1-O-(3,4,5-Trimethoxybenzoyl)-b-D-glucopyranoside

Details

• Internal ID: c768c6aa-ba6e-43ce-8e3d-e10796b2e96e
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,4,5-trimethoxybenzoate
• InChI: InChI=1S/C16H22O10/c1-22-8-4-7(5-9(23-2)14(8)24-3)15(21)26-16-13(20)12(19)11(18)10(6-17)25-16/h4-5,10-13,16-20H,6H2,1-3H3
• InChI Key: QRWNMJBTANFMHA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₁₀
• Molecular Weight: 374.34 g/mol
• Exact Mass: 374.12129689 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.33
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• 56982-70-8
• MEGxp0_000352
• ACon1_000341
• CHEBI:182224
• AKOS040734724
• NCGC00169169-01
• BRD-A59603859-001-01-8
• [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,4,5-trimethoxybenzoate
• NCGC00169169-02![3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,4,5-trimethoxybenzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7092	70.92%
Caco-2	-	0.7685	76.85%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6607	66.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8287	82.87%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8813	88.13%
P-glycoprotein inhibitior	-	0.8614	86.14%
P-glycoprotein substrate	-	0.9317	93.17%
CYP3A4 substrate	+	0.5204	52.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8299	82.99%
CYP3A4 inhibition	-	0.8502	85.02%
CYP2C9 inhibition	-	0.8926	89.26%
CYP2C19 inhibition	-	0.9059	90.59%
CYP2D6 inhibition	-	0.9095	90.95%
CYP1A2 inhibition	-	0.8545	85.45%
CYP2C8 inhibition	+	0.4746	47.46%
CYP inhibitory promiscuity	-	0.7420	74.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7524	75.24%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8736	87.36%
Skin irritation	-	0.8474	84.74%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6339	63.39%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8950	89.50%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8654	86.54%
Acute Oral Toxicity (c)	III	0.7671	76.71%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.7268	72.68%
Thyroid receptor binding	-	0.4897	48.97%
Glucocorticoid receptor binding	-	0.4821	48.21%
Aromatase binding	-	0.6482	64.82%
PPAR gamma	-	0.6640	66.40%
Honey bee toxicity	-	0.8883	88.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7082	70.82%
Fish aquatic toxicity	-	0.4537	45.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.49%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.34%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.05%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.03%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.29%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.06%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.01%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	82.10%	94.73%
CHEMBL2535	P11166	Glucose transporter	81.77%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.96%	96.95%
CHEMBL2581	P07339	Cathepsin D	80.83%	98.95%
CHEMBL4208	P20618	Proteasome component C5	80.43%	90.00%

Plants that contains it

• Prunus grayana
• Sargentodoxa cuneata

Cross-Links

• PubChem: 23928103
• LOTUS: LTS0246166
• wikiData: Q105226704