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

Details

• Internal ID: 5992a61b-10c1-48cc-997c-b5ae8c7068ee
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
• IUPAC Name: [(2R,3S,4S,5S)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C(C(C(O2)(CO)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C(=O)OC[C@@H]2[C@H]([C@@H]([C@@](O2)(CO)O)O)O
• InChI: InChI=1S/C13H16O10/c14-4-13(21)11(19)10(18)8(23-13)3-22-12(20)5-1-6(15)9(17)7(16)2-5/h1-2,8,10-11,14-19,21H,3-4H2/t8-,10-,11+,13+/m1/s1
• InChI Key: WNXKQZHTEHIGBQ-GOONRYMUSA-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	-	0.5549	55.49%
Caco-2	-	0.8643	86.43%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7236	72.36%
OATP2B1 inhibitior	-	0.7166	71.66%
OATP1B1 inhibitior	+	0.6938	69.38%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8366	83.66%
P-glycoprotein inhibitior	-	0.9144	91.44%
P-glycoprotein substrate	-	0.9276	92.76%
CYP3A4 substrate	+	0.5161	51.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8498	84.98%
CYP3A4 inhibition	-	0.9088	90.88%
CYP2C9 inhibition	-	0.9241	92.41%
CYP2C19 inhibition	-	0.8887	88.87%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.8257	82.57%
CYP2C8 inhibition	-	0.5715	57.15%
CYP inhibitory promiscuity	-	0.8882	88.82%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6619	66.19%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.7358	73.58%
Skin irritation	-	0.7837	78.37%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7264	72.64%
Micronuclear	-	0.7093	70.93%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.7841	78.41%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9129	91.29%
Acute Oral Toxicity (c)	III	0.6173	61.73%
Estrogen receptor binding	+	0.8077	80.77%
Androgen receptor binding	+	0.5661	56.61%
Thyroid receptor binding	+	0.5368	53.68%
Glucocorticoid receptor binding	+	0.6013	60.13%
Aromatase binding	+	0.5256	52.56%
PPAR gamma	+	0.5848	58.48%
Honey bee toxicity	-	0.8993	89.93%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.6925	69.25%

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	99.32%	91.11%
CHEMBL3194	P02766	Transthyretin	91.16%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.18%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.18%	96.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.99%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.67%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.44%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.24%	95.64%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.08%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.41%	89.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.47%	89.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162914415
• LOTUS: LTS0176240
• wikiData: Q105309358