3-Methyl-but-2-enoic acid, 1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Details

• Internal ID: 78de3033-96d6-4bda-a10c-161aa0647d73
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl) 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CC(=O)OC1CC2CCC1(C2(C)C)C)C
• SMILES (Isomeric): CC(=CC(=O)OC1CC2CCC1(C2(C)C)C)C
• InChI: InChI=1S/C15H24O2/c1-10(2)8-13(16)17-12-9-11-6-7-15(12,5)14(11,3)4/h8,11-12H,6-7,9H2,1-5H3
• InChI Key: DRMFACTYRZBDGY-UHFFFAOYSA-N
• Popularity: 1 reference 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: 4.70
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• AKOS019032630
• 1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl 3-methyl-2-butenoate #
• 3-Methyl-but-2-enoic acid, 1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.8606	86.06%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7132	71.32%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9053	90.53%
OATP1B3 inhibitior	+	0.8818	88.18%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8719	87.19%
P-glycoprotein inhibitior	-	0.9005	90.05%
P-glycoprotein substrate	-	0.8810	88.10%
CYP3A4 substrate	+	0.6335	63.35%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.9104	91.04%
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	-	0.7784	77.84%
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	-	0.6976	69.76%
Skin irritation	+	0.7710	77.10%
Skin corrosion	-	0.9903	99.03%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6848	68.48%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5658	56.58%
skin sensitisation	+	0.7908	79.08%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.5364	53.64%
Acute Oral Toxicity (c)	III	0.6775	67.75%
Estrogen receptor binding	+	0.7874	78.74%
Androgen receptor binding	-	0.7097	70.97%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6674	66.74%
Aromatase binding	-	0.7791	77.91%
PPAR gamma	-	0.5204	52.04%
Honey bee toxicity	-	0.5555	55.55%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6145	61.45%
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	96.70%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.00%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.25%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	88.44%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.18%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.53%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.19%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.18%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.31%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.88%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.55%	100.00%

Plants that contains it

• Artemisia annua
• Artemisia carvifolia

Cross-Links

• PubChem: 557842
• NPASS: NPC80018