Methyl 3-[4-(3,7-dimethylocta-2,5,7-trienoxy)phenyl]prop-2-enoate

Details

• Internal ID: f308fe91-a6ee-41a4-b41f-a118a306acd4
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: methyl 3-[4-(3,7-dimethylocta-2,5,7-trienoxy)phenyl]prop-2-enoate
• SMILES (Canonical): CC(=C)C=CCC(=CCOC1=CC=C(C=C1)C=CC(=O)OC)C
• SMILES (Isomeric): CC(=C)C=CCC(=CCOC1=CC=C(C=C1)C=CC(=O)OC)C
• InChI: InChI=1S/C20H24O3/c1-16(2)6-5-7-17(3)14-15-23-19-11-8-18(9-12-19)10-13-20(21)22-4/h5-6,8-14H,1,7,15H2,2-4H3
• InChI Key: UROCNXFJCGEDGU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.72
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.8845	88.45%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8329	83.29%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9154	91.54%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9060	90.60%
P-glycoprotein inhibitior	-	0.5429	54.29%
P-glycoprotein substrate	-	0.8375	83.75%
CYP3A4 substrate	+	0.5480	54.80%
CYP2C9 substrate	-	0.6023	60.23%
CYP2D6 substrate	-	0.8492	84.92%
CYP3A4 inhibition	+	0.5443	54.43%
CYP2C9 inhibition	-	0.8625	86.25%
CYP2C19 inhibition	-	0.6314	63.14%
CYP2D6 inhibition	-	0.8969	89.69%
CYP1A2 inhibition	+	0.6482	64.82%
CYP2C8 inhibition	+	0.5335	53.35%
CYP inhibitory promiscuity	-	0.5412	54.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6910	69.10%
Carcinogenicity (trinary)	Non-required	0.6003	60.03%
Eye corrosion	-	0.9750	97.50%
Eye irritation	-	0.6090	60.90%
Skin irritation	-	0.7721	77.21%
Skin corrosion	-	0.9912	99.12%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9313	93.13%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.5681	56.81%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.4842	48.42%
Acute Oral Toxicity (c)	III	0.6625	66.25%
Estrogen receptor binding	+	0.7004	70.04%
Androgen receptor binding	+	0.7254	72.54%
Thyroid receptor binding	+	0.6391	63.91%
Glucocorticoid receptor binding	+	0.7024	70.24%
Aromatase binding	+	0.7210	72.10%
PPAR gamma	-	0.4832	48.32%
Honey bee toxicity	-	0.8851	88.51%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	94.99%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.37%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.17%	99.17%
CHEMBL4208	P20618	Proteasome component C5	92.77%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.06%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	90.82%	92.51%
CHEMBL3401	O75469	Pregnane X receptor	90.13%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.57%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.52%	91.07%

Plants that contains it

• Boronia megastigma

Cross-Links

• PubChem: 162915397
• LOTUS: LTS0194783
• wikiData: Q105277895