[(1S,3S)-2,2-dimethyl-3-prop-2-enylcyclopropyl]methyl acetate

Details

• Internal ID: c60f1ae6-5648-404e-a3f0-7ddd3d894b77
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid esters
• IUPAC Name: [(1S,3S)-2,2-dimethyl-3-prop-2-enylcyclopropyl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C1(C)C)CC=C
• SMILES (Isomeric): CC(=O)OC[C@H]1[C@@H](C1(C)C)CC=C
• InChI: InChI=1S/C11H18O2/c1-5-6-9-10(11(9,3)4)7-13-8(2)12/h5,9-10H,1,6-7H2,2-4H3/t9-,10-/m0/s1
• InChI Key: UVQOBCBQCOVBIV-UWVGGRQHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₂
• Molecular Weight: 182.26 g/mol
• Exact Mass: 182.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.5184	51.84%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7089	70.89%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9291	92.91%
OATP1B3 inhibitior	+	0.8943	89.43%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8644	86.44%
P-glycoprotein inhibitior	-	0.9687	96.87%
P-glycoprotein substrate	-	0.9698	96.98%
CYP3A4 substrate	+	0.5149	51.49%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	-	0.8446	84.46%
CYP2C9 inhibition	-	0.8498	84.98%
CYP2C19 inhibition	-	0.6983	69.83%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.6432	64.32%
CYP2C8 inhibition	-	0.8773	87.73%
CYP inhibitory promiscuity	-	0.7911	79.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5244	52.44%
Carcinogenicity (trinary)	Non-required	0.5920	59.20%
Eye corrosion	+	0.4617	46.17%
Eye irritation	+	0.8973	89.73%
Skin irritation	+	0.5984	59.84%
Skin corrosion	-	0.9855	98.55%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6258	62.58%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5321	53.21%
skin sensitisation	+	0.8063	80.63%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.8013	80.13%
Mitochondrial toxicity	-	0.7664	76.64%
Nephrotoxicity	+	0.8006	80.06%
Acute Oral Toxicity (c)	III	0.5382	53.82%
Estrogen receptor binding	-	0.7760	77.60%
Androgen receptor binding	-	0.8248	82.48%
Thyroid receptor binding	-	0.7751	77.51%
Glucocorticoid receptor binding	-	0.7638	76.38%
Aromatase binding	-	0.8611	86.11%
PPAR gamma	-	0.9218	92.18%
Honey bee toxicity	-	0.5967	59.67%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	95.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.37%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.87%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.60%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	87.08%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.05%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.43%	97.21%
CHEMBL1951	P21397	Monoamine oxidase A	85.55%	91.49%
CHEMBL4040	P28482	MAP kinase ERK2	84.73%	83.82%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.94%	96.77%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.26%	94.33%
CHEMBL240	Q12809	HERG	81.92%	89.76%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.65%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.42%	99.17%

Plants that contains it

• Artemisia cana subsp. viscidula
• Tanacetum vulgare

Cross-Links

• PubChem: 163106225
• LOTUS: LTS0098896
• wikiData: Q105280052