[(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl 4-methoxybenzoate

Details

• Internal ID: 67d6ca9d-2721-4ba8-8bcc-9261a9780241
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl 4-methoxybenzoate
• SMILES (Canonical): COC1=CC=C(C=C1)C(=O)OCC2(COC(C2O)OCC3C(C(C(C(O3)OCCC4=CC=C(C=C4)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C(=O)OC[C@]2(CO[C@H]([C@@H]2O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OCCC4=CC=C(C=C4)O)O)O)O)O
• InChI: InChI=1S/C27H34O13/c1-35-18-8-4-16(5-9-18)24(33)38-13-27(34)14-39-26(23(27)32)37-12-19-20(29)21(30)22(31)25(40-19)36-11-10-15-2-6-17(28)7-3-15/h2-9,19-23,25-26,28-32,34H,10-14H2,1H3/t19-,20-,21+,22-,23+,25-,26-,27-/m1/s1
• InChI Key: USMNLFDFNCAKRV-AFBUJPPUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₁₃
• Molecular Weight: 566.50 g/mol
• Exact Mass: 566.19994113 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.91
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6260	62.60%
Caco-2	-	0.8906	89.06%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8457	84.57%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8626	86.26%
OATP1B3 inhibitior	+	0.9455	94.55%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5148	51.48%
P-glycoprotein inhibitior	-	0.4802	48.02%
P-glycoprotein substrate	+	0.5199	51.99%
CYP3A4 substrate	+	0.6849	68.49%
CYP2C9 substrate	-	0.8084	80.84%
CYP2D6 substrate	-	0.8330	83.30%
CYP3A4 inhibition	-	0.9244	92.44%
CYP2C9 inhibition	-	0.8611	86.11%
CYP2C19 inhibition	-	0.8123	81.23%
CYP2D6 inhibition	-	0.9031	90.31%
CYP1A2 inhibition	-	0.9033	90.33%
CYP2C8 inhibition	+	0.8250	82.50%
CYP inhibitory promiscuity	-	0.8982	89.82%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5462	54.62%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9220	92.20%
Skin irritation	-	0.8228	82.28%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5247	52.47%
Micronuclear	-	0.7026	70.26%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8345	83.45%
Acute Oral Toxicity (c)	III	0.6444	64.44%
Estrogen receptor binding	+	0.8210	82.10%
Androgen receptor binding	+	0.6774	67.74%
Thyroid receptor binding	+	0.5770	57.70%
Glucocorticoid receptor binding	+	0.6475	64.75%
Aromatase binding	+	0.7007	70.07%
PPAR gamma	+	0.7016	70.16%
Honey bee toxicity	-	0.8064	80.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.6595	65.95%

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	98.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.36%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.31%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.08%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.79%	86.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	93.62%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	93.47%	95.93%
CHEMBL4208	P20618	Proteasome component C5	93.26%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.16%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.57%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.65%	85.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.57%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.42%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	84.49%	94.97%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.40%	96.95%
CHEMBL2535	P11166	Glucose transporter	83.63%	98.75%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.73%	85.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.52%	94.62%
CHEMBL3232685	O00257	E3 SUMO-protein ligase CBX4	81.91%	93.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.78%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.68%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.58%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	80.26%	94.73%

Plants that contains it

• Handroanthus impetiginosus

Cross-Links

• PubChem: 21579201
• NPASS: NPC226391
• LOTUS: LTS0078622
• wikiData: Q105278302