methyl (2Z,4E)-3-methyl-5-[(1S)-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]penta-2,4-dienoate

Details

• Internal ID: 524a34ca-94dc-444e-b94d-be8aadd6a0e0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl (2Z,4E)-3-methyl-5-[(1S)-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]penta-2,4-dienoate
• InChI: InChI=1S/C16H22O3/c1-11(8-15(18)19-5)6-7-14-12(2)9-13(17)10-16(14,3)4/h6-9,14H,10H2,1-5H3/b7-6+,11-8-/t14-/m1/s1
• InChI Key: HZJUGZNTFKMJQC-XSQMKERSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.34 g/mol
• Exact Mass: 262.15689456 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.6978	69.78%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8690	86.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9282	92.82%
OATP1B3 inhibitior	+	0.9640	96.40%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7323	73.23%
P-glycoprotein inhibitior	-	0.8703	87.03%
P-glycoprotein substrate	-	0.7163	71.63%
CYP3A4 substrate	+	0.6212	62.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9131	91.31%
CYP3A4 inhibition	-	0.8345	83.45%
CYP2C9 inhibition	-	0.8460	84.60%
CYP2C19 inhibition	-	0.7775	77.75%
CYP2D6 inhibition	-	0.9495	94.95%
CYP1A2 inhibition	-	0.8818	88.18%
CYP2C8 inhibition	-	0.8242	82.42%
CYP inhibitory promiscuity	-	0.8611	86.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6213	62.13%
Carcinogenicity (trinary)	Non-required	0.4536	45.36%
Eye corrosion	-	0.9384	93.84%
Eye irritation	-	0.8882	88.82%
Skin irritation	-	0.7462	74.62%
Skin corrosion	-	0.9894	98.94%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5272	52.72%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	+	0.7695	76.95%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.5399	53.99%
Acute Oral Toxicity (c)	III	0.6868	68.68%
Estrogen receptor binding	+	0.5491	54.91%
Androgen receptor binding	-	0.5817	58.17%
Thyroid receptor binding	-	0.5805	58.05%
Glucocorticoid receptor binding	-	0.7773	77.73%
Aromatase binding	+	0.5432	54.32%
PPAR gamma	-	0.5128	51.28%
Honey bee toxicity	-	0.8321	83.21%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9550	95.50%

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	98.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.56%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.77%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.73%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.46%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	86.10%	91.19%
CHEMBL2581	P07339	Cathepsin D	84.37%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.62%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.61%	99.23%
CHEMBL1871	P10275	Androgen Receptor	82.12%	96.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.94%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.46%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.94%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162886614
• LOTUS: LTS0161720
• wikiData: Q105035710