(5,8,8-Trimethylcycloundeca-1,5,9-trien-1-yl)methyl 3-(4-methylphenyl)prop-2-enoate

Details

• Internal ID: 5be39c28-d7e0-4982-af7e-f8a9361c6dad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (5,8,8-trimethylcycloundeca-1,5,9-trien-1-yl)methyl 3-(4-methylphenyl)prop-2-enoate
• InChI: InChI=1S/C25H32O2/c1-20-7-5-8-23(9-6-17-25(3,4)18-16-20)19-27-24(26)15-14-22-12-10-21(2)11-13-22/h6,8,10-17H,5,7,9,18-19H2,1-4H3
• InChI Key: ZWLXFBYSDMETNJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₂
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.240230259 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.58
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

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	+	0.6469	64.69%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6270	62.70%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	-	0.2695	26.95%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9624	96.24%
P-glycoprotein inhibitior	+	0.8187	81.87%
P-glycoprotein substrate	-	0.8181	81.81%
CYP3A4 substrate	+	0.6290	62.90%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8820	88.20%
CYP3A4 inhibition	-	0.8413	84.13%
CYP2C9 inhibition	-	0.7096	70.96%
CYP2C19 inhibition	+	0.5430	54.30%
CYP2D6 inhibition	-	0.8500	85.00%
CYP1A2 inhibition	-	0.6504	65.04%
CYP2C8 inhibition	+	0.5976	59.76%
CYP inhibitory promiscuity	+	0.5422	54.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7728	77.28%
Carcinogenicity (trinary)	Warning	0.4827	48.27%
Eye corrosion	-	0.9461	94.61%
Eye irritation	-	0.8237	82.37%
Skin irritation	-	0.6172	61.72%
Skin corrosion	-	0.9938	99.38%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9470	94.70%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.6544	65.44%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.5792	57.92%
Acute Oral Toxicity (c)	III	0.7049	70.49%
Estrogen receptor binding	+	0.8104	81.04%
Androgen receptor binding	-	0.5299	52.99%
Thyroid receptor binding	+	0.7129	71.29%
Glucocorticoid receptor binding	-	0.4833	48.33%
Aromatase binding	+	0.5460	54.60%
PPAR gamma	+	0.5481	54.81%
Honey bee toxicity	-	0.8367	83.67%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.63%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.19%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.31%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	92.19%	92.51%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.02%	96.00%
CHEMBL4208	P20618	Proteasome component C5	87.69%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.15%	89.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.30%	90.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.58%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.65%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.21%	97.09%

Plants that contains it

• Betula pendula

Cross-Links

• PubChem: 162933872
• LOTUS: LTS0031389
• wikiData: Q105385015