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

Details

• Internal ID: 505fe46a-e1b2-4c9a-842d-4d66010b767a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-6-(hydroxymethyl)-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-5-(hydroxymethyl)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)OC)CO)OC(=O)C=CC7=CC=C(C=C7)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)OC)CO)OC(=O)/C=C/C7=CC=C(C=C7)O)O)O)O
• InChI: InChI=1S/C52H62O28/c1-24(56)70-22-34-38(62)41(65)43(67)50(74-34)76-45-44(75-36(60)17-11-25-8-13-28(57)14-9-25)33(21-55)73-51(46(45)77-49-42(66)40(64)37(61)31(19-53)72-49)80-52(23-71-35(59)16-12-26-10-15-29(58)30(18-26)69-2)47(39(63)32(20-54)79-52)78-48(68)27-6-4-3-5-7-27/h3-18,31-34,37-47,49-51,53-55,57-58,61-67H,19-23H2,1-2H3/b16-12+,17-11+/t31-,32-,33-,34-,37-,38-,39-,40+,41+,42-,43-,44-,45+,46-,47+,49+,50+,51-,52+/m1/s1
• InChI Key: CQMJVXOIPWZSQT-IOHWPBOOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₆₂O₂₈
• Molecular Weight: 1135.00 g/mol
• Exact Mass: 1134.34276132 g/mol
• Topological Polar Surface Area (TPSA): 422.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -3.36
• H-Bond Acceptor: 28
• H-Bond Donor: 12
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6889	68.89%
Caco-2	-	0.8721	87.21%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7168	71.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8134	81.34%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8525	85.25%
P-glycoprotein inhibitior	+	0.7392	73.92%
P-glycoprotein substrate	+	0.6064	60.64%
CYP3A4 substrate	+	0.7148	71.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.8250	82.50%
CYP2C9 inhibition	-	0.8579	85.79%
CYP2C19 inhibition	-	0.8248	82.48%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.8757	87.57%
CYP2C8 inhibition	+	0.8820	88.20%
CYP inhibitory promiscuity	-	0.7799	77.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7070	70.70%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.8378	83.78%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7665	76.65%
Micronuclear	-	0.5626	56.26%
Hepatotoxicity	-	0.8716	87.16%
skin sensitisation	-	0.8218	82.18%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7575	75.75%
Acute Oral Toxicity (c)	III	0.6242	62.42%
Estrogen receptor binding	+	0.8036	80.36%
Androgen receptor binding	+	0.7123	71.23%
Thyroid receptor binding	+	0.5683	56.83%
Glucocorticoid receptor binding	+	0.6644	66.44%
Aromatase binding	+	0.5524	55.24%
PPAR gamma	+	0.7723	77.23%
Honey bee toxicity	-	0.6387	63.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.9651	96.51%

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	99.45%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.23%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.13%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.47%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	95.22%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.15%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.12%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.89%	95.56%
CHEMBL3194	P02766	Transthyretin	90.53%	90.71%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	89.61%	89.44%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.67%	95.50%
CHEMBL2581	P07339	Cathepsin D	88.63%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.62%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	88.02%	91.19%
CHEMBL4208	P20618	Proteasome component C5	86.07%	90.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.32%	83.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.02%	97.14%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.15%	89.67%
CHEMBL5028	O14672	ADAM10	82.89%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.24%	92.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.67%	95.83%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.82%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.56%	99.23%
CHEMBL2535	P11166	Glucose transporter	80.30%	98.75%

Plants that contains it

• Polygala wattersii

Cross-Links

• PubChem: 10653826
• LOTUS: LTS0099723
• wikiData: Q104968131