[(3R,5E)-7-hydroperoxy-3,7-dimethylocta-1,5-dien-3-yl] acetate

Details

• Internal ID: f2bdd430-9510-43ff-b78c-e68f622ccf60
• Taxonomy: Organic oxygen compounds > Organic hydroperoxides
• IUPAC Name: [(3R,5E)-7-hydroperoxy-3,7-dimethylocta-1,5-dien-3-yl] acetate
• SMILES (Canonical): CC(=O)OC(C)(CC=CC(C)(C)OO)C=C
• SMILES (Isomeric): CC(=O)O[C@](C)(C/C=C/C(C)(C)OO)C=C
• InChI: InChI=1S/C12H20O4/c1-6-12(5,15-10(2)13)9-7-8-11(3,4)16-14/h6-8,14H,1,9H2,2-5H3/b8-7+/t12-/m0/s1
• InChI Key: MDHMWLQXNWJRGN-GUOLPTJISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₄
• Molecular Weight: 228.28 g/mol
• Exact Mass: 228.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9005	90.05%
Caco-2	+	0.7849	78.49%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6912	69.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9128	91.28%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6755	67.55%
P-glycoprotein inhibitior	-	0.9606	96.06%
P-glycoprotein substrate	-	0.9447	94.47%
CYP3A4 substrate	-	0.5057	50.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	+	0.5586	55.86%
CYP2C9 inhibition	-	0.8114	81.14%
CYP2C19 inhibition	-	0.8489	84.89%
CYP2D6 inhibition	-	0.9353	93.53%
CYP1A2 inhibition	-	0.8930	89.30%
CYP2C8 inhibition	-	0.9401	94.01%
CYP inhibitory promiscuity	-	0.9362	93.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	+	0.5136	51.36%
Carcinogenicity (trinary)	Non-required	0.5784	57.84%
Eye corrosion	+	0.6128	61.28%
Eye irritation	-	0.6066	60.66%
Skin irritation	-	0.5222	52.22%
Skin corrosion	-	0.8274	82.74%
Ames mutagenesis	+	0.5755	57.55%
Human Ether-a-go-go-Related Gene inhibition	-	0.5744	57.44%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5026	50.26%
skin sensitisation	+	0.8163	81.63%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.9444	94.44%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.6874	68.74%
Acute Oral Toxicity (c)	III	0.7205	72.05%
Estrogen receptor binding	-	0.8763	87.63%
Androgen receptor binding	-	0.9250	92.50%
Thyroid receptor binding	-	0.7454	74.54%
Glucocorticoid receptor binding	-	0.5903	59.03%
Aromatase binding	-	0.5648	56.48%
PPAR gamma	-	0.8036	80.36%
Honey bee toxicity	-	0.7854	78.54%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9129	91.29%

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	92.90%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.04%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.49%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.08%	89.34%
CHEMBL2581	P07339	Cathepsin D	87.10%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.32%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.36%	91.11%
CHEMBL5251	Q06187	Tyrosine-protein kinase BTK	81.46%	98.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.12%	86.33%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.05%	97.47%
CHEMBL340	P08684	Cytochrome P450 3A4	80.98%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.30%	98.75%

Plants that contains it

• Eriocephalus kingesii

Cross-Links

• PubChem: 163040218
• LOTUS: LTS0097415
• wikiData: Q105161721