Pentyl Gallate

Details

• Internal ID: e4482533-779a-4f3c-bcc4-7cf6de2cb7a3
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
• IUPAC Name: pentyl 3,4,5-trihydroxybenzoate
• InChI: InChI=1S/C12H16O5/c1-2-3-4-5-17-12(16)8-6-9(13)11(15)10(14)7-8/h6-7,13-15H,2-5H2,1H3
• InChI Key: IIOADSXXVWNOSC-UHFFFAOYSA-N
• Popularity: 21 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• Amyl gallate
• 4568-93-8
• Benzoic acid, 3,4,5-trihydroxy-, pentyl ester
• pentyl 3,4,5-trihydroxybenzoate
• SCHEMBL505480
• CHEMBL494006
• DTXSID10333159

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9487	94.87%
Caco-2	+	0.5668	56.68%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8975	89.75%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.7392	73.92%
OATP1B3 inhibitior	+	0.9282	92.82%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9762	97.62%
P-glycoprotein inhibitior	-	0.9732	97.32%
P-glycoprotein substrate	-	0.9098	90.98%
CYP3A4 substrate	-	0.6024	60.24%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	-	0.8114	81.14%
CYP3A4 inhibition	-	0.8329	83.29%
CYP2C9 inhibition	-	0.7290	72.90%
CYP2C19 inhibition	-	0.5489	54.89%
CYP2D6 inhibition	-	0.8441	84.41%
CYP1A2 inhibition	+	0.5938	59.38%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8452	84.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8123	81.23%
Carcinogenicity (trinary)	Non-required	0.7181	71.81%
Eye corrosion	-	0.9882	98.82%
Eye irritation	+	0.8940	89.40%
Skin irritation	-	0.6121	61.21%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6460	64.60%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5926	59.26%
skin sensitisation	+	0.9073	90.73%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.7736	77.36%
Acute Oral Toxicity (c)	III	0.8590	85.90%
Estrogen receptor binding	+	0.8021	80.21%
Androgen receptor binding	+	0.9121	91.21%
Thyroid receptor binding	-	0.6313	63.13%
Glucocorticoid receptor binding	-	0.4790	47.90%
Aromatase binding	+	0.5719	57.19%
PPAR gamma	+	0.8119	81.19%
Honey bee toxicity	-	0.9938	99.38%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5598	55.98%
Fish aquatic toxicity	+	0.9850	98.50%

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	96.24%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.63%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.94%	86.33%
CHEMBL3194	P02766	Transthyretin	88.30%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	87.21%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.02%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.91%	90.71%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.18%	92.08%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.43%	94.42%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.96%	97.29%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.24%	80.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.13%	97.21%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.13%	80.78%

Plants that contains it

• Alchornea glandulosa

Cross-Links

• PubChem: 487559
• LOTUS: LTS0129852
• wikiData: Q82098289