methyl 4-[(2S,3R,4R,5S,6R)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxybenzoate

Details

• Internal ID: c2840e68-7a05-41ec-b2e6-f0e538651324
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: methyl 4-[(2S,3R,4R,5S,6R)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C=C(C=C3)C(=O)OC)O)CO)O)O)O)OC)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@@H]([C@@H]([C@H](O[C@H]2OC3=C(C=C(C=C3)C(=O)OC)O)CO)O)O)O)OC)O
• InChI: InChI=1S/C21H30O13/c1-8-13(24)17(29-2)16(27)20(31-8)34-18-15(26)14(25)12(7-22)33-21(18)32-11-5-4-9(6-10(11)23)19(28)30-3/h4-6,8,12-18,20-27H,7H2,1-3H3/t8-,12+,13-,14+,15+,16+,17+,18+,20-,21+/m0/s1
• InChI Key: WBGVVNJDPCQJGH-OGABNEPXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₁₃
• Molecular Weight: 490.50 g/mol
• Exact Mass: 490.16864101 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.14
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7779	77.79%
Caco-2	-	0.8549	85.49%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6405	64.05%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8641	86.41%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8879	88.79%
P-glycoprotein inhibitior	-	0.7846	78.46%
P-glycoprotein substrate	-	0.6304	63.04%
CYP3A4 substrate	+	0.5963	59.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.8946	89.46%
CYP2C9 inhibition	-	0.9174	91.74%
CYP2C19 inhibition	-	0.9242	92.42%
CYP2D6 inhibition	-	0.9233	92.33%
CYP1A2 inhibition	-	0.9296	92.96%
CYP2C8 inhibition	+	0.5644	56.44%
CYP inhibitory promiscuity	-	0.7944	79.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7299	72.99%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9317	93.17%
Skin irritation	-	0.8478	84.78%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5880	58.80%
Micronuclear	-	0.5567	55.67%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8988	89.88%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.8523	85.23%
Acute Oral Toxicity (c)	III	0.7639	76.39%
Estrogen receptor binding	+	0.6767	67.67%
Androgen receptor binding	-	0.7464	74.64%
Thyroid receptor binding	+	0.5281	52.81%
Glucocorticoid receptor binding	-	0.5461	54.61%
Aromatase binding	+	0.5769	57.69%
PPAR gamma	+	0.5799	57.99%
Honey bee toxicity	-	0.8216	82.16%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.5069	50.69%

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	97.70%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.97%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.38%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.43%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.08%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.14%	96.00%
CHEMBL4208	P20618	Proteasome component C5	87.91%	90.00%
CHEMBL2581	P07339	Cathepsin D	87.62%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.27%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.02%	94.00%
CHEMBL3194	P02766	Transthyretin	86.45%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.69%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.49%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.80%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.52%	95.83%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.21%	96.90%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.60%	90.71%
CHEMBL1255126	O15151	Protein Mdm4	80.16%	90.20%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.03%	91.07%

Plants that contains it

• Keteleeria evelyniana

Cross-Links

• PubChem: 54576217
• LOTUS: LTS0039623
• wikiData: Q105300730