[(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-6-(acetyloxymethyl)-4-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-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: 9e293176-4d9c-45ff-b1db-5d3e5b368bf5
• 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)-4-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-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)COC(=O)C)OC(=O)C=CC7=CC(=C(C=C7)O)O)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)COC(=O)C)OC(=O)/C=C/C7=CC(=C(C=C7)O)O)O)O)O
• InChI: InChI=1S/C53H62O30/c1-23(56)72-20-34-39(65)42(68)44(70)51(76-34)79-46-45(78-37(63)15-11-26-9-13-29(59)31(61)17-26)35(21-73-24(2)57)77-52(47(46)80-50-43(69)41(67)38(64)32(18-54)75-50)83-53(22-74-36(62)14-10-25-8-12-28(58)30(60)16-25)48(40(66)33(19-55)82-53)81-49(71)27-6-4-3-5-7-27/h3-17,32-35,38-48,50-52,54-55,58-61,64-70H,18-22H2,1-2H3/b14-10+,15-11+/t32-,33-,34-,35-,38-,39-,40-,41+,42+,43-,44-,45-,46+,47-,48+,50+,51+,52-,53+/m1/s1
• InChI Key: OYYVKVLZMQAEQP-RXNFPUNUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₆₂O₃₀
• Molecular Weight: 1179.00 g/mol
• Exact Mass: 1178.33259056 g/mol
• Topological Polar Surface Area (TPSA): 459.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -3.39
• H-Bond Acceptor: 30
• 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	-	0.6854	68.54%
Caco-2	-	0.8688	86.88%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7855	78.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8264	82.64%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8504	85.04%
P-glycoprotein inhibitior	+	0.7401	74.01%
P-glycoprotein substrate	-	0.5196	51.96%
CYP3A4 substrate	+	0.6934	69.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8765	87.65%
CYP3A4 inhibition	-	0.8066	80.66%
CYP2C9 inhibition	-	0.8538	85.38%
CYP2C19 inhibition	-	0.8317	83.17%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	-	0.8559	85.59%
CYP2C8 inhibition	+	0.8381	83.81%
CYP inhibitory promiscuity	-	0.7369	73.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7144	71.44%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.8376	83.76%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7263	72.63%
Micronuclear	-	0.5926	59.26%
Hepatotoxicity	-	0.8466	84.66%
skin sensitisation	-	0.8278	82.78%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7550	75.50%
Acute Oral Toxicity (c)	III	0.6244	62.44%
Estrogen receptor binding	+	0.8119	81.19%
Androgen receptor binding	+	0.7104	71.04%
Thyroid receptor binding	+	0.5805	58.05%
Glucocorticoid receptor binding	+	0.6484	64.84%
Aromatase binding	+	0.5756	57.56%
PPAR gamma	+	0.7849	78.49%
Honey bee toxicity	-	0.6689	66.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9822	98.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.74%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.49%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.83%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.17%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.59%	98.95%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.96%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.48%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.45%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.33%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.49%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.10%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.70%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	87.26%	90.17%
CHEMBL5028	O14672	ADAM10	86.11%	97.50%
CHEMBL4208	P20618	Proteasome component C5	85.89%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.75%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.93%	91.19%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.49%	95.83%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.25%	94.80%
CHEMBL3194	P02766	Transthyretin	81.71%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	81.52%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	80.83%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.56%	99.23%

Plants that contains it

• Polygala wattersii

Cross-Links

• PubChem: 10725004
• LOTUS: LTS0025205
• wikiData: Q105203615