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

Details

• Internal ID: 32d39e78-58fc-4685-ab4a-bdd9aac3e550
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 4-hydroxy-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• SMILES (Canonical): C1=CC(=C(C=C1COC(=O)C2=CC(=C(C=C2)O)OC3C(C(C(C(O3)CO)O)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1COC(=O)C2=CC(=C(C=C2)O)O[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C26H32O16/c27-7-16-18(31)20(33)22(35)25(41-16)39-14-4-1-10(5-13(14)30)9-38-24(37)11-2-3-12(29)15(6-11)40-26-23(36)21(34)19(32)17(8-28)42-26/h1-6,16-23,25-36H,7-9H2/t16-,17+,18-,19+,20+,21-,22-,23+,25-,26+/m1/s1
• InChI Key: JQUOIYCKIVRFRH-ZZXAPCEGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₆
• Molecular Weight: 600.50 g/mol
• Exact Mass: 600.16903493 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -3.19
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8386	83.86%
Caco-2	-	0.9220	92.20%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6354	63.54%
OATP2B1 inhibitior	-	0.7050	70.50%
OATP1B1 inhibitior	+	0.9183	91.83%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5544	55.44%
P-glycoprotein inhibitior	-	0.5160	51.60%
P-glycoprotein substrate	-	0.8795	87.95%
CYP3A4 substrate	+	0.5395	53.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8551	85.51%
CYP3A4 inhibition	-	0.9196	91.96%
CYP2C9 inhibition	-	0.9083	90.83%
CYP2C19 inhibition	-	0.9302	93.02%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.9504	95.04%
CYP2C8 inhibition	+	0.6819	68.19%
CYP inhibitory promiscuity	-	0.7973	79.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6973	69.73%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.8527	85.27%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3600	36.00%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8639	86.39%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7951	79.51%
Acute Oral Toxicity (c)	III	0.5617	56.17%
Estrogen receptor binding	+	0.8006	80.06%
Androgen receptor binding	+	0.5352	53.52%
Thyroid receptor binding	-	0.5081	50.81%
Glucocorticoid receptor binding	-	0.6034	60.34%
Aromatase binding	+	0.5302	53.02%
PPAR gamma	+	0.7100	71.00%
Honey bee toxicity	-	0.7541	75.41%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6865	68.65%
Fish aquatic toxicity	+	0.7180	71.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	96.48%	99.17%
CHEMBL3194	P02766	Transthyretin	95.21%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.18%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.10%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.79%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.37%	91.49%
CHEMBL4208	P20618	Proteasome component C5	86.84%	90.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.06%	85.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.59%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.37%	89.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.84%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.69%	98.95%
CHEMBL3891	P07384	Calpain 1	83.30%	93.04%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.23%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.05%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.23%	89.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.85%	85.31%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.84%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.89%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	80.72%	94.73%

Plants that contains it

• Pyrus calleryana

Cross-Links

• PubChem: 163193146
• LOTUS: LTS0024484
• wikiData: Q105133692