[3,4,5-Trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 290fcfab-adce-4b7a-9b8d-2fa2ef55b048
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
• IUPAC Name: [3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=CC(=CC=C1CCOC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CCOC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O)O
• InChI: InChI=1S/C21H24O11/c22-12-3-1-10(2-4-12)5-6-30-21-19(28)18(27)17(26)15(32-21)9-31-20(29)11-7-13(23)16(25)14(24)8-11/h1-4,7-8,15,17-19,21-28H,5-6,9H2
• InChI Key: BHUHTEAJYSUNLI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₁₁
• Molecular Weight: 452.40 g/mol
• Exact Mass: 452.13186158 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.27
• H-Bond Acceptor: 11
• 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	-	0.7797	77.97%
Caco-2	-	0.8883	88.83%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8036	80.36%
OATP2B1 inhibitior	-	0.5716	57.16%
OATP1B1 inhibitior	+	0.7063	70.63%
OATP1B3 inhibitior	+	0.8685	86.85%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6695	66.95%
P-glycoprotein inhibitior	-	0.6666	66.66%
P-glycoprotein substrate	-	0.8459	84.59%
CYP3A4 substrate	+	0.5778	57.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.8921	89.21%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.7654	76.54%
CYP2D6 inhibition	-	0.9128	91.28%
CYP1A2 inhibition	-	0.8392	83.92%
CYP2C8 inhibition	+	0.8215	82.15%
CYP inhibitory promiscuity	-	0.7616	76.16%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6605	66.05%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8034	80.34%
Skin irritation	-	0.8394	83.94%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4386	43.86%
Micronuclear	-	0.5967	59.67%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.8512	85.12%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9552	95.52%
Acute Oral Toxicity (c)	III	0.7297	72.97%
Estrogen receptor binding	+	0.6796	67.96%
Androgen receptor binding	+	0.7322	73.22%
Thyroid receptor binding	+	0.5309	53.09%
Glucocorticoid receptor binding	-	0.4768	47.68%
Aromatase binding	-	0.5567	55.67%
PPAR gamma	+	0.5245	52.45%
Honey bee toxicity	-	0.8155	81.55%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.7763	77.63%

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	98.62%	91.11%
CHEMBL3194	P02766	Transthyretin	94.96%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.40%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.76%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.54%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.23%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.90%	94.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	90.67%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.25%	95.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.58%	95.64%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.37%	94.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.17%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.01%	96.95%
CHEMBL2581	P07339	Cathepsin D	86.89%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.27%	94.45%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.17%	85.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.81%	90.71%
CHEMBL3891	P07384	Calpain 1	84.20%	93.04%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.90%	85.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.63%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.39%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.96%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.45%	97.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.23%	83.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.13%	92.50%

Plants that contains it

• Pelargonium reniforme
• Quercus salicina
• Rhodiola crenulata
• Rhodiola rosea

Cross-Links

• PubChem: 13270046
• LOTUS: LTS0015596
• wikiData: Q104936238