[(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-6-(hydroxymethyl)-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-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: 43118bac-336f-4bff-9d6c-287d8c989801
• 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-6-(hydroxymethyl)-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-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)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)CO)O
• InChI: InChI=1S/C51H60O27/c1-24(56)69-43-37(62)31(20-53)71-49(41(43)66)74-44-42(73-35(60)18-12-26-9-15-29(58)16-10-26)33(22-55)72-50(45(44)75-48-40(65)39(64)36(61)30(19-52)70-48)78-51(23-68-34(59)17-11-25-7-13-28(57)14-8-25)46(38(63)32(21-54)77-51)76-47(67)27-5-3-2-4-6-27/h2-18,30-33,36-46,48-50,52-55,57-58,61-66H,19-23H2,1H3/b17-11+,18-12+/t30-,31-,32-,33-,36-,37-,38-,39+,40-,41-,42-,43+,44+,45-,46+,48+,49+,50-,51+/m1/s1
• InChI Key: LBAIVQBWPMTGBJ-CIFYDFEVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₆₀O₂₇
• Molecular Weight: 1105.00 g/mol
• Exact Mass: 1104.33219663 g/mol
• Topological Polar Surface Area (TPSA): 413.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -3.37
• H-Bond Acceptor: 27
• H-Bond Donor: 12
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8260	82.60%
Caco-2	-	0.8752	87.52%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Mitochondria	0.8211	82.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8135	81.35%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8718	87.18%
P-glycoprotein inhibitior	+	0.7277	72.77%
P-glycoprotein substrate	+	0.5214	52.14%
CYP3A4 substrate	+	0.7050	70.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8792	87.92%
CYP3A4 inhibition	-	0.8756	87.56%
CYP2C9 inhibition	-	0.8677	86.77%
CYP2C19 inhibition	-	0.8461	84.61%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	-	0.9158	91.58%
CYP2C8 inhibition	+	0.8573	85.73%
CYP inhibitory promiscuity	-	0.7405	74.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6103	61.03%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.8521	85.21%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8085	80.85%
Micronuclear	-	0.5826	58.26%
Hepatotoxicity	-	0.8341	83.41%
skin sensitisation	-	0.8506	85.06%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5543	55.43%
Acute Oral Toxicity (c)	III	0.6725	67.25%
Estrogen receptor binding	+	0.7946	79.46%
Androgen receptor binding	+	0.7467	74.67%
Thyroid receptor binding	+	0.5377	53.77%
Glucocorticoid receptor binding	+	0.5851	58.51%
Aromatase binding	+	0.5307	53.07%
PPAR gamma	+	0.7729	77.29%
Honey bee toxicity	-	0.6445	64.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9474	94.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.33%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.95%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.83%	96.00%
CHEMBL2581	P07339	Cathepsin D	93.67%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.00%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	92.83%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.33%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.72%	94.73%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	89.87%	89.44%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.76%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.57%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.37%	89.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.51%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.63%	94.08%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.45%	83.00%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	82.83%	88.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.48%	99.23%
CHEMBL5028	O14672	ADAM10	81.75%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.07%	90.17%

Plants that contains it

• Polygala fallax
• Polygala wattersii

Cross-Links

• PubChem: 11968463
• NPASS: NPC268053
• LOTUS: LTS0045184
• wikiData: Q105149128