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

Details

• Internal ID: e882ed90-769b-4222-bdcf-b60417340cc3
• 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-hydroxy-5-methoxyphenoxy)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1)O)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1)O)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
• InChI: InChI=1S/C18H26O12/c1-26-9-2-8(20)3-10(4-9)29-16-14(23)13(22)12(21)11(30-16)5-27-17-15(24)18(25,6-19)7-28-17/h2-4,11-17,19-25H,5-7H2,1H3
• InChI Key: VHABNKNNMSYNCL-UHFFFAOYSA-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: -2.40
• 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	-	0.8039	80.39%
Caco-2	-	0.8655	86.55%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6883	68.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9256	92.56%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5938	59.38%
P-glycoprotein inhibitior	-	0.7732	77.32%
P-glycoprotein substrate	-	0.7270	72.70%
CYP3A4 substrate	+	0.5991	59.91%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.8097	80.97%
CYP3A4 inhibition	-	0.9226	92.26%
CYP2C9 inhibition	-	0.9018	90.18%
CYP2C19 inhibition	-	0.8527	85.27%
CYP2D6 inhibition	-	0.9040	90.40%
CYP1A2 inhibition	-	0.9152	91.52%
CYP2C8 inhibition	+	0.4492	44.92%
CYP inhibitory promiscuity	-	0.8322	83.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5405	54.05%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9471	94.71%
Skin irritation	-	0.8335	83.35%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7109	71.09%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.7708	77.08%
skin sensitisation	-	0.8735	87.35%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6253	62.53%
Acute Oral Toxicity (c)	III	0.6979	69.79%
Estrogen receptor binding	+	0.7099	70.99%
Androgen receptor binding	-	0.6377	63.77%
Thyroid receptor binding	+	0.6170	61.70%
Glucocorticoid receptor binding	-	0.4926	49.26%
Aromatase binding	+	0.7173	71.73%
PPAR gamma	+	0.7495	74.95%
Honey bee toxicity	-	0.8393	83.93%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.6566	65.66%

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	99.52%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.29%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.94%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.90%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.16%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.79%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.15%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.04%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.02%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	87.32%	93.18%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.00%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.68%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.99%	95.89%
CHEMBL4208	P20618	Proteasome component C5	85.36%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.07%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.96%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	83.72%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.29%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.52%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.02%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.56%	91.07%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.86%	99.15%

Plants that contains it

• Spatholobus suberectus

Cross-Links

• PubChem: 162966498
• LOTUS: LTS0059163
• wikiData: Q105286267