4-Acetyl-3-hydroxybenzoic acid

Details

• Internal ID: 56e829a2-bc3e-480e-924e-21add274691a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 4-acetyl-3-hydroxybenzoic acid
• SMILES (Canonical): CC(=O)C1=C(C=C(C=C1)C(=O)O)O
• SMILES (Isomeric): CC(=O)C1=C(C=C(C=C1)C(=O)O)O
• InChI: InChI=1S/C9H8O4/c1-5(10)7-3-2-6(9(12)13)4-8(7)11/h2-4,11H,1H3,(H,12,13)
• InChI Key: MKTAASUBWXZBNB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O₄
• Molecular Weight: 180.16 g/mol
• Exact Mass: 180.04225873 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 102297-62-1
• 4-acetyl-3-hydroxy-benzoic Acid
• 4-acetyl-3-hydroxybenzoicacid
• SCHEMBL1561232
• MKTAASUBWXZBNB-UHFFFAOYSA-N
• CEA29762
• AKOS022640425
• 3-hydroxy-4-(1-oxo-ethane)benzoic acid
• CS-16719
• CS-0102722
• FT-0726567
• D72155
• EN300-202364
• Z1262514240

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9736	97.36%
Caco-2	+	0.6807	68.07%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.9352	93.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9614	96.14%
OATP1B3 inhibitior	+	0.9711	97.11%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9560	95.60%
P-glycoprotein inhibitior	-	0.9840	98.40%
P-glycoprotein substrate	-	0.9530	95.30%
CYP3A4 substrate	-	0.7736	77.36%
CYP2C9 substrate	+	0.5446	54.46%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	-	0.9516	95.16%
CYP2C9 inhibition	-	0.7118	71.18%
CYP2C19 inhibition	-	0.9534	95.34%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.9716	97.16%
CYP2C8 inhibition	-	0.6976	69.76%
CYP inhibitory promiscuity	-	0.9659	96.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6385	63.85%
Carcinogenicity (trinary)	Non-required	0.7711	77.11%
Eye corrosion	-	0.6480	64.80%
Eye irritation	+	0.9781	97.81%
Skin irritation	+	0.8150	81.50%
Skin corrosion	-	0.6467	64.67%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8987	89.87%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.6334	63.34%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5378	53.78%
Acute Oral Toxicity (c)	II	0.7267	72.67%
Estrogen receptor binding	-	0.9020	90.20%
Androgen receptor binding	-	0.7597	75.97%
Thyroid receptor binding	-	0.8625	86.25%
Glucocorticoid receptor binding	-	0.7780	77.80%
Aromatase binding	-	0.7741	77.41%
PPAR gamma	-	0.7617	76.17%
Honey bee toxicity	-	0.9781	97.81%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.9300	93.00%
Fish aquatic toxicity	+	0.9676	96.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293294	P51151	Ras-related protein Rab-9A	92.56%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.26%	86.33%
CHEMBL3194	P02766	Transthyretin	89.22%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	89.17%	94.42%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.07%	91.11%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.84%	81.11%
CHEMBL2581	P07339	Cathepsin D	86.28%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.50%	90.00%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	83.82%	89.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.48%	95.56%
CHEMBL1811	P34995	Prostanoid EP1 receptor	82.92%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	82.60%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.02%	99.17%

Plants that contains it

• Elaphoglossum spatulatum

Cross-Links

• PubChem: 10654947
• LOTUS: LTS0010363
• wikiData: Q105185970