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

Details

• Internal ID: 3d6e44ac-585a-48e1-8128-184937b7cdca
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-6-(acetyloxymethyl)-4-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-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-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-4-hydroxy-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)O)COC(=O)C)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)O)COC(=O)C)OC(=O)/C=C/C7=CC=C(C=C7)O)O)O)O
• InChI: InChI=1S/C53H62O29/c1-24(56)71-21-34-39(64)42(67)44(69)51(75-34)78-46-45(77-37(62)17-11-26-8-13-29(58)14-9-26)35(22-72-25(2)57)76-52(47(46)79-50-43(68)41(66)38(63)32(19-54)74-50)82-53(23-73-36(61)16-12-27-10-15-30(59)31(60)18-27)48(40(65)33(20-55)81-53)80-49(70)28-6-4-3-5-7-28/h3-18,32-35,38-48,50-52,54-55,58-60,63-69H,19-23H2,1-2H3/b16-12+,17-11+/t32-,33-,34-,35-,38-,39-,40-,41+,42+,43-,44-,45-,46+,47-,48+,50+,51+,52-,53+/m1/s1
• InChI Key: NPNKPEBRQTXZSZ-PIPRRICASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₆₂O₂₉
• Molecular Weight: 1163.00 g/mol
• Exact Mass: 1162.33767594 g/mol
• Topological Polar Surface Area (TPSA): 439.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -3.10
• H-Bond Acceptor: 29
• 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	-	0.6854	68.54%
Caco-2	-	0.8706	87.06%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.7855	78.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8190	81.90%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8477	84.77%
P-glycoprotein inhibitior	+	0.7399	73.99%
P-glycoprotein substrate	+	0.5374	53.74%
CYP3A4 substrate	+	0.7063	70.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8765	87.65%
CYP3A4 inhibition	-	0.8066	80.66%
CYP2C9 inhibition	-	0.8538	85.38%
CYP2C19 inhibition	-	0.8317	83.17%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	-	0.8559	85.59%
CYP2C8 inhibition	+	0.8691	86.91%
CYP inhibitory promiscuity	-	0.7369	73.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7144	71.44%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.8376	83.76%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7287	72.87%
Micronuclear	-	0.5926	59.26%
Hepatotoxicity	-	0.8841	88.41%
skin sensitisation	-	0.8278	82.78%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6845	68.45%
Acute Oral Toxicity (c)	III	0.6244	62.44%
Estrogen receptor binding	+	0.8132	81.32%
Androgen receptor binding	+	0.7219	72.19%
Thyroid receptor binding	+	0.5788	57.88%
Glucocorticoid receptor binding	+	0.6589	65.89%
Aromatase binding	+	0.5677	56.77%
PPAR gamma	+	0.7805	78.05%
Honey bee toxicity	-	0.6505	65.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9822	98.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.49%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.39%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.93%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.25%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.29%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.06%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.37%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.81%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.95%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.34%	83.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.03%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.71%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.80%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.05%	90.00%
CHEMBL3194	P02766	Transthyretin	86.99%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	86.39%	91.19%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.36%	89.44%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.75%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	84.51%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	83.22%	92.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.10%	94.80%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.66%	89.67%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.58%	95.83%
CHEMBL5028	O14672	ADAM10	82.17%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.75%	99.23%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	80.54%	88.00%

Plants that contains it

• Polygala wattersii

Cross-Links

• PubChem: 10724988
• LOTUS: LTS0086723
• wikiData: Q105183169