2-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-(3,4,5-trimethoxyphenoxy)oxane-3,4,5-triol

Details

• Internal ID: bf70ddb8-61c4-4f02-a5e7-efcb88b2d156
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-(3,4,5-trimethoxyphenoxy)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
• InChI: InChI=1S/C20H30O13/c1-27-10-4-9(5-11(28-2)16(10)29-3)32-18-15(24)14(23)13(22)12(33-18)6-30-19-17(25)20(26,7-21)8-31-19/h4-5,12-15,17-19,21-26H,6-8H2,1-3H3
• InChI Key: CKGKQISENBKOCA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₁₃
• Molecular Weight: 478.40 g/mol
• Exact Mass: 478.16864101 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.64
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

• 2-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-(3,4,5-trimethoxyphenoxy)oxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7272	72.72%
Caco-2	-	0.8240	82.40%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6591	65.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9358	93.58%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6568	65.68%
P-glycoprotein inhibitior	-	0.6535	65.35%
P-glycoprotein substrate	-	0.7617	76.17%
CYP3A4 substrate	+	0.6050	60.50%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8074	80.74%
CYP3A4 inhibition	-	0.9204	92.04%
CYP2C9 inhibition	-	0.8804	88.04%
CYP2C19 inhibition	-	0.8600	86.00%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.8632	86.32%
CYP2C8 inhibition	+	0.4839	48.39%
CYP inhibitory promiscuity	-	0.7996	79.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5960	59.60%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9379	93.79%
Skin irritation	-	0.8339	83.39%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7145	71.45%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.7583	75.83%
skin sensitisation	-	0.8571	85.71%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7209	72.09%
Acute Oral Toxicity (c)	III	0.6499	64.99%
Estrogen receptor binding	+	0.7372	73.72%
Androgen receptor binding	-	0.6448	64.48%
Thyroid receptor binding	+	0.6448	64.48%
Glucocorticoid receptor binding	-	0.5193	51.93%
Aromatase binding	+	0.6877	68.77%
PPAR gamma	+	0.6591	65.91%
Honey bee toxicity	-	0.8255	82.55%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.5210	52.10%

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	98.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.24%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.31%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.33%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.78%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.47%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.11%	96.00%
CHEMBL4302	P08183	P-glycoprotein 1	89.03%	92.98%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.91%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.52%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.11%	95.89%
CHEMBL4208	P20618	Proteasome component C5	85.02%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.85%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.83%	89.00%
CHEMBL4581	P52732	Kinesin-like protein 1	84.62%	93.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.11%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.61%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.16%	94.45%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.12%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.75%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.12%	91.07%

Plants that contains it

• Acer saccharum
• Alibertia edulis
• Betula ermanii
• Betula maximowicziana
• Bretschneidera sinensis
• Carallia brachiata
• Dracaena cambodiana
• Morinda coreia
• Neolamarckia cadamba
• Piptostigma fugax
• Smilax glabra
• Strychnos axillaris

Cross-Links

• PubChem: 13922633
• LOTUS: LTS0016161
• wikiData: Q103817806