4-Methoxy-3-(3-methyl-2-butenyl)-benzoic acid

Details

• Internal ID: 086c628d-954b-4134-8280-156d7a187c56
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Methoxybenzoic acids and derivatives > P-methoxybenzoic acids and derivatives
• IUPAC Name: 4-methoxy-3-(3-methylbut-2-enyl)benzoic acid
• InChI: InChI=1S/C13H16O3/c1-9(2)4-5-10-8-11(13(14)15)6-7-12(10)16-3/h4,6-8H,5H2,1-3H3,(H,14,15)
• InChI Key: LNNPWZRLQGUTPT-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.26 g/mol
• Exact Mass: 220.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 4-methoxy-3-(3-methylbut-2-en-1-yl)benzoic acid
• benzoic acid, 4-methoxy-3-(3-methyl-2-butenyl)-
• 8-Methoxy-2-methyl-2-(4-methyl-pent-3-enyl)-2H-chromen-6-ol
• InChI=1/C13H16O3/c1-9(2)4-5-10-8-11(13(14)15)6-7-12(10)16-3/h4,6-8H,5H2,1-3H3,(H,14,15

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.9180	91.80%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8768	87.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9531	95.31%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7926	79.26%
P-glycoprotein inhibitior	-	0.9719	97.19%
P-glycoprotein substrate	-	0.8852	88.52%
CYP3A4 substrate	-	0.6575	65.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8592	85.92%
CYP3A4 inhibition	-	0.8628	86.28%
CYP2C9 inhibition	-	0.7154	71.54%
CYP2C19 inhibition	-	0.5828	58.28%
CYP2D6 inhibition	-	0.8714	87.14%
CYP1A2 inhibition	-	0.7009	70.09%
CYP2C8 inhibition	+	0.4928	49.28%
CYP inhibitory promiscuity	+	0.5319	53.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6419	64.19%
Carcinogenicity (trinary)	Non-required	0.6901	69.01%
Eye corrosion	-	0.9564	95.64%
Eye irritation	+	0.9392	93.92%
Skin irritation	-	0.5458	54.58%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6325	63.25%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.6150	61.50%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.4746	47.46%
Acute Oral Toxicity (c)	III	0.8465	84.65%
Estrogen receptor binding	+	0.5314	53.14%
Androgen receptor binding	-	0.7979	79.79%
Thyroid receptor binding	-	0.7761	77.61%
Glucocorticoid receptor binding	-	0.7112	71.12%
Aromatase binding	+	0.6004	60.04%
PPAR gamma	+	0.6634	66.34%
Honey bee toxicity	-	0.9508	95.08%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8652	86.52%
Fish aquatic toxicity	+	0.9929	99.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.99%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	94.86%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.05%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.49%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.09%	96.09%
CHEMBL3194	P02766	Transthyretin	88.36%	90.71%
CHEMBL4208	P20618	Proteasome component C5	86.76%	90.00%
CHEMBL2581	P07339	Cathepsin D	85.57%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.68%	95.56%
CHEMBL2535	P11166	Glucose transporter	81.84%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	81.06%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.00%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.04%	96.95%

Plants that contains it

• Wigandia urens

Cross-Links

• PubChem: 641746
• LOTUS: LTS0189862
• wikiData: Q105154405