[(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-5-acetyloxy-4-[(2R,3R,4S,5R,6R)-6-(acetyloxymethyl)-3,5-dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxolan-3-yl] benzoate

Details

• Internal ID: 78510d85-a99e-4f80-9af0-b4389b4a8423
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-5-acetyloxy-4-[(2R,3R,4S,5R,6R)-6-(acetyloxymethyl)-3,5-dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxolan-3-yl] benzoate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)CO)O)O)O)OC4(C(C(C(O4)CO)O)OC(=O)C5=CC=CC=C5)COC(=O)C=CC6=CC=C(C=C6)O)CO)OC(=O)C)O)OC7C(C(C(C(O7)CO)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@H]2[C@@H]([C@H](O[C@@H]([C@@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O[C@]4([C@H]([C@@H]([C@H](O4)CO)O)OC(=O)C5=CC=CC=C5)COC(=O)/C=C/C6=CC=C(C=C6)O)CO)OC(=O)C)O)O[C@@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O
• InChI: InChI=1S/C50H66O31/c1-20(55)69-18-29-33(61)41(76-46-37(65)35(63)31(59)25(14-51)72-46)39(67)48(75-29)77-42-40(71-21(2)56)28(17-54)74-49(43(42)78-47-38(66)36(64)32(60)26(15-52)73-47)81-50(19-70-30(58)13-10-22-8-11-24(57)12-9-22)44(34(62)27(16-53)80-50)79-45(68)23-6-4-3-5-7-23/h3-13,25-29,31-44,46-49,51-54,57,59-67H,14-19H2,1-2H3/b13-10+/t25-,26-,27-,28-,29-,31-,32-,33-,34-,35+,36+,37-,38-,39-,40-,41+,42+,43-,44+,46-,47+,48-,49-,50+/m1/s1
• InChI Key: WTHDKVHAPKBJOF-QFUVFNSTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₆₆O₃₁
• Molecular Weight: 1163.00 g/mol
• Exact Mass: 1162.35880530 g/mol
• Topological Polar Surface Area (TPSA): 472.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -6.95
• H-Bond Acceptor: 31
• H-Bond Donor: 14
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7327	73.27%
Caco-2	-	0.8695	86.95%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8047	80.47%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8246	82.46%
P-glycoprotein inhibitior	+	0.7365	73.65%
P-glycoprotein substrate	+	0.5409	54.09%
CYP3A4 substrate	+	0.7067	70.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8792	87.92%
CYP3A4 inhibition	-	0.8474	84.74%
CYP2C9 inhibition	-	0.8948	89.48%
CYP2C19 inhibition	-	0.8853	88.53%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.9062	90.62%
CYP2C8 inhibition	+	0.8564	85.64%
CYP inhibitory promiscuity	-	0.7689	76.89%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.8337	83.37%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6918	69.18%
Micronuclear	-	0.6126	61.26%
Hepatotoxicity	-	0.8091	80.91%
skin sensitisation	-	0.8515	85.15%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4939	49.39%
Acute Oral Toxicity (c)	III	0.6176	61.76%
Estrogen receptor binding	+	0.8023	80.23%
Androgen receptor binding	+	0.7352	73.52%
Thyroid receptor binding	+	0.5961	59.61%
Glucocorticoid receptor binding	+	0.7132	71.32%
Aromatase binding	-	0.4888	48.88%
PPAR gamma	+	0.7795	77.95%
Honey bee toxicity	-	0.6535	65.35%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9768	97.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.97%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.64%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.40%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.20%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.55%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.48%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.94%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.99%	94.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.73%	85.14%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	89.65%	89.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.20%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.75%	99.17%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	88.07%	89.44%
CHEMBL226	P30542	Adenosine A1 receptor	87.55%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.70%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.35%	99.23%
CHEMBL5028	O14672	ADAM10	82.58%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.95%	92.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.84%	90.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.54%	95.83%
CHEMBL340	P08684	Cytochrome P450 3A4	80.23%	91.19%

Plants that contains it

• Polygala amarella
• Polygala tenuifolia

Cross-Links

• PubChem: 11968978
• NPASS: NPC192123
• LOTUS: LTS0246337
• wikiData: Q105312542