2-[4-(2-Hydroxy-3-methylbut-3-enoxy)phenyl]acetic acid

Details

• Internal ID: 3fa138f0-8558-48c5-bb96-1930e22ed475
• Taxonomy: Benzenoids > Phenol ethers
• IUPAC Name: 2-[4-(2-hydroxy-3-methylbut-3-enoxy)phenyl]acetic acid
• InChI: InChI=1S/C13H16O4/c1-9(2)12(14)8-17-11-5-3-10(4-6-11)7-13(15)16/h3-6,12,14H,1,7-8H2,2H3,(H,15,16)
• InChI Key: NTVKQXXUTNSBBQ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• NCGC00385797-01
• 2-[4-(2-hydroxy-3-methylbut-3-enoxy)phenyl]acetic acid
• NCGC00385797-01_C13H16O4_{4-[(2-Hydroxy-3-methyl-3-buten-1-yl)oxy]phenyl}acetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.5784	57.84%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8654	86.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9360	93.60%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5736	57.36%
P-glycoprotein inhibitior	-	0.9572	95.72%
P-glycoprotein substrate	-	0.9236	92.36%
CYP3A4 substrate	-	0.5610	56.10%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.7957	79.57%
CYP3A4 inhibition	-	0.8727	87.27%
CYP2C9 inhibition	-	0.8231	82.31%
CYP2C19 inhibition	-	0.8386	83.86%
CYP2D6 inhibition	-	0.8752	87.52%
CYP1A2 inhibition	-	0.7928	79.28%
CYP2C8 inhibition	-	0.8713	87.13%
CYP inhibitory promiscuity	-	0.8147	81.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7669	76.69%
Carcinogenicity (trinary)	Non-required	0.7391	73.91%
Eye corrosion	-	0.9744	97.44%
Eye irritation	-	0.4800	48.00%
Skin irritation	-	0.6902	69.02%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6623	66.23%
Micronuclear	-	0.6175	61.75%
Hepatotoxicity	+	0.6052	60.52%
skin sensitisation	+	0.6602	66.02%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.8034	80.34%
Acute Oral Toxicity (c)	III	0.5702	57.02%
Estrogen receptor binding	-	0.5670	56.70%
Androgen receptor binding	-	0.6840	68.40%
Thyroid receptor binding	-	0.5948	59.48%
Glucocorticoid receptor binding	-	0.6571	65.71%
Aromatase binding	+	0.5420	54.20%
PPAR gamma	+	0.6843	68.43%
Honey bee toxicity	-	0.8993	89.93%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8750	87.50%
Fish aquatic toxicity	+	0.9719	97.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.60%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.20%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.33%	95.50%
CHEMBL4208	P20618	Proteasome component C5	89.08%	90.00%
CHEMBL2216739	Q92523	Carnitine O-palmitoyltransferase 1, muscle isoform	85.64%	88.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.17%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	84.08%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.88%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.53%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.25%	86.33%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.67%	93.81%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.37%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 45359163
• LOTUS: LTS0195969
• wikiData: Q104180008