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

Details

• Internal ID: 49e4f6fa-88d6-4c8d-947d-406c201cb92c
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: methyl 3-hydroxy-4-methoxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• SMILES (Canonical): COC1=C(C=C(C=C1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)O
• SMILES (Isomeric): COC1=C(C=C(C=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)OC)O
• InChI: InChI=1S/C15H20O10/c1-22-13-7(17)3-6(14(21)23-2)4-8(13)24-15-12(20)11(19)10(18)9(5-16)25-15/h3-4,9-12,15-20H,5H2,1-2H3/t9-,10-,11+,12-,15-/m1/s1
• InChI Key: NULTZDVVDLXXAM-BJIWRROBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₁₀
• Molecular Weight: 360.31 g/mol
• Exact Mass: 360.10564683 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.63
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7173	71.73%
Caco-2	-	0.8564	85.64%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6726	67.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7945	79.45%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8524	85.24%
P-glycoprotein inhibitior	-	0.9124	91.24%
P-glycoprotein substrate	-	0.8922	89.22%
CYP3A4 substrate	+	0.5273	52.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8149	81.49%
CYP2C9 inhibition	-	0.8896	88.96%
CYP2C19 inhibition	-	0.9057	90.57%
CYP2D6 inhibition	-	0.9141	91.41%
CYP1A2 inhibition	-	0.8740	87.40%
CYP2C8 inhibition	-	0.5702	57.02%
CYP inhibitory promiscuity	-	0.7233	72.33%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7735	77.35%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.8304	83.04%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4857	48.57%
Micronuclear	-	0.5267	52.67%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8809	88.09%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7398	73.98%
Acute Oral Toxicity (c)	III	0.7886	78.86%
Estrogen receptor binding	-	0.5762	57.62%
Androgen receptor binding	-	0.7720	77.20%
Thyroid receptor binding	-	0.5663	56.63%
Glucocorticoid receptor binding	-	0.5422	54.22%
Aromatase binding	-	0.5658	56.58%
PPAR gamma	-	0.4893	48.93%
Honey bee toxicity	-	0.9196	91.96%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.4670	46.70%

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	98.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.75%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.03%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.08%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.81%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.51%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.32%	94.00%
CHEMBL4208	P20618	Proteasome component C5	81.95%	90.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.37%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.30%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.30%	95.89%
CHEMBL2535	P11166	Glucose transporter	80.18%	98.75%

Plants that contains it

• Acer mandshuricum

Cross-Links

• PubChem: 163091370
• LOTUS: LTS0053481
• wikiData: Q105185937