3-Methoxy-4-[3,4,5-trihydroxy-6-[(4-hydroxy-3,5-dimethoxybenzoyl)oxymethyl]oxan-2-yl]oxybenzoic acid

Details

• Internal ID: 15058049-2ebc-4e3c-8058-46483621326e
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 3-methoxy-4-[3,4,5-trihydroxy-6-[(4-hydroxy-3,5-dimethoxybenzoyl)oxymethyl]oxan-2-yl]oxybenzoic acid
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C(=O)OCC2C(C(C(C(O2)OC3=C(C=C(C=C3)C(=O)O)OC)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C(=O)OCC2C(C(C(C(O2)OC3=C(C=C(C=C3)C(=O)O)OC)O)O)O
• InChI: InChI=1S/C23H26O13/c1-31-13-6-10(21(28)29)4-5-12(13)35-23-20(27)19(26)18(25)16(36-23)9-34-22(30)11-7-14(32-2)17(24)15(8-11)33-3/h4-8,16,18-20,23-27H,9H2,1-3H3,(H,28,29)
• InChI Key: VZZORQCDLWXFQF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₁₃
• Molecular Weight: 510.40 g/mol
• Exact Mass: 510.13734088 g/mol
• Topological Polar Surface Area (TPSA): 191.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7687	76.87%
Caco-2	-	0.8133	81.33%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6729	67.29%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.7931	79.31%
OATP1B3 inhibitior	+	0.8400	84.00%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6572	65.72%
P-glycoprotein inhibitior	+	0.6028	60.28%
P-glycoprotein substrate	-	0.7939	79.39%
CYP3A4 substrate	+	0.5424	54.24%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8661	86.61%
CYP3A4 inhibition	-	0.8572	85.72%
CYP2C9 inhibition	-	0.8284	82.84%
CYP2C19 inhibition	-	0.8915	89.15%
CYP2D6 inhibition	-	0.8990	89.90%
CYP1A2 inhibition	-	0.8107	81.07%
CYP2C8 inhibition	+	0.7845	78.45%
CYP inhibitory promiscuity	-	0.8359	83.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7420	74.20%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8690	86.90%
Skin irritation	-	0.8811	88.11%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.7123	71.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.4894	48.94%
Micronuclear	+	0.6266	62.66%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9282	92.82%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.9380	93.80%
Acute Oral Toxicity (c)	III	0.7521	75.21%
Estrogen receptor binding	+	0.7755	77.55%
Androgen receptor binding	-	0.5846	58.46%
Thyroid receptor binding	+	0.5572	55.72%
Glucocorticoid receptor binding	+	0.7840	78.40%
Aromatase binding	-	0.4881	48.81%
PPAR gamma	+	0.6172	61.72%
Honey bee toxicity	-	0.9171	91.71%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.8777	87.77%

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	96.33%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.37%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.70%	99.17%
CHEMBL3194	P02766	Transthyretin	94.53%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.52%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.82%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	85.57%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.28%	90.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.03%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.08%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.45%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.39%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.06%	95.89%

Plants that contains it

• Tacca chantrieri

Cross-Links

• PubChem: 162987809
• LOTUS: LTS0141519
• wikiData: Q105300074