(1S,5S,8R)-4,4,8-trimethyl-9-oxotricyclo[3.3.3.01,5]undec-2-ene-2-carboxylic acid

Details

• Internal ID: 2220c8c7-0d7a-4572-80e8-c752226795f6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Angular triquinanes
• IUPAC Name: (1S,5S,8R)-4,4,8-trimethyl-9-oxotricyclo[3.3.3.01,5]undec-2-ene-2-carboxylic acid
• SMILES (Canonical): CC1CCC23C1(C(=O)CC2)C(=CC3(C)C)C(=O)O
• SMILES (Isomeric): C[C@@H]1CC[C@]23[C@]1(C(=O)CC2)C(=CC3(C)C)C(=O)O
• InChI: InChI=1S/C15H20O3/c1-9-4-6-14-7-5-11(16)15(9,14)10(12(17)18)8-13(14,2)3/h8-9H,4-7H2,1-3H3,(H,17,18)/t9-,14+,15+/m1/s1
• InChI Key: DZZUDKWCIAKSGQ-NKZPBKNFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.6440	64.40%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7620	76.20%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9286	92.86%
P-glycoprotein inhibitior	-	0.9387	93.87%
P-glycoprotein substrate	-	0.9267	92.67%
CYP3A4 substrate	-	0.5120	51.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8954	89.54%
CYP3A4 inhibition	-	0.8570	85.70%
CYP2C9 inhibition	-	0.8688	86.88%
CYP2C19 inhibition	-	0.8902	89.02%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.8248	82.48%
CYP2C8 inhibition	-	0.9063	90.63%
CYP inhibitory promiscuity	-	0.9783	97.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5798	57.98%
Eye corrosion	-	0.9738	97.38%
Eye irritation	+	0.6258	62.58%
Skin irritation	+	0.6617	66.17%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7582	75.82%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5541	55.41%
skin sensitisation	+	0.6554	65.54%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5604	56.04%
Acute Oral Toxicity (c)	III	0.7020	70.20%
Estrogen receptor binding	-	0.8247	82.47%
Androgen receptor binding	-	0.5076	50.76%
Thyroid receptor binding	-	0.6549	65.49%
Glucocorticoid receptor binding	-	0.8486	84.86%
Aromatase binding	-	0.7126	71.26%
PPAR gamma	-	0.5639	56.39%
Honey bee toxicity	-	0.9569	95.69%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9823	98.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.81%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.98%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.47%	99.23%
CHEMBL2581	P07339	Cathepsin D	89.03%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.18%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.55%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.00%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.17%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.12%	100.00%

Plants that contains it

• Pulicaria paludosa

Cross-Links

• PubChem: 162993364
• LOTUS: LTS0131769
• wikiData: Q104992130