[(2R,3R,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: 852d27d3-d2f9-429e-9713-9e4c0ce54491
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)O)CO)O)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O[C@]3([C@H]([C@@H]([C@H](O3)CO)O)O)CO)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C29H42O20/c1-42-12-5-11(6-13(43-2)18(12)34)3-4-17(33)44-9-16-20(36)25(47-27-23(39)22(38)19(35)14(7-30)45-27)24(40)28(46-16)49-29(10-32)26(41)21(37)15(8-31)48-29/h3-6,14-16,19-28,30-32,34-41H,7-10H2,1-2H3/b4-3+/t14-,15-,16-,19-,20-,21-,22+,23-,24-,25+,26+,27+,28-,29+/m1/s1
• InChI Key: QPEGACZAIPRPNN-MIBRAWAZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₂₀
• Molecular Weight: 710.60 g/mol
• Exact Mass: 710.22694372 g/mol
• Topological Polar Surface Area (TPSA): 313.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -5.58
• H-Bond Acceptor: 20
• 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	-	0.7467	74.67%
Caco-2	-	0.8915	89.15%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7553	75.53%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.8256	82.56%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6944	69.44%
P-glycoprotein inhibitior	-	0.4391	43.91%
P-glycoprotein substrate	-	0.6109	61.09%
CYP3A4 substrate	+	0.6589	65.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.7762	77.62%
CYP2C9 inhibition	-	0.8583	85.83%
CYP2C19 inhibition	-	0.7722	77.22%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.8923	89.23%
CYP2C8 inhibition	+	0.6755	67.55%
CYP inhibitory promiscuity	-	0.5878	58.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6660	66.60%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9171	91.71%
Skin irritation	-	0.8418	84.18%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3770	37.70%
Micronuclear	-	0.6026	60.26%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.7967	79.67%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9099	90.99%
Acute Oral Toxicity (c)	III	0.6841	68.41%
Estrogen receptor binding	+	0.7810	78.10%
Androgen receptor binding	+	0.5822	58.22%
Thyroid receptor binding	+	0.5339	53.39%
Glucocorticoid receptor binding	-	0.4654	46.54%
Aromatase binding	+	0.5995	59.95%
PPAR gamma	+	0.6990	69.90%
Honey bee toxicity	-	0.6864	68.64%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8298	82.98%

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	99.42%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.90%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.07%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.24%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.76%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.21%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.93%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.69%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.87%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.12%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	85.75%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.41%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.48%	96.90%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.32%	96.61%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	83.34%	98.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.15%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.29%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.44%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.63%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.25%	97.09%

Plants that contains it

• Polygala arillata

Cross-Links

• PubChem: 21606608
• LOTUS: LTS0233675
• wikiData: Q105225332