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

Details

• Internal ID: 15e15f2e-2e90-4535-8b84-4ca0c363d23b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-6-(acetyloxymethyl)-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-4-hydroxy-2-[[(E)-3-(4-hydroxy-2-methoxyphenyl)prop-2-enoyl]oxymethyl]-5-(hydroxymethyl)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=C(C=C(C=C4)O)OC)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)OC(=O)C=CC7=CC(=C(C=C7)O)OC
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)CO)O)OC(=O)C3=CC=CC=C3)COC(=O)/C=C/C4=C(C=C(C=C4)O)OC)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)OC(=O)/C=C/C7=CC(=C(C=C7)O)OC
• InChI: InChI=1S/C53H64O29/c1-24(57)72-22-35-45(77-37(61)15-10-25-9-14-29(59)31(17-25)71-3)46(78-50-43(67)41(65)38(62)32(19-54)74-50)47(79-51-44(68)42(66)39(63)33(20-55)75-51)52(76-35)82-53(23-73-36(60)16-12-26-11-13-28(58)18-30(26)70-2)48(40(64)34(21-56)81-53)80-49(69)27-7-5-4-6-8-27/h4-18,32-35,38-48,50-52,54-56,58-59,62-68H,19-23H2,1-3H3/b15-10+,16-12+/t32-,33-,34-,35-,38-,39-,40-,41+,42+,43-,44-,45-,46+,47-,48+,50+,51+,52-,53+/m1/s1
• InChI Key: QHOGCWHGCZVPAD-BRGCUJIISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₆₄O₂₉
• Molecular Weight: 1165.10 g/mol
• Exact Mass: 1164.35332600 g/mol
• Topological Polar Surface Area (TPSA): 431.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -3.35
• H-Bond Acceptor: 29
• H-Bond Donor: 12
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6703	67.03%
Caco-2	-	0.8693	86.93%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.6938	69.38%
OATP2B1 inhibitior	-	0.8647	86.47%
OATP1B1 inhibitior	+	0.7998	79.98%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9015	90.15%
P-glycoprotein inhibitior	+	0.7469	74.69%
P-glycoprotein substrate	+	0.6513	65.13%
CYP3A4 substrate	+	0.7219	72.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.8392	83.92%
CYP2C9 inhibition	-	0.8598	85.98%
CYP2C19 inhibition	-	0.8564	85.64%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.8731	87.31%
CYP2C8 inhibition	+	0.8831	88.31%
CYP inhibitory promiscuity	-	0.7918	79.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6873	68.73%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.8379	83.79%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7343	73.43%
Micronuclear	-	0.5526	55.26%
Hepatotoxicity	-	0.8466	84.66%
skin sensitisation	-	0.8403	84.03%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7659	76.59%
Acute Oral Toxicity (c)	III	0.5989	59.89%
Estrogen receptor binding	+	0.8208	82.08%
Androgen receptor binding	+	0.7167	71.67%
Thyroid receptor binding	+	0.6033	60.33%
Glucocorticoid receptor binding	+	0.6869	68.69%
Aromatase binding	+	0.5535	55.35%
PPAR gamma	+	0.7760	77.60%
Honey bee toxicity	-	0.6394	63.94%
Biodegradation	-	0.8250	82.50%
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	99.64%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.40%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.99%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.89%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.87%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.71%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.78%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.42%	99.17%
CHEMBL3194	P02766	Transthyretin	92.89%	90.71%
CHEMBL2581	P07339	Cathepsin D	92.33%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.24%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.28%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	89.33%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	89.15%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.36%	95.50%
CHEMBL4208	P20618	Proteasome component C5	88.15%	90.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.20%	83.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.09%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.68%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.97%	94.62%
CHEMBL5028	O14672	ADAM10	82.67%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.55%	94.08%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.05%	89.44%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.80%	99.23%
CHEMBL2535	P11166	Glucose transporter	80.60%	98.75%

Plants that contains it

• Polygala senega

Cross-Links

• PubChem: 6326003
• LOTUS: LTS0269811
• wikiData: Q105221042