(E)-2-Methyl-2-butenoic acid 2-isopropenyl-5-methylphenyl ester

Details

• Internal ID: 229d0fb6-456a-4c4e-ad01-b8b1800ebf4f
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: (5-methyl-2-prop-1-en-2-ylphenyl) (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1=C(C=CC(=C1)C)C(=C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)OC1=C(C=CC(=C1)C)C(=C)C
• InChI: InChI=1S/C15H18O2/c1-6-12(5)15(16)17-14-9-11(4)7-8-13(14)10(2)3/h6-9H,2H2,1,3-5H3/b12-6+
• InChI Key: MHVVYWCDJGNGIX-WUXMJOGZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• MHVVYWCDJGNGIX-WUXMJOGZSA-N
• (E)-2-Methyl-2-butenoic acid 2-isopropenyl-5-methylphenyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9283	92.83%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8638	86.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9368	93.68%
OATP1B3 inhibitior	+	0.9714	97.14%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6149	61.49%
P-glycoprotein inhibitior	-	0.9113	91.13%
P-glycoprotein substrate	-	0.9440	94.40%
CYP3A4 substrate	-	0.6089	60.89%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.7833	78.33%
CYP2C9 inhibition	-	0.9291	92.91%
CYP2C19 inhibition	+	0.6643	66.43%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	+	0.7206	72.06%
CYP2C8 inhibition	-	0.7314	73.14%
CYP inhibitory promiscuity	+	0.6613	66.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6532	65.32%
Carcinogenicity (trinary)	Non-required	0.6176	61.76%
Eye corrosion	-	0.6948	69.48%
Eye irritation	+	0.9123	91.23%
Skin irritation	-	0.6220	62.20%
Skin corrosion	-	0.9840	98.40%
Ames mutagenesis	-	0.6978	69.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6573	65.73%
Micronuclear	-	0.6967	69.67%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.7640	76.40%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.6927	69.27%
Acute Oral Toxicity (c)	III	0.8332	83.32%
Estrogen receptor binding	-	0.5590	55.90%
Androgen receptor binding	-	0.5599	55.99%
Thyroid receptor binding	-	0.5884	58.84%
Glucocorticoid receptor binding	-	0.6709	67.09%
Aromatase binding	+	0.7839	78.39%
PPAR gamma	-	0.5853	58.53%
Honey bee toxicity	-	0.7702	77.02%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5707	57.07%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.23%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.72%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.34%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.48%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.84%	94.73%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.75%	81.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.81%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.19%	91.19%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	81.64%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.96%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.95%	95.50%

Plants that contains it

• Citrus aurantiifolia
• Eupatorium fortunei
• Lysimachia clethroides
• Senna sophera

Cross-Links

• PubChem: 10977290
• NPASS: NPC194754
• LOTUS: LTS0256710
• wikiData: Q105164268