3-O-Galloyl-D-glucose

Details

• Internal ID: 7876338a-c448-4f6e-a84f-147be7ebe889
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
• IUPAC Name: [(2R,3S,4R,5R)-2,4,5,6-tetrahydroxy-1-oxohexan-3-yl] 2-deuterio-3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C(=O)OC(C(C=O)O)C(C(CO)O)O
• SMILES (Isomeric): [2H]C1=C(C=C(C(=C1O)O)O)C(=O)O[C@H]([C@H](C=O)O)[C@@H]([C@@H](CO)O)O
• InChI: InChI=1S/C13H16O10/c14-3-8(18)11(21)12(9(19)4-15)23-13(22)5-1-6(16)10(20)7(17)2-5/h1-2,4,8-9,11-12,14,16-21H,3H2/t8-,9+,11-,12-/m1/s1/i1D
• InChI Key: DUPUAYOTOWVLFB-HQJYJMAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₁₀
• Molecular Weight: 333.27 g/mol
• Exact Mass: 333.08062345 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.40
• H-Bond Acceptor: 10
• 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	+	0.8086	80.86%
Caco-2	-	0.9247	92.47%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6521	65.21%
OATP2B1 inhibitior	-	0.7101	71.01%
OATP1B1 inhibitior	+	0.8716	87.16%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9694	96.94%
P-glycoprotein inhibitior	-	0.9413	94.13%
P-glycoprotein substrate	-	0.8223	82.23%
CYP3A4 substrate	-	0.5196	51.96%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.9365	93.65%
CYP2C9 inhibition	-	0.9655	96.55%
CYP2C19 inhibition	-	0.9766	97.66%
CYP2D6 inhibition	-	0.9629	96.29%
CYP1A2 inhibition	-	0.8793	87.93%
CYP2C8 inhibition	-	0.6312	63.12%
CYP inhibitory promiscuity	-	0.9848	98.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8532	85.32%
Carcinogenicity (trinary)	Non-required	0.7845	78.45%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8455	84.55%
Skin irritation	-	0.6375	63.75%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6001	60.01%
Micronuclear	+	0.5048	50.48%
Hepatotoxicity	-	0.7665	76.65%
skin sensitisation	+	0.5951	59.51%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7432	74.32%
Acute Oral Toxicity (c)	III	0.7248	72.48%
Estrogen receptor binding	+	0.7027	70.27%
Androgen receptor binding	+	0.5439	54.39%
Thyroid receptor binding	+	0.5506	55.06%
Glucocorticoid receptor binding	+	0.6898	68.98%
Aromatase binding	-	0.5747	57.47%
PPAR gamma	+	0.5999	59.99%
Honey bee toxicity	-	0.8935	89.35%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.7694	76.94%

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	98.76%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.82%	99.17%
CHEMBL3194	P02766	Transthyretin	91.39%	90.71%
CHEMBL4208	P20618	Proteasome component C5	86.49%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.60%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.57%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.19%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	83.27%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.14%	100.00%

Plants that contains it

• Oenothera glazioviana

Cross-Links

• PubChem: 139600039
• LOTUS: LTS0168821
• wikiData: Q104396999