1-Acetoxy-7-hydroperoxy-3,7-dimethyl-2E,5E-octadien-4-one

Details

• Internal ID: b6f04aaf-13b3-4507-bdb7-ae462c1cfd21
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [(2E,5E)-7-hydroperoxy-3,7-dimethyl-4-oxoocta-2,5-dienyl] acetate
• SMILES (Canonical): CC(=CCOC(=O)C)C(=O)C=CC(C)(C)OO
• SMILES (Isomeric): C/C(=C\COC(=O)C)/C(=O)/C=C/C(C)(C)OO
• InChI: InChI=1S/C12H18O5/c1-9(6-8-16-10(2)13)11(14)5-7-12(3,4)17-15/h5-7,15H,8H2,1-4H3/b7-5+,9-6+
• InChI Key: PQAJZYILANCGCZ-PDTNFJSOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₅
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• ((2E,5E)-7-hydroperoxy-3,7-dimethyl-4-oxoocta-2,5-dienyl) acetate
• [(2E,5E)-7-hydroperoxy-3,7-dimethyl-4-oxoocta-2,5-dienyl] acetate
• RefChem:74804
• (2E,5E)-7-Hydroperoxy-3,7-dimethyl-4-oxoocta-2,5-dien-1-yl acetic acid
• 111394-41-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9446	94.46%
Caco-2	+	0.8440	84.40%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8426	84.26%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.9417	94.17%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6060	60.60%
P-glycoprotein inhibitior	-	0.9401	94.01%
P-glycoprotein substrate	-	0.9087	90.87%
CYP3A4 substrate	-	0.5171	51.71%
CYP2C9 substrate	-	0.6021	60.21%
CYP2D6 substrate	-	0.9012	90.12%
CYP3A4 inhibition	-	0.8916	89.16%
CYP2C9 inhibition	-	0.7841	78.41%
CYP2C19 inhibition	-	0.8052	80.52%
CYP2D6 inhibition	-	0.9045	90.45%
CYP1A2 inhibition	-	0.8733	87.33%
CYP2C8 inhibition	-	0.9068	90.68%
CYP inhibitory promiscuity	-	0.8659	86.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5160	51.60%
Carcinogenicity (trinary)	Non-required	0.6399	63.99%
Eye corrosion	-	0.6672	66.72%
Eye irritation	+	0.7954	79.54%
Skin irritation	+	0.5423	54.23%
Skin corrosion	-	0.8709	87.09%
Ames mutagenesis	+	0.6392	63.92%
Human Ether-a-go-go-Related Gene inhibition	-	0.7307	73.07%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.6446	64.46%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.7258	72.58%
Acute Oral Toxicity (c)	III	0.5527	55.27%
Estrogen receptor binding	-	0.5354	53.54%
Androgen receptor binding	-	0.8763	87.63%
Thyroid receptor binding	-	0.7650	76.50%
Glucocorticoid receptor binding	-	0.7756	77.56%
Aromatase binding	-	0.5702	57.02%
PPAR gamma	-	0.7696	76.96%
Honey bee toxicity	-	0.8348	83.48%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9453	94.53%

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	93.64%	96.09%
CHEMBL240	Q12809	HERG	88.99%	89.76%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.95%	89.34%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.67%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.61%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.99%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.20%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.05%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.27%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	80.90%	91.19%

Plants that contains it

• Seriphidium aucheri

Cross-Links

• PubChem: 13855815
• LOTUS: LTS0275013
• wikiData: Q105213133