[2-[6-(Acetyloxymethyl)-4-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)-2-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxolan-3-yl] benzoate

Details

• Internal ID: 45a417a7-ba8c-45da-a884-926b351fd7ed
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [2-[6-(acetyloxymethyl)-4-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)-2-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxolan-3-yl] benzoate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)OC(=O)C3=CC=CC=C3)COC(=O)C=CC4=CC=C(C=C4)O)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)O)O)OC(=O)C=CC8=CC(=C(C=C8)O)OC
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)OC(=O)C3=CC=CC=C3)COC(=O)C=CC4=CC=C(C=C4)O)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)O)O)OC(=O)C=CC8=CC(=C(C=C8)O)OC
• InChI: InChI=1S/C58H72O33/c1-25(63)79-23-36-49(85-38(67)17-12-27-10-15-30(65)31(18-27)78-2)50(87-56-47(76)44(73)48(35(22-62)83-56)86-54-45(74)42(71)39(68)32(19-59)81-54)51(88-55-46(75)43(72)40(69)33(20-60)82-55)57(84-36)91-58(24-80-37(66)16-11-26-8-13-29(64)14-9-26)52(41(70)34(21-61)90-58)89-53(77)28-6-4-3-5-7-28/h3-18,32-36,39-52,54-57,59-62,64-65,68-76H,19-24H2,1-2H3
• InChI Key: KXJWMZLFSIRJLP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₇₂O₃₃
• Molecular Weight: 1297.20 g/mol
• Exact Mass: 1296.3955847 g/mol
• Topological Polar Surface Area (TPSA): 501.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -5.54
• H-Bond Acceptor: 33
• H-Bond Donor: 15
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6889	68.89%
Caco-2	-	0.8660	86.60%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7168	71.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8130	81.30%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9178	91.78%
P-glycoprotein inhibitior	+	0.7431	74.31%
P-glycoprotein substrate	+	0.6245	62.45%
CYP3A4 substrate	+	0.7187	71.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.8250	82.50%
CYP2C9 inhibition	-	0.8579	85.79%
CYP2C19 inhibition	-	0.8248	82.48%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.8757	87.57%
CYP2C8 inhibition	+	0.8834	88.34%
CYP inhibitory promiscuity	-	0.7799	77.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7070	70.70%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.8378	83.78%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7265	72.65%
Micronuclear	-	0.5626	56.26%
Hepatotoxicity	-	0.8841	88.41%
skin sensitisation	-	0.8218	82.18%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8151	81.51%
Acute Oral Toxicity (c)	III	0.6242	62.42%
Estrogen receptor binding	+	0.7930	79.30%
Androgen receptor binding	+	0.7274	72.74%
Thyroid receptor binding	+	0.6179	61.79%
Glucocorticoid receptor binding	+	0.6751	67.51%
Aromatase binding	+	0.5291	52.91%
PPAR gamma	+	0.7726	77.26%
Honey bee toxicity	-	0.6240	62.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9651	96.51%

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	99.38%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.23%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.58%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.47%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	95.22%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.12%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.63%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.49%	95.56%
CHEMBL3194	P02766	Transthyretin	91.35%	90.71%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	89.65%	89.44%
CHEMBL2581	P07339	Cathepsin D	89.23%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.61%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	88.54%	94.73%
CHEMBL4208	P20618	Proteasome component C5	88.11%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.67%	91.19%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.96%	83.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.02%	97.14%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.89%	89.67%
CHEMBL5028	O14672	ADAM10	82.89%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.18%	92.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.56%	95.83%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.82%	94.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.75%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.56%	99.23%
CHEMBL2535	P11166	Glucose transporter	80.32%	98.75%

Plants that contains it

• Polygala senega

Cross-Links

• PubChem: 73116156
• LOTUS: LTS0048284
• wikiData: Q105147371