[(2R,3R,4R,5R,6R)-5-hydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: a270bccc-b1a1-4b48-bd90-9de0bbfd8b3a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4R,5R,6R)-5-hydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)OC)COC4C(C(C(CO4)O)O)O)OCCC5=CC(=C(C=C5)OC)O)O)O)O)O
• SMILES (Isomeric): C[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]2OC(=O)/C=C/C3=CC(=C(C=C3)O)OC)CO[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O)O)OCCC5=CC(=C(C=C5)OC)O)O)O)O)O
• InChI: InChI=1S/C36H48O19/c1-16-26(41)28(43)30(45)36(52-16)55-33-31(46)35(49-11-10-18-5-8-22(47-2)20(38)12-18)53-24(15-51-34-29(44)27(42)21(39)14-50-34)32(33)54-25(40)9-6-17-4-7-19(37)23(13-17)48-3/h4-9,12-13,16,21,24,26-39,41-46H,10-11,14-15H2,1-3H3/b9-6+/t16-,21+,24+,26-,27-,28+,29+,30+,31+,32+,33+,34-,35+,36-/m0/s1
• InChI Key: KLQXMRBGMLHBBQ-OLSLCRLYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₁₉
• Molecular Weight: 784.80 g/mol
• Exact Mass: 784.27897930 g/mol
• Topological Polar Surface Area (TPSA): 282.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.95
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6633	66.33%
Caco-2	-	0.8978	89.78%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7499	74.99%
OATP2B1 inhibitior	-	0.8655	86.55%
OATP1B1 inhibitior	+	0.8727	87.27%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8829	88.29%
P-glycoprotein inhibitior	+	0.6054	60.54%
P-glycoprotein substrate	+	0.6571	65.71%
CYP3A4 substrate	+	0.6987	69.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.9171	91.71%
CYP2C9 inhibition	-	0.8985	89.85%
CYP2C19 inhibition	-	0.9103	91.03%
CYP2D6 inhibition	-	0.8996	89.96%
CYP1A2 inhibition	-	0.8676	86.76%
CYP2C8 inhibition	+	0.8043	80.43%
CYP inhibitory promiscuity	-	0.9048	90.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7059	70.59%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9206	92.06%
Skin irritation	-	0.8454	84.54%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7325	73.25%
Micronuclear	-	0.7026	70.26%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8684	86.84%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9886	98.86%
Acute Oral Toxicity (c)	III	0.7409	74.09%
Estrogen receptor binding	+	0.8222	82.22%
Androgen receptor binding	-	0.6927	69.27%
Thyroid receptor binding	+	0.5602	56.02%
Glucocorticoid receptor binding	+	0.6767	67.67%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7275	72.75%
Honey bee toxicity	-	0.6847	68.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8482	84.82%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.48%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.39%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	96.72%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.07%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.16%	89.00%
CHEMBL3194	P02766	Transthyretin	92.47%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.02%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.30%	98.95%
CHEMBL4208	P20618	Proteasome component C5	89.01%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.49%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	86.37%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.13%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.98%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.60%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.60%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.36%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.85%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.78%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.67%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.14%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.07%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.43%	85.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.42%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.52%	96.95%

Plants that contains it

• Verbascum thapsus

Cross-Links

• PubChem: 163194096
• LOTUS: LTS0169621
• wikiData: Q105142782