methyl 4-[(E)-6-methyl-4-oxohept-2-en-2-yl]benzoate

Details

• Internal ID: 790134e2-dd5a-4508-8429-99d2a14cd656
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 4-[(E)-6-methyl-4-oxohept-2-en-2-yl]benzoate
• SMILES (Canonical): CC(C)CC(=O)C=C(C)C1=CC=C(C=C1)C(=O)OC
• SMILES (Isomeric): CC(C)CC(=O)/C=C(\C)/C1=CC=C(C=C1)C(=O)OC
• InChI: InChI=1S/C16H20O3/c1-11(2)9-15(17)10-12(3)13-5-7-14(8-6-13)16(18)19-4/h5-8,10-11H,9H2,1-4H3/b12-10+
• InChI Key: AIAXUVMHQWTNBT-ZRDIBKRKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₃
• Molecular Weight: 260.33 g/mol
• Exact Mass: 260.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.9005	90.05%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8332	83.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9200	92.00%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5673	56.73%
P-glycoprotein inhibitior	-	0.9060	90.60%
P-glycoprotein substrate	-	0.8242	82.42%
CYP3A4 substrate	-	0.5972	59.72%
CYP2C9 substrate	-	0.5556	55.56%
CYP2D6 substrate	-	0.8960	89.60%
CYP3A4 inhibition	-	0.8318	83.18%
CYP2C9 inhibition	-	0.7338	73.38%
CYP2C19 inhibition	-	0.8258	82.58%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.8693	86.93%
CYP2C8 inhibition	-	0.7907	79.07%
CYP inhibitory promiscuity	-	0.5488	54.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5782	57.82%
Carcinogenicity (trinary)	Non-required	0.5734	57.34%
Eye corrosion	-	0.9295	92.95%
Eye irritation	+	0.8226	82.26%
Skin irritation	-	0.8262	82.62%
Skin corrosion	-	0.9975	99.75%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7614	76.14%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5444	54.44%
skin sensitisation	+	0.8282	82.82%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	+	0.4546	45.46%
Acute Oral Toxicity (c)	IV	0.5027	50.27%
Estrogen receptor binding	-	0.4806	48.06%
Androgen receptor binding	+	0.5986	59.86%
Thyroid receptor binding	-	0.7230	72.30%
Glucocorticoid receptor binding	-	0.5202	52.02%
Aromatase binding	+	0.6800	68.00%
PPAR gamma	-	0.6118	61.18%
Honey bee toxicity	-	0.9451	94.51%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.9750	97.50%

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	93.61%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.71%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.53%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.47%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.67%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.01%	96.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.35%	100.00%
CHEMBL4208	P20618	Proteasome component C5	84.84%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.27%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.03%	94.45%

Plants that contains it

• Lepechinia caulescens
• Maprounea guianensis
• Peritassa campestris
• Pseudotsuga sinensis var. sinensis

Cross-Links

• PubChem: 15834297
• NPASS: NPC152825