(E)-3-[3-methoxy-4-(3-methylbut-2-enoxy)phenyl]prop-2-en-1-ol

Details

• Internal ID: f1d15ffd-f64e-4900-ad6b-98e20155a370
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: (E)-3-[3-methoxy-4-(3-methylbut-2-enoxy)phenyl]prop-2-en-1-ol
• SMILES (Canonical): CC(=CCOC1=C(C=C(C=C1)C=CCO)OC)C
• SMILES (Isomeric): CC(=CCOC1=C(C=C(C=C1)/C=C/CO)OC)C
• InChI: InChI=1S/C15H20O3/c1-12(2)8-10-18-14-7-6-13(5-4-9-16)11-15(14)17-3/h4-8,11,16H,9-10H2,1-3H3/b5-4+
• InChI Key: JVHWAXVDBZHERR-SNAWJCMRSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• CHEMBL252116
• SCHEMBL18265483
• 3-[3-Methoxy-4-(3-methyl-2-butenyloxy)phenyl]-2-propen-1-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.9554	95.54%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8455	84.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6679	66.79%
P-glycoprotein inhibitior	-	0.9045	90.45%
P-glycoprotein substrate	-	0.8735	87.35%
CYP3A4 substrate	-	0.5540	55.40%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7169	71.69%
CYP3A4 inhibition	-	0.5551	55.51%
CYP2C9 inhibition	-	0.7898	78.98%
CYP2C19 inhibition	-	0.5212	52.12%
CYP2D6 inhibition	-	0.8464	84.64%
CYP1A2 inhibition	+	0.5715	57.15%
CYP2C8 inhibition	+	0.5149	51.49%
CYP inhibitory promiscuity	-	0.5594	55.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7978	79.78%
Carcinogenicity (trinary)	Non-required	0.7090	70.90%
Eye corrosion	-	0.9519	95.19%
Eye irritation	+	0.8003	80.03%
Skin irritation	-	0.6501	65.01%
Skin corrosion	-	0.9283	92.83%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6559	65.59%
Micronuclear	-	0.8519	85.19%
Hepatotoxicity	-	0.5572	55.72%
skin sensitisation	+	0.5554	55.54%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6239	62.39%
Acute Oral Toxicity (c)	III	0.8035	80.35%
Estrogen receptor binding	+	0.6445	64.45%
Androgen receptor binding	+	0.5907	59.07%
Thyroid receptor binding	-	0.4908	49.08%
Glucocorticoid receptor binding	-	0.7000	70.00%
Aromatase binding	+	0.5862	58.62%
PPAR gamma	+	0.5319	53.19%
Honey bee toxicity	-	0.9300	93.00%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9180	91.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.77%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.03%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.54%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.89%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.17%	91.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.82%	90.24%
CHEMBL4208	P20618	Proteasome component C5	87.35%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.55%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	83.01%	94.73%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	82.16%	92.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.42%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	80.03%	91.49%

Plants that contains it

• Boronia pinnata
• Zanthoxylum integrifoliolum

Cross-Links

• PubChem: 10220553
• NPASS: NPC55300
• LOTUS: LTS0010917
• wikiData: Q105135732