[(3R,6E,9E)-11-hydroperoxy-3,7,11-trimethyl-8-oxododeca-1,6,9-trien-3-yl] acetate

Details

• Internal ID: 5960e6c1-f7fd-422f-8039-5fe1b770926e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(3R,6E,9E)-11-hydroperoxy-3,7,11-trimethyl-8-oxododeca-1,6,9-trien-3-yl] acetate
• InChI: InChI=1S/C17H26O5/c1-7-17(6,21-14(3)18)11-8-9-13(2)15(19)10-12-16(4,5)22-20/h7,9-10,12,20H,1,8,11H2,2-6H3/b12-10+,13-9+/t17-/m0/s1
• InChI Key: BCZPLJUGHXOZHA-ACDAQGQLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₅
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.17802393 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9133	91.33%
Caco-2	+	0.5102	51.02%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6906	69.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9198	91.98%
OATP1B3 inhibitior	+	0.9101	91.01%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5960	59.60%
P-glycoprotein inhibitior	-	0.7867	78.67%
P-glycoprotein substrate	-	0.8125	81.25%
CYP3A4 substrate	+	0.5558	55.58%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8947	89.47%
CYP3A4 inhibition	-	0.6812	68.12%
CYP2C9 inhibition	-	0.7999	79.99%
CYP2C19 inhibition	-	0.8299	82.99%
CYP2D6 inhibition	-	0.9168	91.68%
CYP1A2 inhibition	-	0.8198	81.98%
CYP2C8 inhibition	-	0.8260	82.60%
CYP inhibitory promiscuity	-	0.9245	92.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5538	55.38%
Carcinogenicity (trinary)	Non-required	0.6341	63.41%
Eye corrosion	-	0.7541	75.41%
Eye irritation	-	0.8358	83.58%
Skin irritation	+	0.5977	59.77%
Skin corrosion	-	0.9178	91.78%
Ames mutagenesis	+	0.5546	55.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5853	58.53%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6023	60.23%
skin sensitisation	+	0.6981	69.81%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.9000	90.00%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.6406	64.06%
Acute Oral Toxicity (c)	III	0.5618	56.18%
Estrogen receptor binding	+	0.6291	62.91%
Androgen receptor binding	-	0.8710	87.10%
Thyroid receptor binding	+	0.6043	60.43%
Glucocorticoid receptor binding	-	0.5937	59.37%
Aromatase binding	-	0.4870	48.70%
PPAR gamma	-	0.5949	59.49%
Honey bee toxicity	-	0.7047	70.47%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9648	96.48%

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	91.63%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.58%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.49%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.24%	89.34%
CHEMBL2581	P07339	Cathepsin D	89.76%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.86%	86.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.47%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.43%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.16%	99.17%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.98%	97.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.84%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.39%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.02%	85.14%

Plants that contains it

• Artemisia gmelinii

Cross-Links

• PubChem: 163013830
• LOTUS: LTS0184951
• wikiData: Q104923759