4-(4-Hydroxy-3-methylbutoxy)benzoic acid

Details

• Internal ID: c4dcfc76-c8a5-43a6-9f15-022eb56761e7
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acids
• IUPAC Name: 4-(4-hydroxy-3-methylbutoxy)benzoic acid
• SMILES (Canonical): CC(CCOC1=CC=C(C=C1)C(=O)O)CO
• SMILES (Isomeric): CC(CCOC1=CC=C(C=C1)C(=O)O)CO
• InChI: InChI=1S/C12H16O4/c1-9(8-13)6-7-16-11-4-2-10(3-5-11)12(14)15/h2-5,9,13H,6-8H2,1H3,(H,14,15)
• InChI Key: CJYWRXWBFZXCDS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25 g/mol
• Exact Mass: 224.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 4-(4-hydroxy-3-methylbutoxy)benzoic acid
• 1127279-99-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9733	97.33%
Caco-2	+	0.6389	63.89%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9327	93.27%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9672	96.72%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8984	89.84%
P-glycoprotein inhibitior	-	0.9861	98.61%
P-glycoprotein substrate	-	0.9185	91.85%
CYP3A4 substrate	-	0.6020	60.20%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.8585	85.85%
CYP3A4 inhibition	-	0.8869	88.69%
CYP2C9 inhibition	-	0.8243	82.43%
CYP2C19 inhibition	-	0.5364	53.64%
CYP2D6 inhibition	-	0.9094	90.94%
CYP1A2 inhibition	-	0.5837	58.37%
CYP2C8 inhibition	-	0.8355	83.55%
CYP inhibitory promiscuity	-	0.8364	83.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8623	86.23%
Carcinogenicity (trinary)	Non-required	0.6429	64.29%
Eye corrosion	-	0.9787	97.87%
Eye irritation	+	0.7501	75.01%
Skin irritation	-	0.8023	80.23%
Skin corrosion	-	0.9748	97.48%
Ames mutagenesis	-	0.9423	94.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.6931	69.31%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7374	73.74%
skin sensitisation	-	0.8787	87.87%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.6053	60.53%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.4635	46.35%
Acute Oral Toxicity (c)	III	0.6323	63.23%
Estrogen receptor binding	+	0.7817	78.17%
Androgen receptor binding	-	0.5131	51.31%
Thyroid receptor binding	-	0.7159	71.59%
Glucocorticoid receptor binding	-	0.7678	76.78%
Aromatase binding	+	0.5990	59.90%
PPAR gamma	+	0.5797	57.97%
Honey bee toxicity	-	0.9893	98.93%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8450	84.50%
Fish aquatic toxicity	+	0.9377	93.77%

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	94.42%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.69%	94.62%
CHEMBL4208	P20618	Proteasome component C5	92.22%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.08%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.80%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.04%	86.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.87%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.57%	96.00%
CHEMBL2581	P07339	Cathepsin D	85.52%	98.95%
CHEMBL1907	P15144	Aminopeptidase N	84.66%	93.31%
CHEMBL3401	O75469	Pregnane X receptor	83.46%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.38%	95.56%

Plants that contains it

• Turraeanthus africanus

Cross-Links

• PubChem: 25228448
• LOTUS: LTS0091555
• wikiData: Q104961958