3-[4-(3-Methylbut-2-enoxy)phenyl]prop-2-en-1-ol

Details

• Internal ID: 9ef96a1b-009b-405a-815b-20aa16cfee05
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: 3-[4-(3-methylbut-2-enoxy)phenyl]prop-2-en-1-ol
• SMILES (Canonical): CC(=CCOC1=CC=C(C=C1)C=CCO)C
• SMILES (Isomeric): CC(=CCOC1=CC=C(C=C1)C=CCO)C
• InChI: InChI=1S/C14H18O2/c1-12(2)9-11-16-14-7-5-13(6-8-14)4-3-10-15/h3-9,15H,10-11H2,1-2H3
• InChI Key: ROCWIPIJKMWFFA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.29 g/mol
• Exact Mass: 218.130679813 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 2
• 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	+	0.9970	99.70%
Caco-2	+	0.9451	94.51%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7723	77.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9291	92.91%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6431	64.31%
P-glycoprotein inhibitior	-	0.9538	95.38%
P-glycoprotein substrate	-	0.9605	96.05%
CYP3A4 substrate	-	0.5768	57.68%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7169	71.69%
CYP3A4 inhibition	-	0.7188	71.88%
CYP2C9 inhibition	-	0.8899	88.99%
CYP2C19 inhibition	-	0.5217	52.17%
CYP2D6 inhibition	-	0.8451	84.51%
CYP1A2 inhibition	+	0.7070	70.70%
CYP2C8 inhibition	-	0.8081	80.81%
CYP inhibitory promiscuity	-	0.5488	54.88%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.6615	66.15%
Carcinogenicity (trinary)	Non-required	0.7062	70.62%
Eye corrosion	-	0.9056	90.56%
Eye irritation	+	0.9312	93.12%
Skin irritation	-	0.5712	57.12%
Skin corrosion	-	0.8687	86.87%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4054	40.54%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	+	0.8480	84.80%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.5909	59.09%
Acute Oral Toxicity (c)	III	0.8799	87.99%
Estrogen receptor binding	+	0.5456	54.56%
Androgen receptor binding	+	0.7470	74.70%
Thyroid receptor binding	-	0.6443	64.43%
Glucocorticoid receptor binding	-	0.7262	72.62%
Aromatase binding	+	0.7118	71.18%
PPAR gamma	+	0.5551	55.51%
Honey bee toxicity	-	0.9370	93.70%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8999	89.99%

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	93.90%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.39%	91.11%
CHEMBL4208	P20618	Proteasome component C5	91.14%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.97%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.00%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.76%	96.09%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.67%	96.12%
CHEMBL3401	O75469	Pregnane X receptor	86.07%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	85.54%	92.51%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.52%	90.24%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.16%	91.71%

Plants that contains it

• Coleonema pulchellum
• Tetradium glabrifolium
• Zanthoxylum integrifoliolum

Cross-Links

• PubChem: 85742106
• LOTUS: LTS0008540
• wikiData: Q105242114