[(1S)-2-formyl-3,4,4-trimethylcyclohexa-2,5-dien-1-yl] (E)-4-acetyloxy-3-methylbut-2-enoate

Details

• Internal ID: 883c2c59-1c21-409c-ab91-29f75aac103d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(1S)-2-formyl-3,4,4-trimethylcyclohexa-2,5-dien-1-yl] (E)-4-acetyloxy-3-methylbut-2-enoate
• InChI: InChI=1S/C17H22O5/c1-11(10-21-13(3)19)8-16(20)22-15-6-7-17(4,5)12(2)14(15)9-18/h6-9,15H,10H2,1-5H3/b11-8+/t15-/m0/s1
• InChI Key: PSQVEMACZNFARQ-SHQCLWGWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 5
• 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	+	0.9933	99.33%
Caco-2	+	0.6026	60.26%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8514	85.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8540	85.40%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6342	63.42%
P-glycoprotein inhibitior	-	0.6284	62.84%
P-glycoprotein substrate	-	0.7593	75.93%
CYP3A4 substrate	+	0.5639	56.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9061	90.61%
CYP3A4 inhibition	-	0.8927	89.27%
CYP2C9 inhibition	-	0.7540	75.40%
CYP2C19 inhibition	-	0.6600	66.00%
CYP2D6 inhibition	-	0.9085	90.85%
CYP1A2 inhibition	-	0.6222	62.22%
CYP2C8 inhibition	-	0.6944	69.44%
CYP inhibitory promiscuity	-	0.7512	75.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.5142	51.42%
Eye corrosion	-	0.9537	95.37%
Eye irritation	-	0.8410	84.10%
Skin irritation	-	0.6365	63.65%
Skin corrosion	-	0.9801	98.01%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4153	41.53%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.6887	68.87%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	+	0.4529	45.29%
Acute Oral Toxicity (c)	III	0.4405	44.05%
Estrogen receptor binding	+	0.6227	62.27%
Androgen receptor binding	-	0.5750	57.50%
Thyroid receptor binding	+	0.5603	56.03%
Glucocorticoid receptor binding	+	0.6173	61.73%
Aromatase binding	+	0.5212	52.12%
PPAR gamma	+	0.5451	54.51%
Honey bee toxicity	-	0.7079	70.79%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5745	57.45%
Fish aquatic toxicity	+	0.9943	99.43%

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	97.01%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.73%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.86%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.54%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.36%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.27%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	82.38%	94.73%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	81.92%	96.47%
CHEMBL2581	P07339	Cathepsin D	81.79%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.38%	91.07%

Plants that contains it

• Piqueria trinervia

Cross-Links

• PubChem: 163190593
• LOTUS: LTS0143570
• wikiData: Q105214355