methyl (2Z,4E)-3-methyl-5-[(1R)-2,6,6-trimethylcyclohex-2-en-1-yl]penta-2,4-dienoate

Details

• Internal ID: 0ee96ac4-c85a-471a-87b6-84c66145079e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl (2Z,4E)-3-methyl-5-[(1R)-2,6,6-trimethylcyclohex-2-en-1-yl]penta-2,4-dienoate
• InChI: InChI=1S/C16H24O2/c1-12(11-15(17)18-5)8-9-14-13(2)7-6-10-16(14,3)4/h7-9,11,14H,6,10H2,1-5H3/b9-8+,12-11-/t14-/m0/s1
• InChI Key: YTJKCTKVIWQSFA-WWUGDVMJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₂
• Molecular Weight: 248.36 g/mol
• Exact Mass: 248.177630004 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 2
• 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	+	0.9945	99.45%
Caco-2	+	0.7943	79.43%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6103	61.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9262	92.62%
OATP1B3 inhibitior	-	0.2173	21.73%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6989	69.89%
P-glycoprotein inhibitior	-	0.9129	91.29%
P-glycoprotein substrate	-	0.7478	74.78%
CYP3A4 substrate	+	0.6175	61.75%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.9145	91.45%
CYP3A4 inhibition	-	0.9286	92.86%
CYP2C9 inhibition	-	0.8836	88.36%
CYP2C19 inhibition	-	0.7491	74.91%
CYP2D6 inhibition	-	0.9282	92.82%
CYP1A2 inhibition	-	0.8678	86.78%
CYP2C8 inhibition	-	0.6509	65.09%
CYP inhibitory promiscuity	-	0.7798	77.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6248	62.48%
Carcinogenicity (trinary)	Non-required	0.5462	54.62%
Eye corrosion	-	0.9565	95.65%
Eye irritation	-	0.8771	87.71%
Skin irritation	+	0.7009	70.09%
Skin corrosion	-	0.9847	98.47%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6612	66.12%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6416	64.16%
skin sensitisation	+	0.8010	80.10%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.6243	62.43%
Acute Oral Toxicity (c)	III	0.8129	81.29%
Estrogen receptor binding	-	0.4848	48.48%
Androgen receptor binding	-	0.7057	70.57%
Thyroid receptor binding	-	0.5485	54.85%
Glucocorticoid receptor binding	-	0.8034	80.34%
Aromatase binding	+	0.6273	62.73%
PPAR gamma	+	0.5976	59.76%
Honey bee toxicity	-	0.7889	78.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9810	98.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.28%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.22%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	90.73%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.31%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.88%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.67%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.51%	95.50%
CHEMBL5028	O14672	ADAM10	83.46%	97.50%
CHEMBL1870	P28702	Retinoid X receptor beta	82.01%	95.00%
CHEMBL4208	P20618	Proteasome component C5	81.32%	90.00%
CHEMBL2004	P48443	Retinoid X receptor gamma	80.39%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.38%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162955982
• LOTUS: LTS0050489
• wikiData: Q105361552