[(2S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl] acetate

Details

• Internal ID: 6450519e-cb2e-4434-ba22-9a436c44f8dc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [(2S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl] acetate
• SMILES (Canonical): CC1=CC(C2CC1C2(C)C)OC(=O)C
• SMILES (Isomeric): CC1=C[C@@H](C2CC1C2(C)C)OC(=O)C
• InChI: InChI=1S/C12H18O2/c1-7-5-11(14-8(2)13)10-6-9(7)12(10,3)4/h5,9-11H,6H2,1-4H3/t9?,10?,11-/m0/s1
• InChI Key: OZBFUQLOVFXDNK-ILDUYXDCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.27 g/mol
• Exact Mass: 194.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.5311	53.11%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7317	73.17%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9407	94.07%
P-glycoprotein inhibitior	-	0.9205	92.05%
P-glycoprotein substrate	-	0.9180	91.80%
CYP3A4 substrate	+	0.5611	56.11%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.8771	87.71%
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	-	0.9085	90.85%
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	+	0.7416	74.16%
Skin irritation	-	0.5609	56.09%
Skin corrosion	-	0.9851	98.51%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5720	57.20%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.8310	83.10%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.8360	83.60%
Estrogen receptor binding	-	0.6956	69.56%
Androgen receptor binding	-	0.8073	80.73%
Thyroid receptor binding	-	0.7705	77.05%
Glucocorticoid receptor binding	-	0.7987	79.87%
Aromatase binding	-	0.8894	88.94%
PPAR gamma	-	0.8607	86.07%
Honey bee toxicity	-	0.6552	65.52%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
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	96.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.28%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	89.36%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.67%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	83.47%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.72%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.40%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.28%	97.09%

Plants that contains it

• Daucus carota

Cross-Links

• PubChem: 12988039
• NPASS: NPC72053