4-(2-Methylbut-2-enoyloxy)-3-(3-methylbut-2-enyl)benzoic acid

Details

• Internal ID: a7ef449d-aec1-46d0-a097-0fae94532f27
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: 4-(2-methylbut-2-enoyloxy)-3-(3-methylbut-2-enyl)benzoic acid
• SMILES (Canonical): CC=C(C)C(=O)OC1=C(C=C(C=C1)C(=O)O)CC=C(C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1=C(C=C(C=C1)C(=O)O)CC=C(C)C
• InChI: InChI=1S/C17H20O4/c1-5-12(4)17(20)21-15-9-8-14(16(18)19)10-13(15)7-6-11(2)3/h5-6,8-10H,7H2,1-4H3,(H,18,19)
• InChI Key: NMIFYBVCNXCNLQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.9359	93.59%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8990	89.90%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9355	93.55%
OATP1B3 inhibitior	+	0.9117	91.17%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6576	65.76%
P-glycoprotein inhibitior	-	0.8225	82.25%
P-glycoprotein substrate	-	0.8369	83.69%
CYP3A4 substrate	-	0.6096	60.96%
CYP2C9 substrate	+	0.6145	61.45%
CYP2D6 substrate	-	0.9125	91.25%
CYP3A4 inhibition	-	0.8242	82.42%
CYP2C9 inhibition	+	0.5477	54.77%
CYP2C19 inhibition	+	0.6676	66.76%
CYP2D6 inhibition	-	0.7021	70.21%
CYP1A2 inhibition	+	0.5683	56.83%
CYP2C8 inhibition	-	0.5690	56.90%
CYP inhibitory promiscuity	-	0.5793	57.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6042	60.42%
Carcinogenicity (trinary)	Non-required	0.7183	71.83%
Eye corrosion	-	0.9707	97.07%
Eye irritation	+	0.6723	67.23%
Skin irritation	-	0.6439	64.39%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5958	59.58%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	+	0.5276	52.76%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.6696	66.96%
Acute Oral Toxicity (c)	III	0.6811	68.11%
Estrogen receptor binding	+	0.8007	80.07%
Androgen receptor binding	-	0.6616	66.16%
Thyroid receptor binding	+	0.5453	54.53%
Glucocorticoid receptor binding	-	0.6317	63.17%
Aromatase binding	+	0.6761	67.61%
PPAR gamma	+	0.7436	74.36%
Honey bee toxicity	-	0.8502	85.02%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7952	79.52%
Fish aquatic toxicity	+	1.0000	100.00%

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	94.15%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.86%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	89.06%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.29%	96.00%
CHEMBL3194	P02766	Transthyretin	88.22%	90.71%
CHEMBL4208	P20618	Proteasome component C5	87.23%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.22%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.00%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.86%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.74%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	86.11%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.12%	96.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.40%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.36%	95.56%

Plants that contains it

• Ozothamnus obcordatus

Cross-Links

• PubChem: 162947031
• LOTUS: LTS0025247
• wikiData: Q105181791