[(2R,3S,4R,5R,6R)-6-[(2S,3S,4R,5R)-3-benzoyloxy-4-hydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-3-[(E)-3-[3-methoxy-4-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]prop-2-enoyl]oxyoxan-2-yl]methyl benzoate

Details

• Internal ID: 80210bfe-8061-4960-9462-fbfba323aaa1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4R,5R,6R)-6-[(2S,3S,4R,5R)-3-benzoyloxy-4-hydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-3-[(E)-3-[3-methoxy-4-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]prop-2-enoyl]oxyoxan-2-yl]methyl benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C(C=C2)C=CC(=O)OC3C(OC(C(C3O)O)OC4(C(C(C(O4)CO)O)OC(=O)C5=CC=CC=C5)CO)COC(=O)C6=CC=CC=C6)OC)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)OC2=C(C=C(C=C2)/C=C/C(=O)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O)O)O[C@]4([C@H]([C@@H]([C@H](O4)CO)O)OC(=O)C5=CC=CC=C5)CO)COC(=O)C6=CC=CC=C6)OC)O)O)O
• InChI: InChI=1S/C42H48O20/c1-21-30(46)32(48)34(50)40(56-21)57-25-15-13-22(17-26(25)54-2)14-16-29(45)59-36-28(19-55-38(52)23-9-5-3-6-10-23)58-41(35(51)33(36)49)62-42(20-44)37(31(47)27(18-43)61-42)60-39(53)24-11-7-4-8-12-24/h3-17,21,27-28,30-37,40-41,43-44,46-51H,18-20H2,1-2H3/b16-14+/t21-,27+,28+,30+,31+,32+,33+,34+,35+,36+,37-,40-,41+,42-/m0/s1
• InChI Key: APIWWXSYSKBFML-XHDXVRCZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₈O₂₀
• Molecular Weight: 872.80 g/mol
• Exact Mass: 872.27389392 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -1.19
• H-Bond Acceptor: 20
• H-Bond Donor: 8
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7932	79.32%
Caco-2	-	0.8727	87.27%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7226	72.26%
OATP2B1 inhibitior	-	0.7209	72.09%
OATP1B1 inhibitior	+	0.8390	83.90%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9525	95.25%
P-glycoprotein inhibitior	+	0.7346	73.46%
P-glycoprotein substrate	+	0.5954	59.54%
CYP3A4 substrate	+	0.6945	69.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8705	87.05%
CYP3A4 inhibition	-	0.7733	77.33%
CYP2C9 inhibition	-	0.8269	82.69%
CYP2C19 inhibition	-	0.7818	78.18%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	-	0.8862	88.62%
CYP2C8 inhibition	+	0.8428	84.28%
CYP inhibitory promiscuity	-	0.7325	73.25%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6680	66.80%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9078	90.78%
Skin irritation	-	0.8527	85.27%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8587	85.87%
Micronuclear	-	0.5326	53.26%
Hepatotoxicity	-	0.7694	76.94%
skin sensitisation	-	0.8034	80.34%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9603	96.03%
Acute Oral Toxicity (c)	III	0.6640	66.40%
Estrogen receptor binding	+	0.8048	80.48%
Androgen receptor binding	+	0.6670	66.70%
Thyroid receptor binding	+	0.5948	59.48%
Glucocorticoid receptor binding	+	0.7175	71.75%
Aromatase binding	-	0.5214	52.14%
PPAR gamma	+	0.7609	76.09%
Honey bee toxicity	-	0.6706	67.06%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9363	93.63%

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	99.66%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.36%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.76%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	96.46%	83.00%
CHEMBL221	P23219	Cyclooxygenase-1	95.48%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.19%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.10%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.95%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.67%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.00%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.89%	94.73%
CHEMBL5028	O14672	ADAM10	87.25%	97.50%
CHEMBL4208	P20618	Proteasome component C5	86.82%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.36%	95.50%
CHEMBL2535	P11166	Glucose transporter	85.52%	98.75%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.19%	95.83%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.95%	97.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.91%	91.07%
CHEMBL2581	P07339	Cathepsin D	82.87%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.27%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.17%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.52%	97.09%

Plants that contains it

• Polygala arillata
• Polygala reinii

Cross-Links

• PubChem: 11968891
• NPASS: NPC309128