1-[(2S,5S)-5-ethenyl-5-methyloxolan-2-yl]ethanone

Details

• Internal ID: 216e61cf-495e-460c-a377-1063e534b1e7
• Taxonomy: Organoheterocyclic compounds > Oxolanes
• IUPAC Name: 1-[(2S,5S)-5-ethenyl-5-methyloxolan-2-yl]ethanone
• SMILES (Canonical): CC(=O)C1CCC(O1)(C)C=C
• SMILES (Isomeric): CC(=O)[C@@H]1CC[C@@](O1)(C)C=C
• InChI: InChI=1S/C9H14O2/c1-4-9(3)6-5-8(11-9)7(2)10/h4,8H,1,5-6H2,2-3H3/t8-,9+/m0/s1
• InChI Key: FBFSXARBCWGXJL-DTWKUNHWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.21 g/mol
• Exact Mass: 154.099379685 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.70
• 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	+	0.9922	99.22%
Caco-2	+	0.5244	52.44%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4128	41.28%
OATP2B1 inhibitior	-	0.8448	84.48%
OATP1B1 inhibitior	+	0.9398	93.98%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9545	95.45%
P-glycoprotein inhibitior	-	0.9793	97.93%
P-glycoprotein substrate	-	0.9717	97.17%
CYP3A4 substrate	+	0.5676	56.76%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.7887	78.87%
CYP3A4 inhibition	-	0.8274	82.74%
CYP2C9 inhibition	-	0.8724	87.24%
CYP2C19 inhibition	-	0.7174	71.74%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	+	0.5115	51.15%
CYP2C8 inhibition	-	0.7907	79.07%
CYP inhibitory promiscuity	-	0.8653	86.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7828	78.28%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.5608	56.08%
Eye irritation	+	0.7681	76.81%
Skin irritation	+	0.6906	69.06%
Skin corrosion	-	0.8276	82.76%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6263	62.63%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.8329	83.29%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.8319	83.19%
Nephrotoxicity	+	0.7112	71.12%
Acute Oral Toxicity (c)	III	0.8166	81.66%
Estrogen receptor binding	-	0.8367	83.67%
Androgen receptor binding	-	0.7885	78.85%
Thyroid receptor binding	-	0.8919	89.19%
Glucocorticoid receptor binding	-	0.8896	88.96%
Aromatase binding	-	0.8834	88.34%
PPAR gamma	-	0.8496	84.96%
Honey bee toxicity	-	0.7541	75.41%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.4166	41.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.90%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.71%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.72%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.44%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.68%	94.45%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	84.25%	82.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.00%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.06%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.57%	89.05%

Plants that contains it

• Artemisia arbuscula

Cross-Links

• PubChem: 53790113
• LOTUS: LTS0113365
• wikiData: Q104992607