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

Details

• Internal ID: f31e47c2-b912-4aa2-a43e-3c1e31d677ec
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4S,5R,6R)-3-hydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=C(C=C1)CCOC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)OC)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(CO5)O)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)/C=C/C3=CC(=C(C=C3)O)OC)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5[C@@H]([C@H]([C@H](CO5)O)O)O)O
• InChI: InChI=1S/C36H48O20/c1-48-21-7-4-17(11-19(21)39)9-10-50-36-33(56-34-30(46)26(42)20(40)14-52-34)32(55-35-31(47)29(45)27(43)23(13-37)53-35)28(44)24(54-36)15-51-25(41)8-5-16-3-6-18(38)22(12-16)49-2/h3-8,11-12,20,23-24,26-40,42-47H,9-10,13-15H2,1-2H3/b8-5+/t20-,23+,24+,26-,27+,28+,29-,30+,31+,32-,33+,34-,35-,36+/m0/s1
• InChI Key: KMDNQBCHLSFQAU-GKFWIKKUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₂₀
• Molecular Weight: 800.80 g/mol
• Exact Mass: 800.27389392 g/mol
• Topological Polar Surface Area (TPSA): 302.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.97
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7133	71.33%
Caco-2	-	0.8927	89.27%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6570	65.70%
OATP2B1 inhibitior	-	0.8635	86.35%
OATP1B1 inhibitior	+	0.8544	85.44%
OATP1B3 inhibitior	+	0.9594	95.94%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7167	71.67%
P-glycoprotein inhibitior	+	0.6362	63.62%
P-glycoprotein substrate	+	0.5459	54.59%
CYP3A4 substrate	+	0.6931	69.31%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.8953	89.53%
CYP2C9 inhibition	-	0.8875	88.75%
CYP2C19 inhibition	-	0.9237	92.37%
CYP2D6 inhibition	-	0.8965	89.65%
CYP1A2 inhibition	-	0.9036	90.36%
CYP2C8 inhibition	+	0.7964	79.64%
CYP inhibitory promiscuity	-	0.8732	87.32%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7214	72.14%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9154	91.54%
Skin irritation	-	0.8278	82.78%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7530	75.30%
Micronuclear	-	0.6467	64.67%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.8589	85.89%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9703	97.03%
Acute Oral Toxicity (c)	III	0.8056	80.56%
Estrogen receptor binding	+	0.7979	79.79%
Androgen receptor binding	-	0.5421	54.21%
Thyroid receptor binding	+	0.5373	53.73%
Glucocorticoid receptor binding	+	0.6246	62.46%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7104	71.04%
Honey bee toxicity	-	0.7114	71.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.3773	37.73%

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	99.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.54%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.74%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.17%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.86%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.79%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.43%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.09%	89.00%
CHEMBL3194	P02766	Transthyretin	92.50%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.40%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.16%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.01%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.08%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.87%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.72%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	83.59%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.03%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.77%	92.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.54%	96.61%

Plants that contains it

• Veronica undulata

Cross-Links

• PubChem: 163195312
• LOTUS: LTS0016498
• wikiData: Q105142932