methyl 3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

Details

• Internal ID: b42bea96-e5bb-4f6b-828d-dcfd1f00e6eb
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: methyl 3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• InChI: InChI=1S/C16H22O10/c1-22-8-4-7(15(21)24-3)5-9(23-2)14(8)26-16-13(20)12(19)11(18)10(6-17)25-16/h4-5,10-13,16-20H,6H2,1-3H3/t10-,11-,12+,13-,16+/m1/s1
• InChI Key: APHZSLWUGSUBKQ-VBTGVMJWSA-N
• Popularity: 2 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: -0.70
• Atomic LogP (AlogP): -1.33
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• orb2893307
• SCHEMBL19806793

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7092	70.92%
Caco-2	-	0.6865	68.65%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6607	66.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8552	85.52%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5965	59.65%
P-glycoprotein inhibitior	-	0.8440	84.40%
P-glycoprotein substrate	-	0.9144	91.44%
CYP3A4 substrate	+	0.5167	51.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8437	84.37%
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	-	0.5851	58.51%
CYP inhibitory promiscuity	-	0.7420	74.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7524	75.24%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9090	90.90%
Skin irritation	-	0.8474	84.74%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5502	55.02%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	-	0.7448	74.48%
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	-	0.7696	76.96%
Acute Oral Toxicity (c)	III	0.7671	76.71%
Estrogen receptor binding	-	0.5098	50.98%
Androgen receptor binding	-	0.6887	68.87%
Thyroid receptor binding	-	0.4903	49.03%
Glucocorticoid receptor binding	+	0.5557	55.57%
Aromatase binding	-	0.6114	61.14%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9002	90.02%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
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	96.94%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.53%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.42%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.74%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.27%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.00%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.76%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.70%	94.00%
CHEMBL4208	P20618	Proteasome component C5	84.01%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.21%	95.89%
CHEMBL2535	P11166	Glucose transporter	81.62%	98.75%

Plants that contains it

• Bellis perennis
• Hymenidium lindleyanum

Cross-Links

• PubChem: 21579142
• NPASS: NPC119336
• LOTUS: LTS0169246
• wikiData: Q104916303