[(1S,2S,4S)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: fba3bc5b-49b2-4521-8689-4bf271117544
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [(1S,2S,4S)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2CCC1(C2(C)C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1C[C@@H]2CC[C@]1(C2(C)C)C
• InChI: InChI=1S/C15H24O2/c1-6-10(2)13(16)17-12-9-11-7-8-15(12,5)14(11,3)4/h6,11-12H,7-9H2,1-5H3/b10-6-/t11-,12-,15+/m0/s1
• InChI Key: ZUVAGNOBOHVXJJ-AJXDGQIOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.71
• 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	+	0.9965	99.65%
Caco-2	+	0.9269	92.69%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7132	71.32%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8779	87.79%
OATP1B3 inhibitior	+	0.8818	88.18%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8013	80.13%
P-glycoprotein inhibitior	-	0.9208	92.08%
P-glycoprotein substrate	-	0.9186	91.86%
CYP3A4 substrate	+	0.6177	61.77%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.8856	88.56%
CYP2C9 inhibition	-	0.9430	94.30%
CYP2C19 inhibition	+	0.5103	51.03%
CYP2D6 inhibition	-	0.9550	95.50%
CYP1A2 inhibition	-	0.8925	89.25%
CYP2C8 inhibition	-	0.8243	82.43%
CYP inhibitory promiscuity	-	0.9006	90.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Warning	0.4930	49.30%
Eye corrosion	-	0.9725	97.25%
Eye irritation	-	0.6366	63.66%
Skin irritation	+	0.7710	77.10%
Skin corrosion	-	0.9903	99.03%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5406	54.06%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5283	52.83%
skin sensitisation	+	0.7908	79.08%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.6075	60.75%
Acute Oral Toxicity (c)	III	0.6775	67.75%
Estrogen receptor binding	+	0.6148	61.48%
Androgen receptor binding	-	0.7512	75.12%
Thyroid receptor binding	-	0.4885	48.85%
Glucocorticoid receptor binding	-	0.7385	73.85%
Aromatase binding	-	0.7181	71.81%
PPAR gamma	+	0.5308	53.08%
Honey bee toxicity	-	0.6562	65.62%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9922	99.22%

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	96.43%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.08%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.09%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.16%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	87.87%	91.19%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.40%	95.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.81%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.43%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.89%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.41%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.27%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.01%	100.00%

Plants that contains it

• Tanacetum parthenium

Cross-Links

• PubChem: 162901484
• LOTUS: LTS0240202
• wikiData: Q105384126