[(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-4-acetyloxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)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-4-hydroxy-5-(hydroxymethyl)-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxolan-3-yl] benzoate

Details

• Internal ID: 6ec1042e-9496-4858-a8cf-0d81692247fe
• 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,5R,6R)-4-acetyloxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)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-4-hydroxy-5-(hydroxymethyl)-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxolan-3-yl] benzoate
• SMILES (Canonical): CC(=O)OC1C(C(OC(C1O)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)CO)OC(=O)C=CC7=CC(=C(C=C7)O)OC)CO)O
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H]([C@H](O[C@H]([C@@H]1O)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)/C=C/C6=CC=C(C=C6)O)CO)OC(=O)/C=C/C7=CC(=C(C=C7)O)OC)CO)O
• InChI: InChI=1S/C52H62O28/c1-24(57)71-44-38(63)32(20-54)73-50(42(44)67)76-45-43(75-36(61)17-12-26-10-15-29(59)30(18-26)69-2)34(22-56)74-51(46(45)77-49-41(66)40(65)37(62)31(19-53)72-49)80-52(23-70-35(60)16-11-25-8-13-28(58)14-9-25)47(39(64)33(21-55)79-52)78-48(68)27-6-4-3-5-7-27/h3-18,31-34,37-47,49-51,53-56,58-59,62-67H,19-23H2,1-2H3/b16-11+,17-12+/t31-,32-,33-,34-,37-,38-,39-,40+,41-,42-,43-,44+,45+,46-,47+,49+,50+,51-,52+/m1/s1
• InChI Key: WCHQJKJRIOEJFN-KNRJIOGVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₆₂O₂₈
• Molecular Weight: 1135.00 g/mol
• Exact Mass: 1134.34276132 g/mol
• Topological Polar Surface Area (TPSA): 422.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -3.36
• H-Bond Acceptor: 28
• H-Bond Donor: 12
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7932	79.32%
Caco-2	-	0.8724	87.24%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7226	72.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8206	82.06%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8825	88.25%
P-glycoprotein inhibitior	+	0.7407	74.07%
P-glycoprotein substrate	+	0.6208	62.08%
CYP3A4 substrate	+	0.7181	71.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
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	+	0.8821	88.21%
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	-	0.9038	90.38%
Skin irritation	-	0.8527	85.27%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7952	79.52%
Micronuclear	-	0.5326	53.26%
Hepatotoxicity	-	0.8716	87.16%
skin sensitisation	-	0.8034	80.34%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7383	73.83%
Acute Oral Toxicity (c)	III	0.6640	66.40%
Estrogen receptor binding	+	0.8159	81.59%
Androgen receptor binding	+	0.7320	73.20%
Thyroid receptor binding	+	0.5728	57.28%
Glucocorticoid receptor binding	+	0.6161	61.61%
Aromatase binding	+	0.5371	53.71%
PPAR gamma	+	0.7862	78.62%
Honey bee toxicity	-	0.6343	63.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.49%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.23%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.62%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.42%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.22%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.53%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.35%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	92.82%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.68%	89.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	91.85%	89.44%
CHEMBL3194	P02766	Transthyretin	89.80%	90.71%
CHEMBL2581	P07339	Cathepsin D	89.16%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.98%	94.73%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.70%	89.67%
CHEMBL340	P08684	Cytochrome P450 3A4	85.96%	91.19%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.46%	94.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.95%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.75%	95.50%
CHEMBL4208	P20618	Proteasome component C5	83.67%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.75%	91.07%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.80%	83.00%
CHEMBL5028	O14672	ADAM10	81.77%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.87%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.15%	95.89%

Plants that contains it

• Polygala fallax

Cross-Links

• PubChem: 6325174
• NPASS: NPC68370
• LOTUS: LTS0139975
• wikiData: Q105301788