[(2R,3R,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-3-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: ed0cebcc-1557-4750-9e7b-43ab504fc19d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
• IUPAC Name: [(2R,3R,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-3-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C(=O)OCC2(C(C(OC2O)CO)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C(=O)OC[C@]2([C@@H]([C@H](O[C@H]2O)CO)O)O
• InChI: InChI=1S/C13H16O10/c14-3-8-10(18)13(21,12(20)23-8)4-22-11(19)5-1-6(15)9(17)7(16)2-5/h1-2,8,10,12,14-18,20-21H,3-4H2/t8-,10-,12-,13-/m1/s1
• InChI Key: BMVXFPMHWMBGJY-PIEOMLNGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₁₀
• Molecular Weight: 332.26 g/mol
• Exact Mass: 332.07434670 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.24
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6014	60.14%
Caco-2	-	0.8557	85.57%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7332	73.32%
OATP2B1 inhibitior	-	0.5742	57.42%
OATP1B1 inhibitior	+	0.7494	74.94%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9476	94.76%
P-glycoprotein inhibitior	-	0.9150	91.50%
P-glycoprotein substrate	-	0.9117	91.17%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	-	0.9147	91.47%
CYP2C9 inhibition	-	0.9102	91.02%
CYP2C19 inhibition	-	0.8718	87.18%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.8242	82.42%
CYP2C8 inhibition	-	0.7457	74.57%
CYP inhibitory promiscuity	-	0.8867	88.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6169	61.69%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.6203	62.03%
Skin irritation	-	0.7847	78.47%
Skin corrosion	-	0.9541	95.41%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7830	78.30%
Micronuclear	-	0.6893	68.93%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.7795	77.95%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7309	73.09%
Acute Oral Toxicity (c)	III	0.6074	60.74%
Estrogen receptor binding	+	0.7220	72.20%
Androgen receptor binding	+	0.7043	70.43%
Thyroid receptor binding	-	0.5647	56.47%
Glucocorticoid receptor binding	+	0.6194	61.94%
Aromatase binding	+	0.5833	58.33%
PPAR gamma	+	0.5832	58.32%
Honey bee toxicity	-	0.8396	83.96%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.6826	68.26%

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	99.27%	91.11%
CHEMBL3194	P02766	Transthyretin	89.75%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.60%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.22%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.66%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.47%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.91%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.85%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	82.67%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.30%	83.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.18%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.21%	96.95%

Plants that contains it

• Caryocar villosum

Cross-Links

• PubChem: 163062239
• LOTUS: LTS0272962
• wikiData: Q104938618