 inhibitior	-	0.8458	84.58%
OATP1B1 inhibitior	+	0.9187	91.87%
OATP1B3 inhibitior	+	0.8670	86.70%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7667	76.67%
P-glycoprotein inhibitior	-	0.6415	64.15%
P-glycoprotein substrate	-	0.8339	83.39%
CYP3A4 substrate	+	0.6179	61.79%
CYP2C9 substrate	-	0.8202	82.02%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.9021	90.21%
CYP2C9 inhibition	-	0.9452	94.52%
CYP2C19 inhibition	-	0.9394	93.94%
CYP2D6 inhibition	-	0.9167	91.67%
CYP1A2 inhibition	-	0.9373	93.73%
CYP2C8 inhibition	+	0.6110	61.10%
CYP inhibitory promiscuity	-	0.9219	92.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7031	70.31%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.8445	84.45%
Skin corrosion	-	0.9709	97.09%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6865	68.65%
Micronuclear	-	0.5052	50.52%
Hepatotoxicity	-	0.8153	81.53%
skin sensitisation	-	0.8546	85.46%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9390	93.90%
Acute Oral Toxicity (c)	III	0.6761	67.61%
Estrogen receptor binding	+	0.7751	77.51%
Androgen receptor binding	+	0.5517	55.17%
Thyroid receptor binding	+	0.5211	52.11%
Glucocorticoid receptor binding	-	0.5218	52.18%
Aromatase binding	+	0.5735	57.35%
PPAR gamma	+	0.7617	76.17%
Honey bee toxicity	-	0.7881	78.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8505	85.05%

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	99.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.28%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.74%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.27%	99.17%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	92.07%	92.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.56%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.08%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.51%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	90.36%	95.93%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.02%	85.31%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.82%	99.15%
CHEMBL220	P22303	Acetylcholinesterase	89.70%	94.45%
CHEMBL3891	P07384	Calpain 1	89.44%	93.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.68%	94.00%
CHEMBL4208	P20618	Proteasome component C5	88.50%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	87.97%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.84%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.20%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.72%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.25%	95.89%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.85%	80.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.31%	91.71%

Plants that contains it

• Pieris formosa

Cross-Links

• PubChem: 163038857
• LOTUS: LTS0193543
• wikiData: Q105369716