[(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-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-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] benzoate

Details

• Internal ID: cac5fc43-c39e-47a5-8e67-64cbd62c2d90
• 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,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-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-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] benzoate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)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)O)CO)OC(=O)C=CC7=CC(=C(C=C7)O)OC)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)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)O)CO)OC(=O)/C=C/C7=CC(=C(C=C7)O)OC)O)O)O
• InChI: InChI=1S/C52H62O29/c1-23(56)71-21-34-38(63)41(66)43(68)50(75-34)77-45-44(76-36(61)15-11-25-9-13-28(58)30(17-25)70-2)33(20-55)74-51(46(45)78-49-42(67)40(65)37(62)31(18-53)73-49)81-52(22-72-35(60)14-10-24-8-12-27(57)29(59)16-24)47(39(64)32(19-54)80-52)79-48(69)26-6-4-3-5-7-26/h3-17,31-34,37-47,49-51,53-55,57-59,62-68H,18-22H2,1-2H3/b14-10+,15-11+/t31-,32-,33-,34-,37-,38-,39-,40+,41+,42-,43-,44-,45+,46-,47+,49+,50+,51-,52+/m1/s1
• InChI Key: KNBFLKQEONPITC-DVQGIONRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₆₂O₂₉
• Molecular Weight: 1151.00 g/mol
• Exact Mass: 1150.33767594 g/mol
• Topological Polar Surface Area (TPSA): 442.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -3.66
• H-Bond Acceptor: 29
• H-Bond Donor: 13
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6889	68.89%
Caco-2	-	0.8708	87.08%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7168	71.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8227	82.27%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8746	87.46%
P-glycoprotein inhibitior	+	0.7396	73.96%
P-glycoprotein substrate	+	0.5764	57.64%
CYP3A4 substrate	+	0.7073	70.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8687	86.87%
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	+	0.8631	86.31%
CYP inhibitory promiscuity	-	0.7799	77.99%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7070	70.70%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.8378	83.78%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7545	75.45%
Micronuclear	-	0.5626	56.26%
Hepatotoxicity	-	0.8341	83.41%
skin sensitisation	-	0.8218	82.18%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8374	83.74%
Acute Oral Toxicity (c)	III	0.6242	62.42%
Estrogen receptor binding	+	0.8062	80.62%
Androgen receptor binding	+	0.7032	70.32%
Thyroid receptor binding	+	0.5793	57.93%
Glucocorticoid receptor binding	+	0.6463	64.63%
Aromatase binding	+	0.5620	56.20%
PPAR gamma	+	0.7715	77.15%
Honey bee toxicity	-	0.6561	65.61%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5445	54.45%
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	99.65%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.16%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	98.40%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.21%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	98.07%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.30%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.93%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.84%	99.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.65%	83.00%
CHEMBL3401	O75469	Pregnane X receptor	89.31%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.06%	95.50%
CHEMBL2581	P07339	Cathepsin D	88.05%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.93%	91.19%
CHEMBL5028	O14672	ADAM10	86.70%	97.50%
CHEMBL3194	P02766	Transthyretin	86.34%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.85%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.90%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	82.44%	90.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.28%	95.83%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.77%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.47%	99.23%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.26%	80.78%

Plants that contains it

• Polygala wattersii

Cross-Links

• PubChem: 10748800
• LOTUS: LTS0049912
• wikiData: Q105143307