[(1S,2Z,6Z,9Z)-3,7,11,11-tetramethyl-8-oxocycloundeca-2,6,9-trien-1-yl] acetate

Details

• Internal ID: f7fd7ead-ba40-4647-bdf0-d7f192784db3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,2Z,6Z,9Z)-3,7,11,11-tetramethyl-8-oxocycloundeca-2,6,9-trien-1-yl] acetate
• SMILES (Canonical): CC1=CC(C(C=CC(=O)C(=CCC1)C)(C)C)OC(=O)C
• SMILES (Isomeric): C/C/1=C/[C@@H](C(/C=C\C(=O)/C(=C\CC1)/C)(C)C)OC(=O)C
• InChI: InChI=1S/C17H24O3/c1-12-7-6-8-13(2)15(19)9-10-17(4,5)16(11-12)20-14(3)18/h8-11,16H,6-7H2,1-5H3/b10-9-,12-11-,13-8-/t16-/m0/s1
• InChI Key: PNYOTSOYIMUAOC-CRVHEKBISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.8747	87.47%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7506	75.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9524	95.24%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7596	75.96%
P-glycoprotein inhibitior	-	0.8661	86.61%
P-glycoprotein substrate	-	0.8940	89.40%
CYP3A4 substrate	+	0.6133	61.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9059	90.59%
CYP3A4 inhibition	-	0.8622	86.22%
CYP2C9 inhibition	-	0.7898	78.98%
CYP2C19 inhibition	-	0.7594	75.94%
CYP2D6 inhibition	-	0.9040	90.40%
CYP1A2 inhibition	-	0.6610	66.10%
CYP2C8 inhibition	-	0.8781	87.81%
CYP inhibitory promiscuity	-	0.8556	85.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7871	78.71%
Carcinogenicity (trinary)	Non-required	0.4860	48.60%
Eye corrosion	-	0.9492	94.92%
Eye irritation	-	0.5610	56.10%
Skin irritation	+	0.5803	58.03%
Skin corrosion	-	0.9526	95.26%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6924	69.24%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.7666	76.66%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6546	65.46%
Acute Oral Toxicity (c)	III	0.7719	77.19%
Estrogen receptor binding	+	0.7404	74.04%
Androgen receptor binding	-	0.7243	72.43%
Thyroid receptor binding	-	0.6700	67.00%
Glucocorticoid receptor binding	-	0.4649	46.49%
Aromatase binding	+	0.6894	68.94%
PPAR gamma	+	0.5340	53.40%
Honey bee toxicity	-	0.8673	86.73%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9854	98.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.40%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.26%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.46%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.85%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.23%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.27%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.60%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.80%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.93%	99.23%
CHEMBL4208	P20618	Proteasome component C5	83.92%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.09%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	82.03%	91.19%

Plants that contains it

• Asteriscus graveolens

Cross-Links

• PubChem: 162817340
• LOTUS: LTS0252752
• wikiData: Q105212282