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

Details

• Internal ID: 0d7b9e14-2bd6-4a9e-82d4-39d3326b9315
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3S,4R,5R)-4-hydroxy-2-[(2R,3R,4S,5R,6R)-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]oxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-5-(hydroxymethyl)-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxolan-3-yl] benzoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(OC(C(C2OC3C(C(C(C(O3)COC(=O)C=CC4=CC=C(C=C4)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)OC6(C(C(C(O6)CO)O)OC(=O)C7=CC=CC=C7)COC(=O)C=CC8=CC=C(C=C8)O)CO)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)O[C@@H]2[C@H](O[C@@H]([C@@H]([C@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)/C=C/C4=CC=C(C=C4)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O[C@]6([C@H]([C@@H]([C@H](O6)CO)O)OC(=O)C7=CC=CC=C7)COC(=O)/C=C/C8=CC=C(C=C8)O)CO)O
• InChI: InChI=1S/C59H66O29/c1-77-36-23-31(11-19-35(36)65)14-22-43(68)83-51-39(26-62)81-58(88-59(28-79-42(67)21-13-30-9-17-34(64)18-10-30)54(46(71)38(25-61)87-59)86-55(76)32-5-3-2-4-6-32)53(85-56-49(74)47(72)44(69)37(24-60)80-56)52(51)84-57-50(75)48(73)45(70)40(82-57)27-78-41(66)20-12-29-7-15-33(63)16-8-29/h2-23,37-40,44-54,56-58,60-65,69-75H,24-28H2,1H3/b20-12+,21-13+,22-14+/t37-,38-,39-,40-,44-,45-,46-,47+,48+,49-,50-,51-,52+,53-,54+,56+,57+,58-,59+/m1/s1
• InChI Key: LXKCJCXLNWANHT-IIWZORNCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₆₆O₂₉
• Molecular Weight: 1239.10 g/mol
• Exact Mass: 1238.36897606 g/mol
• Topological Polar Surface Area (TPSA): 442.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -1.96
• H-Bond Acceptor: 29
• H-Bond Donor: 13
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7896	78.96%
Caco-2	-	0.8663	86.63%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7330	73.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8150	81.50%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8055	80.55%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.5777	57.77%
CYP3A4 substrate	+	0.7106	71.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.8175	81.75%
CYP2C9 inhibition	-	0.8078	80.78%
CYP2C19 inhibition	-	0.7609	76.09%
CYP2D6 inhibition	-	0.9190	91.90%
CYP1A2 inhibition	-	0.8842	88.42%
CYP2C8 inhibition	+	0.8840	88.40%
CYP inhibitory promiscuity	-	0.7424	74.24%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6241	62.41%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.8494	84.94%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7536	75.36%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	-	0.8466	84.66%
skin sensitisation	-	0.8167	81.67%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8419	84.19%
Acute Oral Toxicity (c)	III	0.6819	68.19%
Estrogen receptor binding	+	0.7752	77.52%
Androgen receptor binding	+	0.7272	72.72%
Thyroid receptor binding	+	0.5770	57.70%
Glucocorticoid receptor binding	+	0.6166	61.66%
Aromatase binding	+	0.5704	57.04%
PPAR gamma	+	0.7492	74.92%
Honey bee toxicity	-	0.6501	65.01%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5445	54.45%
Fish aquatic toxicity	+	0.9224	92.24%

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	99.25%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.17%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.51%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.96%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.27%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.15%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.11%	95.56%
CHEMBL3194	P02766	Transthyretin	92.47%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.30%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.13%	91.49%
CHEMBL4208	P20618	Proteasome component C5	87.44%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.07%	95.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.04%	83.00%
CHEMBL3401	O75469	Pregnane X receptor	85.91%	94.73%
CHEMBL2581	P07339	Cathepsin D	85.89%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.89%	91.19%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.92%	89.44%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.60%	97.14%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	84.01%	97.03%
CHEMBL5255	O00206	Toll-like receptor 4	83.84%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.80%	91.07%
CHEMBL5028	O14672	ADAM10	82.36%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.29%	95.83%
CHEMBL2535	P11166	Glucose transporter	81.99%	98.75%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.71%	89.67%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.02%	80.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.56%	99.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.46%	91.71%

Plants that contains it

• Polygala myrtifolia

Cross-Links

• PubChem: 11007719
• LOTUS: LTS0043628
• wikiData: Q105158896