[5-[4,5-Dihydroxy-6-(hydroxymethyl)-2-(4-hydroxyphenoxy)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate

Details

• Internal ID: f90f0a35-99c9-4157-801a-e106a7d9dc78
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [5-[4,5-dihydroxy-6-(hydroxymethyl)-2-(4-hydroxyphenoxy)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C(=O)OCC2(COC(C2O)OC3C(C(C(OC3OC4=CC=C(C=C4)O)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C(=O)OCC2(COC(C2O)OC3C(C(C(OC3OC4=CC=C(C=C4)O)CO)O)O)O)O
• InChI: InChI=1S/C25H30O14/c1-34-16-8-12(2-7-15(16)28)22(32)35-10-25(33)11-36-24(21(25)31)39-20-19(30)18(29)17(9-26)38-23(20)37-14-5-3-13(27)4-6-14/h2-8,17-21,23-24,26-31,33H,9-11H2,1H3
• InChI Key: QHRHKYAZXRNVAA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₁₄
• Molecular Weight: 554.50 g/mol
• Exact Mass: 554.16355563 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6635	66.35%
Caco-2	-	0.8886	88.86%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6797	67.97%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9004	90.04%
OATP1B3 inhibitior	+	0.9607	96.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5934	59.34%
P-glycoprotein inhibitior	-	0.4919	49.19%
P-glycoprotein substrate	-	0.5796	57.96%
CYP3A4 substrate	+	0.6780	67.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8490	84.90%
CYP3A4 inhibition	-	0.8586	85.86%
CYP2C9 inhibition	-	0.8806	88.06%
CYP2C19 inhibition	-	0.8661	86.61%
CYP2D6 inhibition	-	0.9101	91.01%
CYP1A2 inhibition	-	0.8912	89.12%
CYP2C8 inhibition	+	0.7778	77.78%
CYP inhibitory promiscuity	-	0.7833	78.33%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5674	56.74%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9291	92.91%
Skin irritation	-	0.8309	83.09%
Skin corrosion	-	0.9484	94.84%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7738	77.38%
Micronuclear	+	0.5333	53.33%
Hepatotoxicity	-	0.7091	70.91%
skin sensitisation	-	0.8469	84.69%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7811	78.11%
Acute Oral Toxicity (c)	III	0.7621	76.21%
Estrogen receptor binding	+	0.7894	78.94%
Androgen receptor binding	+	0.5773	57.73%
Thyroid receptor binding	+	0.5195	51.95%
Glucocorticoid receptor binding	+	0.6501	65.01%
Aromatase binding	+	0.6673	66.73%
PPAR gamma	+	0.7089	70.89%
Honey bee toxicity	-	0.7894	78.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.4429	44.29%

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	99.51%	91.11%
CHEMBL4208	P20618	Proteasome component C5	95.50%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.28%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.55%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	94.41%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.27%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.22%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.03%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.72%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.39%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.36%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.28%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.77%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.33%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.61%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.40%	94.45%
CHEMBL3194	P02766	Transthyretin	83.85%	90.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.33%	85.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.22%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.08%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.51%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.93%	97.14%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	80.42%	96.69%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.40%	97.53%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.19%	97.36%

Plants that contains it

• Myrsine seguinii

Cross-Links

• PubChem: 162926532
• LOTUS: LTS0249932
• wikiData: Q105221115