1-O-Galloylfructose

Details

• Internal ID: 6db363e7-e5bb-4cd2-8c0c-264ca0642ca7
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
• IUPAC Name: (2,3,4,5-tetrahydroxyoxan-2-yl)methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C(C(C(O1)(COC(=O)C2=CC(=C(C(=C2)O)O)O)O)O)O)O
• SMILES (Isomeric): C1C(C(C(C(O1)(COC(=O)C2=CC(=C(C(=C2)O)O)O)O)O)O)O
• InChI: InChI=1S/C13H16O10/c14-6-1-5(2-7(15)9(6)17)12(20)22-4-13(21)11(19)10(18)8(16)3-23-13/h1-2,8,10-11,14-19,21H,3-4H2
• InChI Key: WMYZHISPRKXOOF-UHFFFAOYSA-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: -2.20
• Atomic LogP (AlogP): -2.24
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

• CHEBI:193882
• (2,3,4,5-TETRAHYDROXYOXAN-2-YL)METHYL 3,4,5-TRIHYDROXYBENZOATE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7741	77.41%
Caco-2	-	0.8753	87.53%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7186	71.86%
OATP2B1 inhibitior	-	0.7167	71.67%
OATP1B1 inhibitior	+	0.8544	85.44%
OATP1B3 inhibitior	+	0.8875	88.75%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9399	93.99%
P-glycoprotein inhibitior	-	0.9260	92.60%
P-glycoprotein substrate	-	0.8066	80.66%
CYP3A4 substrate	+	0.5494	54.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8477	84.77%
CYP3A4 inhibition	-	0.8800	88.00%
CYP2C9 inhibition	-	0.8913	89.13%
CYP2C19 inhibition	-	0.8641	86.41%
CYP2D6 inhibition	-	0.9111	91.11%
CYP1A2 inhibition	-	0.9051	90.51%
CYP2C8 inhibition	-	0.6328	63.28%
CYP inhibitory promiscuity	-	0.8896	88.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6381	63.81%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.7243	72.43%
Skin irritation	-	0.8095	80.95%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7926	79.26%
Micronuclear	-	0.5308	53.08%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.7946	79.46%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9257	92.57%
Acute Oral Toxicity (c)	III	0.7056	70.56%
Estrogen receptor binding	+	0.7559	75.59%
Androgen receptor binding	+	0.7127	71.27%
Thyroid receptor binding	-	0.6154	61.54%
Glucocorticoid receptor binding	+	0.6850	68.50%
Aromatase binding	+	0.5539	55.39%
PPAR gamma	+	0.5225	52.25%
Honey bee toxicity	-	0.8850	88.50%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.8096	80.96%

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	99.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.28%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.51%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.88%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.80%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.45%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.17%	86.33%
CHEMBL3194	P02766	Transthyretin	83.44%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.65%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.36%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.86%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.27%	99.17%
CHEMBL2581	P07339	Cathepsin D	80.18%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.18%	95.89%

Plants that contains it

• Rheum palmatum

Cross-Links

• PubChem: 131752599
• LOTUS: LTS0031755
• wikiData: Q105308923