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

Details

• Internal ID: 2b1f4140-98f8-48e4-8d8e-daa958c4db87
• 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,5R,6R)-6-(acetyloxymethyl)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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-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=CC7=CC=C(C=C7)O)O)OC8C(C(C(C(O8)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=C/C7=CC=C(C=C7)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
• InChI: InChI=1S/C57H70O32/c1-25(62)77-23-35-40(69)48(84-53-44(73)42(71)38(67)31(19-58)79-53)46(75)55(82-35)85-49-47(83-37(66)18-12-27-9-15-30(64)16-10-27)34(22-61)81-56(50(49)86-54-45(74)43(72)39(68)32(20-59)80-54)89-57(24-78-36(65)17-11-26-7-13-29(63)14-8-26)51(41(70)33(21-60)88-57)87-52(76)28-5-3-2-4-6-28/h2-18,31-35,38-51,53-56,58-61,63-64,67-75H,19-24H2,1H3/b17-11+,18-12+/t31-,32-,33-,34-,35-,38-,39-,40-,41-,42+,43+,44-,45-,46-,47-,48+,49+,50-,51+,53+,54+,55+,56-,57+/m1/s1
• InChI Key: UVIGZMKEASPUPP-VHIGNBJSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₇₀O₃₂
• Molecular Weight: 1267.10 g/mol
• Exact Mass: 1266.3850200 g/mol
• Topological Polar Surface Area (TPSA): 492.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -5.55
• H-Bond Acceptor: 32
• H-Bond Donor: 15
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7343	73.43%
Caco-2	-	0.8665	86.65%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.8133	81.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8083	80.83%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7792	77.92%
P-glycoprotein inhibitior	+	0.7376	73.76%
P-glycoprotein substrate	+	0.5448	54.48%
CYP3A4 substrate	+	0.7064	70.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8792	87.92%
CYP3A4 inhibition	-	0.9013	90.13%
CYP2C9 inhibition	-	0.8821	88.21%
CYP2C19 inhibition	-	0.8649	86.49%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	+	0.8636	86.36%
CYP inhibitory promiscuity	-	0.7754	77.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6535	65.35%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9002	90.02%
Skin irritation	-	0.8314	83.14%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7341	73.41%
Micronuclear	-	0.6226	62.26%
Hepatotoxicity	-	0.8216	82.16%
skin sensitisation	-	0.8599	85.99%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6080	60.80%
Acute Oral Toxicity (c)	III	0.6388	63.88%
Estrogen receptor binding	+	0.7675	76.75%
Androgen receptor binding	+	0.7354	73.54%
Thyroid receptor binding	+	0.5883	58.83%
Glucocorticoid receptor binding	+	0.6702	67.02%
Aromatase binding	+	0.5317	53.17%
PPAR gamma	+	0.7671	76.71%
Honey bee toxicity	-	0.6542	65.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9721	97.21%

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	98.81%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.99%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.06%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.92%	96.00%
CHEMBL2581	P07339	Cathepsin D	92.92%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.58%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	90.92%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.40%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.24%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.13%	94.62%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	87.81%	89.44%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.04%	89.67%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.70%	83.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.96%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.58%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	83.48%	95.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.40%	95.50%
CHEMBL5028	O14672	ADAM10	82.87%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.85%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	81.39%	92.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.53%	95.83%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	80.25%	88.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.08%	97.09%

Plants that contains it

• Polygala amarella
• Polygala tenuifolia

Cross-Links

• PubChem: 10329020
• NPASS: NPC311172
• LOTUS: LTS0036736
• wikiData: Q105279880