4-[(3S)-3-hydroxybutanoyl]-3-methoxy-5-methylbenzoic acid

Details

• Internal ID: 407907ff-aafe-4e6e-ae8e-833de5b1dc15
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 4-[(3S)-3-hydroxybutanoyl]-3-methoxy-5-methylbenzoic acid
• InChI: InChI=1S/C13H16O5/c1-7-4-9(13(16)17)6-11(18-3)12(7)10(15)5-8(2)14/h4,6,8,14H,5H2,1-3H3,(H,16,17)/t8-/m0/s1
• InChI Key: ISUCSLSQOIOUHP-QMMMGPOBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.09977361 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9720	97.20%
Caco-2	+	0.7569	75.69%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8570	85.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9343	93.43%
OATP1B3 inhibitior	+	0.8748	87.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8952	89.52%
P-glycoprotein inhibitior	-	0.9601	96.01%
P-glycoprotein substrate	-	0.8537	85.37%
CYP3A4 substrate	-	0.6361	63.61%
CYP2C9 substrate	-	0.6153	61.53%
CYP2D6 substrate	-	0.8360	83.60%
CYP3A4 inhibition	-	0.9363	93.63%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.9185	91.85%
CYP2D6 inhibition	-	0.8783	87.83%
CYP1A2 inhibition	-	0.7841	78.41%
CYP2C8 inhibition	-	0.7561	75.61%
CYP inhibitory promiscuity	-	0.9583	95.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6761	67.61%
Carcinogenicity (trinary)	Non-required	0.7253	72.53%
Eye corrosion	-	0.9556	95.56%
Eye irritation	+	0.7488	74.88%
Skin irritation	-	0.8529	85.29%
Skin corrosion	-	0.9683	96.83%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8012	80.12%
Micronuclear	-	0.5782	57.82%
Hepatotoxicity	+	0.5485	54.85%
skin sensitisation	-	0.7818	78.18%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.5554	55.54%
Acute Oral Toxicity (c)	III	0.5328	53.28%
Estrogen receptor binding	-	0.6570	65.70%
Androgen receptor binding	-	0.7152	71.52%
Thyroid receptor binding	-	0.6461	64.61%
Glucocorticoid receptor binding	-	0.6902	69.02%
Aromatase binding	-	0.8211	82.11%
PPAR gamma	-	0.6329	63.29%
Honey bee toxicity	-	0.9560	95.60%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8452	84.52%
Fish aquatic toxicity	+	0.9394	93.94%

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	94.29%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.26%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.97%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.80%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.67%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	89.42%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.27%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.01%	98.95%
CHEMBL2535	P11166	Glucose transporter	87.76%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.63%	95.50%
CHEMBL4208	P20618	Proteasome component C5	85.50%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	85.38%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.38%	100.00%
CHEMBL1811	P34995	Prostanoid EP1 receptor	81.02%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162977568
• LOTUS: LTS0064993
• wikiData: Q105119819