[(1R,5R,6S,8R,11R)-5,7,7,11-tetramethyl-4-oxo-6-tricyclo[6.3.0.01,5]undec-2-enyl] acetate

Details

• Internal ID: 1b89604a-65b7-41cc-90a3-5473e64bbf6c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Angular triquinanes
• IUPAC Name: [(1R,5R,6S,8R,11R)-5,7,7,11-tetramethyl-4-oxo-6-tricyclo[6.3.0.01,5]undec-2-enyl] acetate
• SMILES (Canonical): CC1CCC2C13C=CC(=O)C3(C(C2(C)C)OC(=O)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@H]2[C@]13C=CC(=O)[C@]3([C@H](C2(C)C)OC(=O)C)C
• InChI: InChI=1S/C17H24O3/c1-10-6-7-12-15(3,4)14(20-11(2)18)16(5)13(19)8-9-17(10,12)16/h8-10,12,14H,6-7H2,1-5H3/t10-,12+,14+,16+,17+/m1/s1
• InChI Key: LKQSYAJIJPIKFF-NSZXUFFLSA-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: 3.60
• Atomic LogP (AlogP): 3.14
• 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	+	0.9944	99.44%
Caco-2	+	0.5823	58.23%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6414	64.14%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9516	95.16%
P-glycoprotein inhibitior	-	0.8554	85.54%
P-glycoprotein substrate	-	0.8569	85.69%
CYP3A4 substrate	+	0.5934	59.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8967	89.67%
CYP3A4 inhibition	-	0.8957	89.57%
CYP2C9 inhibition	-	0.7879	78.79%
CYP2C19 inhibition	-	0.8419	84.19%
CYP2D6 inhibition	-	0.9568	95.68%
CYP1A2 inhibition	-	0.7095	70.95%
CYP2C8 inhibition	-	0.8875	88.75%
CYP inhibitory promiscuity	-	0.9455	94.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4727	47.27%
Eye corrosion	-	0.9230	92.30%
Eye irritation	-	0.9426	94.26%
Skin irritation	+	0.5777	57.77%
Skin corrosion	-	0.8248	82.48%
Ames mutagenesis	-	0.7937	79.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4365	43.65%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5726	57.26%
skin sensitisation	+	0.6139	61.39%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5816	58.16%
Acute Oral Toxicity (c)	III	0.6281	62.81%
Estrogen receptor binding	+	0.7977	79.77%
Androgen receptor binding	+	0.6046	60.46%
Thyroid receptor binding	-	0.5064	50.64%
Glucocorticoid receptor binding	-	0.6048	60.48%
Aromatase binding	-	0.4829	48.29%
PPAR gamma	-	0.5130	51.30%
Honey bee toxicity	-	0.8586	85.86%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5950	59.50%
Fish aquatic toxicity	+	0.9796	97.96%

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	95.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.18%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.60%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.24%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.35%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.12%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.24%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.68%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.45%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.05%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.94%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.79%	95.89%

Plants that contains it

• Bethencourtia palmensis

Cross-Links

• PubChem: 15906467
• LOTUS: LTS0152974
• wikiData: Q105153217