1-[(2R)-3,3-dimethyloxiran-2-yl]-2-[(2S,5S)-5-(furan-3-yl)-2-methyloxolan-2-yl]ethanone

Details

• Internal ID: dd504a9d-5c0f-4f84-998f-6fcbce5498ae
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: 1-[(2R)-3,3-dimethyloxiran-2-yl]-2-[(2S,5S)-5-(furan-3-yl)-2-methyloxolan-2-yl]ethanone
• SMILES (Canonical): CC1(C(O1)C(=O)CC2(CCC(O2)C3=COC=C3)C)C
• SMILES (Isomeric): C[C@]1(CC[C@H](O1)C2=COC=C2)CC(=O)[C@H]3C(O3)(C)C
• InChI: InChI=1S/C15H20O4/c1-14(2)13(19-14)11(16)8-15(3)6-4-12(18-15)10-5-7-17-9-10/h5,7,9,12-13H,4,6,8H2,1-3H3/t12-,13-,15-/m0/s1
• InChI Key: LFQKFGVTRVFIEE-YDHLFZDLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 4
• 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	+	0.9817	98.17%
Caco-2	+	0.6798	67.98%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7509	75.09%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.7114	71.14%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6164	61.64%
P-glycoprotein inhibitior	-	0.8311	83.11%
P-glycoprotein substrate	-	0.8653	86.53%
CYP3A4 substrate	+	0.5481	54.81%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7659	76.59%
CYP3A4 inhibition	-	0.6326	63.26%
CYP2C9 inhibition	-	0.6466	64.66%
CYP2C19 inhibition	-	0.6947	69.47%
CYP2D6 inhibition	-	0.9212	92.12%
CYP1A2 inhibition	-	0.6625	66.25%
CYP2C8 inhibition	-	0.6163	61.63%
CYP inhibitory promiscuity	-	0.7994	79.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6137	61.37%
Eye corrosion	-	0.9646	96.46%
Eye irritation	-	0.9734	97.34%
Skin irritation	-	0.6535	65.35%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4896	48.96%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5581	55.81%
skin sensitisation	-	0.6692	66.92%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6155	61.55%
Acute Oral Toxicity (c)	III	0.3887	38.87%
Estrogen receptor binding	-	0.5879	58.79%
Androgen receptor binding	-	0.5892	58.92%
Thyroid receptor binding	-	0.5334	53.34%
Glucocorticoid receptor binding	-	0.4799	47.99%
Aromatase binding	-	0.6038	60.38%
PPAR gamma	-	0.6785	67.85%
Honey bee toxicity	-	0.9614	96.14%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9569	95.69%

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	96.20%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.47%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.38%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.38%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.53%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	83.19%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.72%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.63%	100.00%

Plants that contains it

• Eumorphia sericea

Cross-Links

• PubChem: 163077055
• LOTUS: LTS0192364
• wikiData: Q105151129