(2,7,7-Trimethyl-6-bicyclo[3.1.1]hept-2-enyl) 2-methylbut-2-enoate

Details

• Internal ID: 9cef5932-f5af-4fd7-b659-34d2a535c4ce
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (2,7,7-trimethyl-6-bicyclo[3.1.1]hept-2-enyl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2CC=C(C1C2(C)C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C2CC=C(C1C2(C)C)C
• InChI: InChI=1S/C15H22O2/c1-6-9(2)14(16)17-13-11-8-7-10(3)12(13)15(11,4)5/h6-7,11-13H,8H2,1-5H3
• InChI Key: XBIYGXBPWHLVBE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8452	84.52%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7317	73.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7626	76.26%
P-glycoprotein inhibitior	-	0.8493	84.93%
P-glycoprotein substrate	-	0.9140	91.40%
CYP3A4 substrate	+	0.5401	54.01%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.8518	85.18%
CYP2C9 inhibition	-	0.8266	82.66%
CYP2C19 inhibition	+	0.6240	62.40%
CYP2D6 inhibition	-	0.8985	89.85%
CYP1A2 inhibition	-	0.8198	81.98%
CYP2C8 inhibition	-	0.9013	90.13%
CYP inhibitory promiscuity	-	0.6430	64.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6983	69.83%
Carcinogenicity (trinary)	Non-required	0.4621	46.21%
Eye corrosion	-	0.9313	93.13%
Eye irritation	-	0.6445	64.45%
Skin irritation	-	0.5609	56.09%
Skin corrosion	-	0.9851	98.51%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7274	72.74%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.8310	83.10%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6302	63.02%
Acute Oral Toxicity (c)	III	0.8360	83.60%
Estrogen receptor binding	-	0.4767	47.67%
Androgen receptor binding	-	0.5903	59.03%
Thyroid receptor binding	+	0.5555	55.55%
Glucocorticoid receptor binding	-	0.6614	66.14%
Aromatase binding	-	0.6725	67.25%
PPAR gamma	-	0.6206	62.06%
Honey bee toxicity	-	0.6947	69.47%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9790	97.90%

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	96.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.43%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.73%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	84.43%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	83.66%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.87%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.27%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.56%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.28%	89.00%

Plants that contains it

• Tanacetum parthenium

Cross-Links

• PubChem: 163084257
• LOTUS: LTS0000092
• wikiData: Q105324512