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

Details

• Internal ID: b9b4c331-e08e-4119-8547-7a0206bf8ad5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(OC(C(C2OC3C(C(C(C(O3)CO)O)O)O)O)OCCC4=CC(=C(C=C4)O)O)COC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)OCCC4=CC(=C(C=C4)O)O)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
• InChI: InChI=1S/C36H48O21/c1-50-20-11-15(3-6-18(20)40)4-7-24(42)56-32-23(14-52-34-29(47)27(45)25(43)21(12-37)53-34)55-35(51-9-8-16-2-5-17(39)19(41)10-16)31(49)33(32)57-36-30(48)28(46)26(44)22(13-38)54-36/h2-7,10-11,21-23,25-41,43-49H,8-9,12-14H2,1H3/b7-4+/t21-,22-,23-,25-,26-,27+,28+,29-,30-,31-,32-,33-,34-,35-,36+/m1/s1
• InChI Key: QODPXINWDPSRLV-MQMHLWSHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₂₁
• Molecular Weight: 816.80 g/mol
• Exact Mass: 816.26880854 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -3.92
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7602	76.02%
Caco-2	-	0.9000	90.00%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7244	72.44%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8591	85.91%
OATP1B3 inhibitior	+	0.9704	97.04%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7764	77.64%
P-glycoprotein inhibitior	+	0.6045	60.45%
P-glycoprotein substrate	-	0.5787	57.87%
CYP3A4 substrate	+	0.6686	66.86%
CYP2C9 substrate	-	0.8023	80.23%
CYP2D6 substrate	-	0.8521	85.21%
CYP3A4 inhibition	-	0.9272	92.72%
CYP2C9 inhibition	-	0.7663	76.63%
CYP2C19 inhibition	-	0.8424	84.24%
CYP2D6 inhibition	-	0.9032	90.32%
CYP1A2 inhibition	-	0.8815	88.15%
CYP2C8 inhibition	+	0.7966	79.66%
CYP inhibitory promiscuity	-	0.7337	73.37%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6617	66.17%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.8327	83.27%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7301	73.01%
Micronuclear	-	0.6367	63.67%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.8586	85.86%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.9312	93.12%
Acute Oral Toxicity (c)	III	0.7791	77.91%
Estrogen receptor binding	+	0.8069	80.69%
Androgen receptor binding	-	0.6899	68.99%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4678	46.78%
Aromatase binding	+	0.5178	51.78%
PPAR gamma	+	0.7152	71.52%
Honey bee toxicity	-	0.6776	67.76%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.6608	66.08%

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	99.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.76%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.02%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.99%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.19%	99.17%
CHEMBL3194	P02766	Transthyretin	94.39%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.11%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.31%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.29%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	89.29%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.82%	96.95%
CHEMBL2581	P07339	Cathepsin D	85.32%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.66%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.28%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.91%	95.56%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.81%	80.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.51%	92.62%

Plants that contains it

• Digitalis lanata

Cross-Links

• PubChem: 102482898
• LOTUS: LTS0143268
• wikiData: Q105224819