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

Details

• Internal ID: 0794abac-cf0e-4325-9a13-e4f45d206117
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2,5-bis(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)OC2C(C(OC2(CO)OC3C(C(C(C(O3)CO)O)OC4C(C(C(C(O4)CO)O)O)O)O)CO)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)/C=C/C(=O)O[C@H]2[C@@H]([C@H](O[C@@]2(CO)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)CO)O
• InChI: InChI=1S/C29H42O20/c1-42-12-5-11(6-13(43-2)18(12)35)3-4-17(34)46-26-21(38)16(9-32)48-29(26,10-33)49-28-24(41)25(20(37)15(8-31)45-28)47-27-23(40)22(39)19(36)14(7-30)44-27/h3-6,14-16,19-28,30-33,35-41H,7-10H2,1-2H3/b4-3+/t14-,15-,16-,19-,20-,21-,22+,23-,24-,25+,26+,27+,28-,29+/m1/s1
• InChI Key: RXQPDNLMMQHORD-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: -3.80
• 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	-	0.8908	89.08%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7553	75.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8447	84.47%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4776	47.76%
P-glycoprotein inhibitior	+	0.5808	58.08%
P-glycoprotein substrate	-	0.5910	59.10%
CYP3A4 substrate	+	0.6464	64.64%
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	+	0.6769	67.69%
CYP inhibitory promiscuity	-	0.5878	58.78%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6660	66.60%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9157	91.57%
Skin irritation	-	0.8418	84.18%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4603	46.03%
Micronuclear	-	0.6026	60.26%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.7967	79.67%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8927	89.27%
Acute Oral Toxicity (c)	III	0.6841	68.41%
Estrogen receptor binding	+	0.7953	79.53%
Androgen receptor binding	+	0.5527	55.27%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5491	54.91%
Aromatase binding	+	0.6331	63.31%
PPAR gamma	+	0.6885	68.85%
Honey bee toxicity	-	0.6793	67.93%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
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	99.52%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.20%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.12%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.61%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.56%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.33%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.01%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.54%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.88%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.61%	94.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.53%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	83.80%	92.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.18%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.78%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.35%	97.36%
CHEMBL340	P08684	Cytochrome P450 3A4	81.47%	91.19%

Plants that contains it

• Polygala arillata

Cross-Links

• PubChem: 21606610
• LOTUS: LTS0177206
• wikiData: Q105247239