[(2R,3R,4S,5R,6R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 27638559-dc71-4058-a1b0-452faec8aeb5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4S,5R,6R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1C(C(C(C(O1)OC2C(C(C(OC2OCCC3=CC(=C(C=C3)O)O)CO)OC(=O)C=CC4=CC(=C(C=C4)O)O)OC5C(C(CO5)(CO)O)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OCCC3=CC(=C(C=C3)O)O)CO)OC(=O)/C=C/C4=CC(=C(C=C4)O)O)O[C@H]5[C@@H]([C@](CO5)(CO)O)O)O)O)O
• InChI: InChI=1S/C33H42O19/c34-11-22-26(50-23(41)6-3-15-1-4-17(36)19(38)9-15)27(51-32-29(44)33(45,13-35)14-48-32)28(52-30-25(43)24(42)21(40)12-47-30)31(49-22)46-8-7-16-2-5-18(37)20(39)10-16/h1-6,9-10,21-22,24-32,34-40,42-45H,7-8,11-14H2/b6-3+/t21-,22-,24+,25-,26-,27+,28-,29+,30+,31-,32+,33-/m1/s1
• InChI Key: PPMUODHYYRGJOK-LXOFMWEESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₁₉
• Molecular Weight: 742.70 g/mol
• Exact Mass: 742.23202911 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.94
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5697	56.97%
Caco-2	-	0.9034	90.34%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7602	76.02%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8149	81.49%
P-glycoprotein inhibitior	+	0.5979	59.79%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6963	69.63%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	-	0.8515	85.15%
CYP2C9 inhibition	-	0.8028	80.28%
CYP2C19 inhibition	-	0.8301	83.01%
CYP2D6 inhibition	-	0.8566	85.66%
CYP1A2 inhibition	-	0.8804	88.04%
CYP2C8 inhibition	+	0.7393	73.93%
CYP inhibitory promiscuity	-	0.7799	77.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5701	57.01%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9121	91.21%
Skin irritation	-	0.8065	80.65%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7504	75.04%
Micronuclear	-	0.6167	61.67%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8022	80.22%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8994	89.94%
Acute Oral Toxicity (c)	III	0.6656	66.56%
Estrogen receptor binding	+	0.7793	77.93%
Androgen receptor binding	-	0.5518	55.18%
Thyroid receptor binding	-	0.4884	48.84%
Glucocorticoid receptor binding	-	0.4930	49.30%
Aromatase binding	+	0.6030	60.30%
PPAR gamma	+	0.6987	69.87%
Honey bee toxicity	-	0.6578	65.78%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7714	77.14%

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	99.87%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.48%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	96.30%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	96.13%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.84%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.72%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.30%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.28%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.60%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.06%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.34%	95.56%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	87.78%	96.37%
CHEMBL3194	P02766	Transthyretin	86.56%	90.71%
CHEMBL2581	P07339	Cathepsin D	86.13%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.11%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.98%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.70%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.93%	91.24%
CHEMBL4208	P20618	Proteasome component C5	84.81%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.99%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.11%	99.17%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.95%	92.32%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.80%	97.28%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.22%	80.78%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.11%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.74%	94.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.62%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.21%	95.83%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.01%	97.33%

Plants that contains it

• Lantana fucata
• Styrax benzoin

Cross-Links

• PubChem: 44254789
• NPASS: NPC105005
• LOTUS: LTS0137879
• wikiData: Q105212966