[(2R,3R,4R,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(2R)-2-(3,4-dihydroxyphenyl)-2-hydroxyethoxy]-5-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: fd8bd6b6-7f77-4e66-b183-24e186e6fd3f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4R,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(2R)-2-(3,4-dihydroxyphenyl)-2-hydroxyethoxy]-5-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-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(CO4)(CO)O)O)OCC(C5=CC(=C(C=C5)O)O)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@](CO4)(CO)O)O)OC[C@@H](C5=CC(=C(C=C5)O)O)O)O)O)O)O
• InChI: InChI=1S/C35H46O20/c1-15-25(42)26(43)27(44)33(52-15)55-30-28(45)32(49-11-21(40)17-5-7-18(37)20(39)10-17)53-23(12-50-34-31(46)35(47,13-36)14-51-34)29(30)54-24(41)8-4-16-3-6-19(38)22(9-16)48-2/h3-10,15,21,23,25-34,36-40,42-47H,11-14H2,1-2H3/b8-4+/t15-,21-,23+,25-,26+,27+,28+,29+,30+,31-,32+,33-,34+,35+/m0/s1
• InChI Key: GMXXTIRCRYAIRN-RNQMQADTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₆O₂₀
• Molecular Weight: 786.70 g/mol
• Exact Mass: 786.25824385 g/mol
• Topological Polar Surface Area (TPSA): 313.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.76
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5339	53.39%
Caco-2	-	0.8947	89.47%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7091	70.91%
OATP2B1 inhibitior	-	0.8650	86.50%
OATP1B1 inhibitior	+	0.8688	86.88%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8078	80.78%
P-glycoprotein inhibitior	+	0.6131	61.31%
P-glycoprotein substrate	+	0.6876	68.76%
CYP3A4 substrate	+	0.7013	70.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.8583	85.83%
CYP2C9 inhibition	-	0.8934	89.34%
CYP2C19 inhibition	-	0.8528	85.28%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	-	0.8899	88.99%
CYP2C8 inhibition	+	0.7447	74.47%
CYP inhibitory promiscuity	-	0.7820	78.20%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6364	63.64%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9186	91.86%
Skin irritation	-	0.8262	82.62%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7553	75.53%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.7931	79.31%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9729	97.29%
Acute Oral Toxicity (c)	III	0.6505	65.05%
Estrogen receptor binding	+	0.8206	82.06%
Androgen receptor binding	-	0.5470	54.70%
Thyroid receptor binding	+	0.5530	55.30%
Glucocorticoid receptor binding	+	0.6738	67.38%
Aromatase binding	+	0.5462	54.62%
PPAR gamma	+	0.7461	74.61%
Honey bee toxicity	-	0.6540	65.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8686	86.86%

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	99.95%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	98.08%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.96%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.56%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.95%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.69%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.40%	97.36%
CHEMBL4208	P20618	Proteasome component C5	91.01%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	90.56%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.87%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.45%	97.09%
CHEMBL4581	P52732	Kinesin-like protein 1	88.00%	93.18%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.96%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.67%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.59%	95.89%
CHEMBL2581	P07339	Cathepsin D	85.09%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.61%	86.92%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.08%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.99%	91.03%
CHEMBL4302	P08183	P-glycoprotein 1	83.87%	92.98%
CHEMBL340	P08684	Cytochrome P450 3A4	82.15%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.11%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.59%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.28%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	80.81%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.60%	95.89%
CHEMBL3194	P02766	Transthyretin	80.39%	90.71%

Plants that contains it

• Betonica officinalis

Cross-Links

• PubChem: 163193108
• LOTUS: LTS0258518
• wikiData: Q105012235