[(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-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)-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: 10f64fa6-1590-4155-bc96-1458e049ced5
• 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-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)-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)CO)OC(=O)C=CC7=CC(=C(C=C7)O)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)CO)OC(=O)/C=C/C7=CC(=C(C=C7)O)O)O)O)O
• InChI: InChI=1S/C49H58O27/c1-22(53)66-20-31-34(58)37(61)39(63)47(70-31)72-41-40(71-32(56)15-13-23-12-14-26(54)27(55)16-23)30(19-52)69-48(42(41)73-46-38(62)36(60)33(57)28(17-50)68-46)76-49(21-67-44(64)24-8-4-2-5-9-24)43(35(59)29(18-51)75-49)74-45(65)25-10-6-3-7-11-25/h2-16,28-31,33-43,46-48,50-52,54-55,57-63H,17-21H2,1H3/b15-13+/t28-,29-,30-,31-,33-,34-,35-,36+,37+,38-,39-,40-,41+,42-,43+,46+,47+,48-,49+/m1/s1
• InChI Key: OXTHBVIHMVVIBV-YFGFSXEBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₅₈O₂₇
• Molecular Weight: 1079.00 g/mol
• Exact Mass: 1078.31654657 g/mol
• Topological Polar Surface Area (TPSA): 413.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -3.77
• H-Bond Acceptor: 27
• H-Bond Donor: 12
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6878	68.78%
Caco-2	-	0.8760	87.60%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7906	79.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8306	83.06%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6732	67.32%
P-glycoprotein inhibitior	+	0.7214	72.14%
P-glycoprotein substrate	-	0.5142	51.42%
CYP3A4 substrate	+	0.6935	69.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8765	87.65%
CYP3A4 inhibition	-	0.8615	86.15%
CYP2C9 inhibition	-	0.8407	84.07%
CYP2C19 inhibition	-	0.8129	81.29%
CYP2D6 inhibition	-	0.9249	92.49%
CYP1A2 inhibition	-	0.8613	86.13%
CYP2C8 inhibition	+	0.8340	83.40%
CYP inhibitory promiscuity	-	0.7438	74.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6802	68.02%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.8334	83.34%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8082	80.82%
Micronuclear	-	0.6026	60.26%
Hepatotoxicity	-	0.8591	85.91%
skin sensitisation	-	0.8336	83.36%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7724	77.24%
Acute Oral Toxicity (c)	III	0.6461	64.61%
Estrogen receptor binding	+	0.8119	81.19%
Androgen receptor binding	+	0.7098	70.98%
Thyroid receptor binding	+	0.5583	55.83%
Glucocorticoid receptor binding	+	0.6039	60.39%
Aromatase binding	+	0.5539	55.39%
PPAR gamma	+	0.7576	75.76%
Honey bee toxicity	-	0.6672	66.72%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9784	97.84%

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	99.54%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.34%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.58%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.43%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.63%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.14%	96.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	93.69%	83.00%
CHEMBL2581	P07339	Cathepsin D	93.16%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.12%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.81%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.19%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.25%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.49%	95.56%
CHEMBL5028	O14672	ADAM10	87.33%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.73%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.34%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	84.77%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.27%	91.19%
CHEMBL4208	P20618	Proteasome component C5	83.42%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.53%	95.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.59%	99.23%
CHEMBL3194	P02766	Transthyretin	80.96%	90.71%

Plants that contains it

• Polygala wattersii

Cross-Links

• PubChem: 10653715
• LOTUS: LTS0183210
• wikiData: Q105202930