[2-[6-(Acetyloxymethyl)-4-[6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-[3-(4-hydroxyphenyl)prop-2-enoyloxy]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)-2-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxolan-3-yl] benzoate

Details

• Internal ID: 372bfaa7-d0b8-44d1-9113-6b6fe85650ca
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [2-[6-(acetyloxymethyl)-4-[6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-[3-(4-hydroxyphenyl)prop-2-enoyloxy]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)-2-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]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)COC(=O)C)OC(=O)C=CC7=CC=C(C=C7)O)O)O)O
• SMILES (Isomeric): 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)COC(=O)C)OC(=O)C=CC7=CC=C(C=C7)O)O)O)O
• InChI: InChI=1S/C53H62O28/c1-25(56)70-22-34-39(63)42(66)44(68)51(74-34)77-46-45(76-37(61)19-13-28-10-16-31(59)17-11-28)35(23-71-26(2)57)75-52(47(46)78-50-43(67)41(65)38(62)32(20-54)73-50)81-53(24-72-36(60)18-12-27-8-14-30(58)15-9-27)48(40(64)33(21-55)80-53)79-49(69)29-6-4-3-5-7-29/h3-19,32-35,38-48,50-52,54-55,58-59,62-68H,20-24H2,1-2H3
• InChI Key: YFSGWKMZYCREJF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₆₂O₂₈
• Molecular Weight: 1147.00 g/mol
• Exact Mass: 1146.34276132 g/mol
• Topological Polar Surface Area (TPSA): 419.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.80
• H-Bond Acceptor: 28
• H-Bond Donor: 11
• 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	-	0.8716	87.16%
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	+	0.8046	80.46%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8682	86.82%
P-glycoprotein inhibitior	+	0.7385	73.85%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7005	70.05%
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	+	0.8566	85.66%
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	-	0.9038	90.38%
Skin irritation	-	0.8337	83.37%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7381	73.81%
Micronuclear	-	0.6126	61.26%
Hepatotoxicity	-	0.8716	87.16%
skin sensitisation	-	0.8515	85.15%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4646	46.46%
Acute Oral Toxicity (c)	III	0.6176	61.76%
Estrogen receptor binding	+	0.8171	81.71%
Androgen receptor binding	+	0.7342	73.42%
Thyroid receptor binding	+	0.5693	56.93%
Glucocorticoid receptor binding	+	0.6520	65.20%
Aromatase binding	+	0.5349	53.49%
PPAR gamma	+	0.7716	77.16%
Honey bee toxicity	-	0.6514	65.14%
Biodegradation	-	0.8000	80.00%
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	98.33%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.44%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.64%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.93%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.92%	96.00%
CHEMBL2581	P07339	Cathepsin D	93.70%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.97%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	90.50%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.10%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.93%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.24%	99.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.21%	83.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	88.12%	89.44%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.19%	89.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.65%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	82.90%	95.93%
CHEMBL5028	O14672	ADAM10	82.87%	97.50%
CHEMBL4208	P20618	Proteasome component C5	82.52%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.17%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.09%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	81.94%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	81.45%	92.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.29%	95.83%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.08%	97.09%

Plants that contains it

• Polygala reinii
• Polygala wattersii

Cross-Links

• PubChem: 78407232
• LOTUS: LTS0156502
• wikiData: Q105347778