[(3S,4R,5R)-5-[[(2R,3S,4S,5R,6S)-6-(3,4-dimethoxyphenoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxybenzoate

Details

• Internal ID: fac73b90-0061-4d9e-8f89-6cd4158257d3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(3S,4R,5R)-5-[[(2R,3S,4S,5R,6S)-6-(3,4-dimethoxyphenoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxybenzoate
• SMILES (Canonical): COC1=C(C=C(C=C1)OC2C(C(C(C(O2)COC3C(C(CO3)(COC(=O)C4=CC=C(C=C4)O)O)O)O)O)O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(COC(=O)C4=CC=C(C=C4)O)O)O)O)O)O)OC
• InChI: InChI=1S/C26H32O14/c1-34-16-8-7-15(9-17(16)35-2)39-24-21(30)20(29)19(28)18(40-24)10-36-25-22(31)26(33,12-38-25)11-37-23(32)13-3-5-14(27)6-4-13/h3-9,18-22,24-25,27-31,33H,10-12H2,1-2H3/t18-,19-,20+,21-,22+,24-,25-,26-/m1/s1
• InChI Key: QCOVWEGCAWXZCE-RMOHBAFUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₄
• Molecular Weight: 568.50 g/mol
• Exact Mass: 568.17920569 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.08
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5873	58.73%
Caco-2	-	0.8790	87.90%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7587	75.87%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.9042	90.42%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6476	64.76%
P-glycoprotein inhibitior	-	0.4574	45.74%
P-glycoprotein substrate	+	0.5140	51.40%
CYP3A4 substrate	+	0.6717	67.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.8725	87.25%
CYP2C9 inhibition	-	0.8782	87.82%
CYP2C19 inhibition	-	0.8385	83.85%
CYP2D6 inhibition	-	0.9049	90.49%
CYP1A2 inhibition	-	0.8715	87.15%
CYP2C8 inhibition	+	0.8310	83.10%
CYP inhibitory promiscuity	-	0.8271	82.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6156	61.56%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9270	92.70%
Skin irritation	-	0.8391	83.91%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6475	64.75%
Micronuclear	+	0.5148	51.48%
Hepatotoxicity	-	0.6824	68.24%
skin sensitisation	-	0.8350	83.50%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7310	73.10%
Acute Oral Toxicity (c)	III	0.6908	69.08%
Estrogen receptor binding	+	0.8139	81.39%
Androgen receptor binding	+	0.5605	56.05%
Thyroid receptor binding	+	0.5360	53.60%
Glucocorticoid receptor binding	+	0.6470	64.70%
Aromatase binding	+	0.6796	67.96%
PPAR gamma	+	0.6650	66.50%
Honey bee toxicity	-	0.8416	84.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8355	83.55%

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	97.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.45%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.26%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.30%	92.94%
CHEMBL4208	P20618	Proteasome component C5	94.65%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.94%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.65%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.40%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.68%	95.89%
CHEMBL2535	P11166	Glucose transporter	88.80%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.93%	95.89%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	87.35%	96.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.25%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.17%	91.07%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.90%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.80%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.75%	97.21%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.90%	85.31%
CHEMBL226	P30542	Adenosine A1 receptor	82.72%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.54%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.01%	90.71%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.99%	94.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.95%	97.53%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.69%	96.95%
CHEMBL5255	O00206	Toll-like receptor 4	80.50%	92.50%

Plants that contains it

• Handroanthus impetiginosus

Cross-Links

• PubChem: 21579205
• NPASS: NPC186640
• LOTUS: LTS0143741
• wikiData: Q105218404