[2-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2-[(2S,3R,4S,5S,6R)-6-(benzoyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-6-hydroxybenzoate

Details

• Internal ID: 5adfb0f8-2845-4e57-8e75-e0e6edd3b77b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [2-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 2-[(2S,3R,4S,5S,6R)-6-(benzoyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-6-hydroxybenzoate
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)OCC2C(C(C(C(O2)OC3=CC=CC(=C3C(=O)OCC4=CC=CC=C4OC5C(C(C(C(O5)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC=CC(=C3C(=O)OCC4=CC=CC=C4O[C@@H]5[C@H]([C@@H]([C@H]([C@@H](O5)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C33H36O16/c34-13-21-24(36)26(38)28(40)32(48-21)46-19-11-5-4-9-17(19)14-44-31(43)23-18(35)10-6-12-20(23)47-33-29(41)27(39)25(37)22(49-33)15-45-30(42)16-7-2-1-3-8-16/h1-12,21-22,24-29,32-41H,13-15H2/t21-,22+,24-,25+,26+,27-,28-,29+,32-,33+/m0/s1
• InChI Key: XQSWKZNKGXASCN-WLSCENOSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₆O₁₆
• Molecular Weight: 688.60 g/mol
• Exact Mass: 688.20033506 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -1.03
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8901	89.01%
Caco-2	-	0.8913	89.13%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5779	57.79%
OATP2B1 inhibitior	-	0.8437	84.37%
OATP1B1 inhibitior	+	0.8935	89.35%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8788	87.88%
P-glycoprotein inhibitior	+	0.6867	68.67%
P-glycoprotein substrate	-	0.7334	73.34%
CYP3A4 substrate	+	0.6073	60.73%
CYP2C9 substrate	-	0.8196	81.96%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.9046	90.46%
CYP2C9 inhibition	-	0.8905	89.05%
CYP2C19 inhibition	-	0.9261	92.61%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9536	95.36%
CYP2C8 inhibition	+	0.6834	68.34%
CYP inhibitory promiscuity	-	0.8920	89.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7117	71.17%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.8751	87.51%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6780	67.80%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8826	88.26%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5577	55.77%
Acute Oral Toxicity (c)	III	0.5227	52.27%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	-	0.4842	48.42%
Thyroid receptor binding	+	0.5149	51.49%
Glucocorticoid receptor binding	-	0.4664	46.64%
Aromatase binding	-	0.5398	53.98%
PPAR gamma	+	0.6834	68.34%
Honey bee toxicity	-	0.8252	82.52%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7901	79.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.66%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.63%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.01%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	93.39%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	92.23%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.99%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.40%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.17%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.13%	99.23%
CHEMBL2535	P11166	Glucose transporter	85.29%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.14%	97.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.65%	83.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.34%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	83.11%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	82.43%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.40%	96.61%

Plants that contains it

• Prunus grayana

Cross-Links

• PubChem: 162952881
• LOTUS: LTS0202602
• wikiData: Q105340015