3-[4-(3-Methylbut-2-enoxy)phenyl]prop-2-enal

Details

• Internal ID: cee1425d-80af-47c6-8ac9-13b791292679
• Taxonomy: Phenylpropanoids and polyketides > Cinnamaldehydes
• IUPAC Name: 3-[4-(3-methylbut-2-enoxy)phenyl]prop-2-enal
• SMILES (Canonical): CC(=CCOC1=CC=C(C=C1)C=CC=O)C
• SMILES (Isomeric): CC(=CCOC1=CC=C(C=C1)C=CC=O)C
• InChI: InChI=1S/C14H16O2/c1-12(2)9-11-16-14-7-5-13(6-8-14)4-3-10-15/h3-10H,11H2,1-2H3
• InChI Key: ZVLTZSDVYKSYFP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.27 g/mol
• Exact Mass: 216.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8879	88.79%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8800	88.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9401	94.01%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7523	75.23%
P-glycoprotein inhibitior	-	0.9522	95.22%
P-glycoprotein substrate	-	0.9518	95.18%
CYP3A4 substrate	-	0.5521	55.21%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	-	0.8059	80.59%
CYP3A4 inhibition	-	0.8830	88.30%
CYP2C9 inhibition	-	0.8608	86.08%
CYP2C19 inhibition	+	0.5780	57.80%
CYP2D6 inhibition	-	0.8283	82.83%
CYP1A2 inhibition	+	0.9114	91.14%
CYP2C8 inhibition	-	0.8042	80.42%
CYP inhibitory promiscuity	+	0.7111	71.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6708	67.08%
Carcinogenicity (trinary)	Non-required	0.6640	66.40%
Eye corrosion	-	0.8337	83.37%
Eye irritation	+	0.9235	92.35%
Skin irritation	-	0.5311	53.11%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7000	70.00%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	+	0.8682	86.82%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	+	0.5094	50.94%
Acute Oral Toxicity (c)	III	0.8369	83.69%
Estrogen receptor binding	-	0.5265	52.65%
Androgen receptor binding	+	0.7358	73.58%
Thyroid receptor binding	-	0.7110	71.10%
Glucocorticoid receptor binding	-	0.7685	76.85%
Aromatase binding	+	0.6663	66.63%
PPAR gamma	-	0.5631	56.31%
Honey bee toxicity	-	0.9333	93.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9794	97.94%

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	94.32%	96.00%
CHEMBL4208	P20618	Proteasome component C5	93.64%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	91.39%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	90.32%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.12%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.49%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.16%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.06%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.05%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.30%	90.24%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.20%	96.12%
CHEMBL2581	P07339	Cathepsin D	82.24%	98.95%

Plants that contains it

• Zanthoxylum avicennae
• Zanthoxylum integrifoliolum

Cross-Links

• PubChem: 117778432
• LOTUS: LTS0170361
• wikiData: Q104401308