(2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-(4-hydroxy-3-methoxyphenoxy)-2-(hydroxymethyl)oxane-3,4-diol

Details

• Internal ID: c453930f-533a-43e1-bca2-5761f69d45b8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-(4-hydroxy-3-methoxyphenoxy)-2-(hydroxymethyl)oxane-3,4-diol
• SMILES (Canonical): COC1=C(C=CC(=C1)OC2C(C(C(C(O2)CO)O)O)OC3C(C(CO3)(CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O[C@H]3[C@@H]([C@](CO3)(CO)O)O)O
• InChI: InChI=1S/C18H26O12/c1-26-10-4-8(2-3-9(10)21)28-16-14(13(23)12(22)11(5-19)29-16)30-17-15(24)18(25,6-20)7-27-17/h2-4,11-17,19-25H,5-7H2,1H3/t11-,12-,13+,14-,15+,16-,17+,18-/m1/s1
• InChI Key: PGQMRTLJEMEERX-WKTYNKDSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₁₂
• Molecular Weight: 434.40 g/mol
• Exact Mass: 434.14242626 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.96
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7681	76.81%
Caco-2	-	0.8413	84.13%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6368	63.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9300	93.00%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5602	56.02%
P-glycoprotein inhibitior	-	0.8396	83.96%
P-glycoprotein substrate	-	0.7600	76.00%
CYP3A4 substrate	+	0.6130	61.30%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.8097	80.97%
CYP3A4 inhibition	-	0.8894	88.94%
CYP2C9 inhibition	-	0.8640	86.40%
CYP2C19 inhibition	-	0.8341	83.41%
CYP2D6 inhibition	-	0.8975	89.75%
CYP1A2 inhibition	-	0.8745	87.45%
CYP2C8 inhibition	-	0.5866	58.66%
CYP inhibitory promiscuity	-	0.7321	73.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5179	51.79%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9345	93.45%
Skin irritation	-	0.8237	82.37%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3630	36.30%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.7552	75.52%
skin sensitisation	-	0.8411	84.11%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7130	71.30%
Acute Oral Toxicity (c)	III	0.7524	75.24%
Estrogen receptor binding	+	0.6602	66.02%
Androgen receptor binding	-	0.6091	60.91%
Thyroid receptor binding	+	0.6568	65.68%
Glucocorticoid receptor binding	-	0.4878	48.78%
Aromatase binding	+	0.7516	75.16%
PPAR gamma	+	0.6301	63.01%
Honey bee toxicity	-	0.8236	82.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.7165	71.65%

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	99.60%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.90%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.06%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.06%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.93%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.35%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.05%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.64%	97.09%
CHEMBL4208	P20618	Proteasome component C5	90.40%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.38%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.06%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.28%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.67%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.02%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.31%	99.15%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.69%	91.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.34%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.16%	91.07%
CHEMBL4581	P52732	Kinesin-like protein 1	82.03%	93.18%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.46%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.02%	97.14%

Plants that contains it

• Astragalus pycnocephalus
• Markhamia stipulata

Cross-Links

• PubChem: 10917065
• LOTUS: LTS0098899
• wikiData: Q105208609