2,3,5,9-Tetramethyltricyclo[6.3.0.01,5]undec-2-ene-4,6-dione

Details

• Internal ID: 7994841a-83fa-434b-b2c3-abbc6ead9f48
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Angular triquinanes
• IUPAC Name: 2,3,5,9-tetramethyltricyclo[6.3.0.01,5]undec-2-ene-4,6-dione
• SMILES (Canonical): CC1CCC23C1CC(=O)C2(C(=O)C(=C3C)C)C
• SMILES (Isomeric): CC1CCC23C1CC(=O)C2(C(=O)C(=C3C)C)C
• InChI: InChI=1S/C15H20O2/c1-8-5-6-15-10(3)9(2)13(17)14(15,4)12(16)7-11(8)15/h8,11H,5-7H2,1-4H3
• InChI Key: LUEUBVVPFGOSDR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.8490	84.90%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5415	54.15%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9485	94.85%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.9049	90.49%
P-glycoprotein inhibitior	-	0.8796	87.96%
P-glycoprotein substrate	-	0.9114	91.14%
CYP3A4 substrate	+	0.5474	54.74%
CYP2C9 substrate	-	0.8214	82.14%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	-	0.8756	87.56%
CYP2C9 inhibition	-	0.9029	90.29%
CYP2C19 inhibition	-	0.8225	82.25%
CYP2D6 inhibition	-	0.9618	96.18%
CYP1A2 inhibition	-	0.6809	68.09%
CYP2C8 inhibition	-	0.8993	89.93%
CYP inhibitory promiscuity	-	0.9385	93.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Warning	0.4702	47.02%
Eye corrosion	-	0.9653	96.53%
Eye irritation	-	0.6573	65.73%
Skin irritation	+	0.6627	66.27%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4109	41.09%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6361	63.61%
skin sensitisation	+	0.6695	66.95%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4665	46.65%
Acute Oral Toxicity (c)	III	0.5969	59.69%
Estrogen receptor binding	-	0.6622	66.22%
Androgen receptor binding	+	0.6230	62.30%
Thyroid receptor binding	-	0.6178	61.78%
Glucocorticoid receptor binding	-	0.8415	84.15%
Aromatase binding	-	0.7794	77.94%
PPAR gamma	-	0.7442	74.42%
Honey bee toxicity	-	0.8863	88.63%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9597	95.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	95.92%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.12%	97.25%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.34%	85.30%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.00%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.99%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.87%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.27%	86.00%
CHEMBL230	P35354	Cyclooxygenase-2	84.75%	89.63%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.53%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.98%	99.23%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.96%	97.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.44%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.66%	93.03%
CHEMBL325	Q13547	Histone deacetylase 1	80.92%	95.92%

Plants that contains it

• Artemisia laciniata

Cross-Links

• PubChem: 163022092
• LOTUS: LTS0034969
• wikiData: Q105157379