Benzoic acid, 3,5-bis(acetyloxy)-4-methoxy-, methyl ester

Details

• Internal ID: 9a2639fa-bf02-4777-a025-16092f2dca29
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives
• IUPAC Name: methyl 3,5-diacetyloxy-4-methoxybenzoate
• SMILES (Canonical): CC(=O)OC1=CC(=CC(=C1OC)OC(=O)C)C(=O)OC
• SMILES (Isomeric): CC(=O)OC1=CC(=CC(=C1OC)OC(=O)C)C(=O)OC
• InChI: InChI=1S/C13H14O7/c1-7(14)19-10-5-9(13(16)18-4)6-11(12(10)17-3)20-8(2)15/h5-6H,1-4H3
• InChI Key: MVCZQEYADKZPAR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₇
• Molecular Weight: 282.25 g/mol
• Exact Mass: 282.07395278 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• Benzoic acid, 3,5-bis(acetyloxy)-4-methoxy-, methyl ester
• DTXSID40447798
• Methyl 3,5-diacetoxy-4-methoxy benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	+	0.5984	59.84%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8544	85.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9294	92.94%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6470	64.70%
P-glycoprotein inhibitior	-	0.7962	79.62%
P-glycoprotein substrate	-	0.9292	92.92%
CYP3A4 substrate	-	0.6185	61.85%
CYP2C9 substrate	-	0.5790	57.90%
CYP2D6 substrate	-	0.8439	84.39%
CYP3A4 inhibition	-	0.9245	92.45%
CYP2C9 inhibition	-	0.9818	98.18%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9662	96.62%
CYP1A2 inhibition	+	0.5164	51.64%
CYP2C8 inhibition	-	0.6673	66.73%
CYP inhibitory promiscuity	-	0.8753	87.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6917	69.17%
Carcinogenicity (trinary)	Non-required	0.6525	65.25%
Eye corrosion	-	0.5968	59.68%
Eye irritation	+	0.9076	90.76%
Skin irritation	-	0.7590	75.90%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6713	67.13%
Micronuclear	+	0.5407	54.07%
Hepatotoxicity	+	0.5909	59.09%
skin sensitisation	-	0.9197	91.97%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	+	0.7281	72.81%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.5904	59.04%
Acute Oral Toxicity (c)	III	0.4484	44.84%
Estrogen receptor binding	+	0.6680	66.80%
Androgen receptor binding	-	0.7270	72.70%
Thyroid receptor binding	-	0.8019	80.19%
Glucocorticoid receptor binding	-	0.6620	66.20%
Aromatase binding	-	0.5121	51.21%
PPAR gamma	-	0.6411	64.11%
Honey bee toxicity	-	0.8701	87.01%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9548	95.48%

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	90.00%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.45%	96.09%
CHEMBL2535	P11166	Glucose transporter	88.21%	98.75%
CHEMBL4208	P20618	Proteasome component C5	84.23%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.11%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.44%	81.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.11%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.66%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.47%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.36%	91.19%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.17%	87.67%

Plants that contains it

• Phoenix dactylifera

Cross-Links

• PubChem: 10902054
• LOTUS: LTS0026959
• wikiData: Q82266690