[(2R,3S,4R,5R,6R)-6-[(2S,3S,4R,5R)-3-[(E)-3-[4-[(2S,3R,4R,5S,6S)-3-acetyloxy-5-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-methoxyphenyl]prop-2-enoyl]oxy-4-hydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3-benzoyloxy-4,5-dihydroxyoxan-2-yl]methyl benzoate

Details

• Internal ID: 15dea0e8-e240-49fe-be2d-3976b15e4fff
• 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-[(E)-3-[4-[(2S,3R,4R,5S,6S)-3-acetyloxy-5-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-methoxyphenyl]prop-2-enoyl]oxy-4-hydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3-benzoyloxy-4,5-dihydroxyoxan-2-yl]methyl benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C(C=C2)C=CC(=O)OC3C(C(OC3(CO)OC4C(C(C(C(O4)COC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6)O)O)CO)O)OC)OC(=O)C)OC7C(C(C(C(O7)CO)O)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]([C@H](O[C@@]3(CO)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6)O)O)CO)O)OC)OC(=O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O
• InChI: InChI=1S/C50H60O26/c1-23-34(56)42(74-47-39(61)37(59)35(57)30(19-51)70-47)43(68-24(2)54)49(67-23)69-28-16-14-25(18-29(28)65-3)15-17-33(55)72-44-36(58)31(20-52)75-50(44,22-53)76-48-40(62)38(60)41(73-46(64)27-12-8-5-9-13-27)32(71-48)21-66-45(63)26-10-6-4-7-11-26/h4-18,23,30-32,34-44,47-49,51-53,56-62H,19-22H2,1-3H3/b17-15+/t23-,30+,31+,32+,34-,35+,36+,37-,38+,39+,40+,41+,42+,43+,44-,47-,48+,49-,50-/m0/s1
• InChI Key: ARMVYDQAOZQHJB-LQEMJMRGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₆₀O₂₆
• Molecular Weight: 1077.00 g/mol
• Exact Mass: 1076.33728201 g/mol
• Topological Polar Surface Area (TPSA): 381.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -2.79
• H-Bond Acceptor: 26
• H-Bond Donor: 10
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7827	78.27%
Caco-2	-	0.8623	86.23%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7023	70.23%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.8181	81.81%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9747	97.47%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.6785	67.85%
CYP3A4 substrate	+	0.7158	71.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8732	87.32%
CYP3A4 inhibition	-	0.7802	78.02%
CYP2C9 inhibition	-	0.8269	82.69%
CYP2C19 inhibition	-	0.8158	81.58%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.8796	87.96%
CYP2C8 inhibition	+	0.8532	85.32%
CYP inhibitory promiscuity	-	0.7421	74.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6433	64.33%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.8527	85.27%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8514	85.14%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	-	0.7194	71.94%
skin sensitisation	-	0.8251	82.51%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9420	94.20%
Acute Oral Toxicity (c)	III	0.6316	63.16%
Estrogen receptor binding	+	0.8106	81.06%
Androgen receptor binding	+	0.6804	68.04%
Thyroid receptor binding	+	0.6195	61.95%
Glucocorticoid receptor binding	+	0.7720	77.20%
Aromatase binding	+	0.5344	53.44%
PPAR gamma	+	0.8067	80.67%
Honey bee toxicity	-	0.6421	64.21%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9374	93.74%

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	99.59%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.47%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	98.63%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.13%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.37%	96.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	95.86%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.01%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.33%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.02%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.17%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.94%	95.50%
CHEMBL2581	P07339	Cathepsin D	87.72%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	87.31%	90.17%
CHEMBL4208	P20618	Proteasome component C5	86.71%	90.00%
CHEMBL5028	O14672	ADAM10	85.78%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.78%	95.83%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.42%	81.11%
CHEMBL340	P08684	Cytochrome P450 3A4	83.48%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.48%	95.89%
CHEMBL2535	P11166	Glucose transporter	82.32%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.35%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.95%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.29%	95.89%

Plants that contains it

• Polygala fallax

Cross-Links

• PubChem: 101707479
• LOTUS: LTS0232368
• wikiData: Q104917432