[(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-3-benzoyloxy-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl benzoate

Details

• Internal ID: 96d05a96-7ae7-4d1b-93c7-21230da5b108
• 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-3-benzoyloxy-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl 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)C6=CC=CC=C6)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)C6=CC=CC=C6)COC(=O)C)OC(=O)/C=C/C7=CC=C(C=C7)O)O)O)O
• InChI: InChI=1S/C51H60O27/c1-24(54)67-21-32-36(59)39(62)41(64)49(71-32)74-43-42(73-34(57)18-15-26-13-16-29(56)17-14-26)33(22-68-25(2)55)72-50(44(43)75-48-40(63)38(61)35(58)30(19-52)70-48)78-51(23-69-46(65)27-9-5-3-6-10-27)45(37(60)31(20-53)77-51)76-47(66)28-11-7-4-8-12-28/h3-18,30-33,35-45,48-50,52-53,56,58-64H,19-23H2,1-2H3/b18-15+/t30-,31-,32-,33-,35-,36-,37-,38+,39+,40-,41-,42-,43+,44-,45+,48+,49+,50-,51+/m1/s1
• InChI Key: IEMFCOPZHAAADM-OJWJUOIASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₆₀O₂₇
• Molecular Weight: 1105.00 g/mol
• Exact Mass: 1104.33219663 g/mol
• Topological Polar Surface Area (TPSA): 398.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -2.91
• H-Bond Acceptor: 27
• H-Bond Donor: 10
• Rotatable Bonds: 20

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	-	0.8737	87.37%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8091	80.91%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7982	79.82%
P-glycoprotein inhibitior	+	0.7340	73.40%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7004	70.04%
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	+	0.8534	85.34%
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	-	0.9050	90.50%
Skin irritation	-	0.8337	83.37%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7876	78.76%
Micronuclear	-	0.6126	61.26%
Hepatotoxicity	-	0.9091	90.91%
skin sensitisation	-	0.8515	85.15%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4855	48.55%
Acute Oral Toxicity (c)	III	0.6176	61.76%
Estrogen receptor binding	+	0.8212	82.12%
Androgen receptor binding	+	0.7234	72.34%
Thyroid receptor binding	+	0.5800	58.00%
Glucocorticoid receptor binding	+	0.6641	66.41%
Aromatase binding	+	0.5453	54.53%
PPAR gamma	+	0.7718	77.18%
Honey bee toxicity	-	0.6495	64.95%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
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	97.98%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.39%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.27%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.98%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.27%	91.49%
CHEMBL2581	P07339	Cathepsin D	93.63%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.34%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	92.51%	95.93%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.62%	83.00%
CHEMBL3401	O75469	Pregnane X receptor	90.59%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.73%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.93%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.53%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.54%	99.23%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.52%	89.44%
CHEMBL5028	O14672	ADAM10	84.32%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.49%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.46%	91.19%
CHEMBL4208	P20618	Proteasome component C5	82.42%	90.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.81%	89.67%
CHEMBL5255	O00206	Toll-like receptor 4	80.74%	92.50%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	80.55%	88.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.42%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.08%	95.83%

Plants that contains it

• Polygala wattersii

Cross-Links

• PubChem: 10724898
• LOTUS: LTS0138718
• wikiData: Q105111850