2,4-Dimethoxy-6-acetylbenzoic acid

Details

• Internal ID: a5a96cc2-10ed-48e3-88c0-2e3495e5b15d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 2-acetyl-4,6-dimethoxybenzoic acid
• SMILES (Canonical): CC(=O)C1=C(C(=CC(=C1)OC)OC)C(=O)O
• SMILES (Isomeric): CC(=O)C1=C(C(=CC(=C1)OC)OC)C(=O)O
• InChI: InChI=1S/C11H12O5/c1-6(12)8-4-7(15-2)5-9(16-3)10(8)11(13)14/h4-5H,1-3H3,(H,13,14)
• InChI Key: SBBRFMZBVACQCF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₅
• Molecular Weight: 224.21 g/mol
• Exact Mass: 224.06847348 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.60
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL509806
• 2,4-Dimethoxy-6-acetylbenzoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9795	97.95%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.9112	91.12%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.9509	95.09%
OATP1B3 inhibitior	+	0.9245	92.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9310	93.10%
P-glycoprotein inhibitior	-	0.9011	90.11%
P-glycoprotein substrate	-	0.9451	94.51%
CYP3A4 substrate	-	0.6889	68.89%
CYP2C9 substrate	+	0.6002	60.02%
CYP2D6 substrate	-	0.8616	86.16%
CYP3A4 inhibition	-	0.9513	95.13%
CYP2C9 inhibition	-	0.9850	98.50%
CYP2C19 inhibition	-	0.9773	97.73%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.8733	87.33%
CYP2C8 inhibition	-	0.7505	75.05%
CYP inhibitory promiscuity	-	0.9521	95.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6205	62.05%
Carcinogenicity (trinary)	Non-required	0.7321	73.21%
Eye corrosion	-	0.7331	73.31%
Eye irritation	+	0.9356	93.56%
Skin irritation	-	0.6276	62.76%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7841	78.41%
Micronuclear	+	0.5507	55.07%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9475	94.75%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	+	0.7614	76.14%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.7365	73.65%
Acute Oral Toxicity (c)	II	0.8319	83.19%
Estrogen receptor binding	+	0.5962	59.62%
Androgen receptor binding	-	0.6582	65.82%
Thyroid receptor binding	-	0.6992	69.92%
Glucocorticoid receptor binding	-	0.7776	77.76%
Aromatase binding	-	0.5484	54.84%
PPAR gamma	-	0.5729	57.29%
Honey bee toxicity	-	0.9014	90.14%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9545	95.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.33%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.68%	85.14%
CHEMBL4208	P20618	Proteasome component C5	87.49%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.39%	95.50%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.65%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.63%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.49%	95.56%
CHEMBL2535	P11166	Glucose transporter	86.25%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.18%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.98%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.40%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	82.75%	90.20%
CHEMBL340	P08684	Cytochrome P450 3A4	82.41%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.41%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.11%	91.07%

Plants that contains it

• Picea glauca

Cross-Links

• PubChem: 44577695
• NPASS: NPC233756