(2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]oxane-3,4,5-triol

Details

• Internal ID: eec8f824-f7f4-4080-afd2-10a6d62302a6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)CCOC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(CO)O)O)O)O)O)O
• InChI: InChI=1S/C20H30O12/c1-28-12-6-10(2-3-11(12)22)4-5-29-18-16(25)15(24)14(23)13(32-18)7-30-19-17(26)20(27,8-21)9-31-19/h2-3,6,13-19,21-27H,4-5,7-9H2,1H3/t13-,14-,15+,16-,17+,18-,19-,20-/m1/s1
• InChI Key: MYOINCYRVGGFRT-LTRJMQNCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₁₂
• Molecular Weight: 462.40 g/mol
• Exact Mass: 462.17372639 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.78
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6986	69.86%
Caco-2	-	0.8350	83.50%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7680	76.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8931	89.31%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8185	81.85%
P-glycoprotein inhibitior	-	0.7661	76.61%
P-glycoprotein substrate	-	0.5930	59.30%
CYP3A4 substrate	+	0.6478	64.78%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7894	78.94%
CYP3A4 inhibition	-	0.9287	92.87%
CYP2C9 inhibition	-	0.8218	82.18%
CYP2C19 inhibition	-	0.8218	82.18%
CYP2D6 inhibition	-	0.8945	89.45%
CYP1A2 inhibition	-	0.8650	86.50%
CYP2C8 inhibition	+	0.7583	75.83%
CYP inhibitory promiscuity	-	0.8532	85.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5661	56.61%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9397	93.97%
Skin irritation	-	0.8078	80.78%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3702	37.02%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8613	86.13%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8072	80.72%
Acute Oral Toxicity (c)	III	0.6666	66.66%
Estrogen receptor binding	+	0.7473	74.73%
Androgen receptor binding	-	0.5872	58.72%
Thyroid receptor binding	+	0.6291	62.91%
Glucocorticoid receptor binding	+	0.6350	63.50%
Aromatase binding	+	0.7820	78.20%
PPAR gamma	+	0.6963	69.63%
Honey bee toxicity	-	0.8141	81.41%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.6906	69.06%

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	99.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.58%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.51%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.50%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.15%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.33%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.49%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.34%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.08%	86.92%
CHEMBL2581	P07339	Cathepsin D	88.89%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.74%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.77%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.59%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.41%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.36%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.07%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.35%	89.00%
CHEMBL4581	P52732	Kinesin-like protein 1	83.05%	93.18%
CHEMBL4208	P20618	Proteasome component C5	80.68%	90.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.07%	96.90%

Plants that contains it

• Fraxinus sieboldiana

Cross-Links

• PubChem: 16681196
• LOTUS: LTS0181939
• wikiData: Q105175070