Benzene, 2-methoxy-1-[(3-methyl-2-butenyl)oxy]-4-(2-propenyl)-

Details

• Internal ID: 6323a6ce-f5f5-4939-afc5-b523ac589c3b
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 2-methoxy-1-(3-methylbut-2-enoxy)-4-prop-2-enylbenzene
• SMILES (Canonical): CC(=CCOC1=C(C=C(C=C1)CC=C)OC)C
• SMILES (Isomeric): CC(=CCOC1=C(C=C(C=C1)CC=C)OC)C
• InChI: InChI=1S/C15H20O2/c1-5-6-13-7-8-14(15(11-13)16-4)17-10-9-12(2)3/h5,7-9,11H,1,6,10H2,2-4H3
• InChI Key: AJQKVRDKBABNPR-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 68800-55-5
• CHEMBL4174036
• SCHEMBL20739713
• DTXSID10433805

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9147	91.47%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8009	80.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6718	67.18%
P-glycoprotein inhibitior	-	0.9050	90.50%
P-glycoprotein substrate	-	0.7738	77.38%
CYP3A4 substrate	-	0.5377	53.77%
CYP2C9 substrate	-	0.5774	57.74%
CYP2D6 substrate	+	0.4393	43.93%
CYP3A4 inhibition	-	0.6127	61.27%
CYP2C9 inhibition	-	0.8378	83.78%
CYP2C19 inhibition	+	0.6177	61.77%
CYP2D6 inhibition	-	0.8353	83.53%
CYP1A2 inhibition	+	0.8305	83.05%
CYP2C8 inhibition	+	0.7714	77.14%
CYP inhibitory promiscuity	+	0.7057	70.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7755	77.55%
Carcinogenicity (trinary)	Non-required	0.6463	64.63%
Eye corrosion	-	0.9099	90.99%
Eye irritation	+	0.9000	90.00%
Skin irritation	-	0.6566	65.66%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8318	83.18%
Micronuclear	-	0.8726	87.26%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	+	0.6687	66.87%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.6694	66.94%
Acute Oral Toxicity (c)	III	0.8064	80.64%
Estrogen receptor binding	+	0.6175	61.75%
Androgen receptor binding	-	0.7982	79.82%
Thyroid receptor binding	-	0.6403	64.03%
Glucocorticoid receptor binding	-	0.7773	77.73%
Aromatase binding	+	0.7031	70.31%
PPAR gamma	-	0.6239	62.39%
Honey bee toxicity	-	0.8298	82.98%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9838	98.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.73%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.20%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	92.64%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.24%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.99%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.74%	98.95%
CHEMBL4208	P20618	Proteasome component C5	88.22%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	86.45%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.89%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.30%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.04%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	82.52%	94.73%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.22%	85.49%
CHEMBL2535	P11166	Glucose transporter	81.69%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.29%	92.94%

Plants that contains it

• Boronia pinnata
• Illicium dunnianum

Cross-Links

• PubChem: 9991549
• LOTUS: LTS0166758
• wikiData: Q82248041