(2R)-2-[(1R,2R,5R)-2-acetyl-5-methylcyclopentyl]-3-propan-2-yl-2H-furan-5-one

Details

• Internal ID: b4038d5e-bc80-405b-8e1d-4856e43ab046
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2R)-2-[(1R,2R,5R)-2-acetyl-5-methylcyclopentyl]-3-propan-2-yl-2H-furan-5-one
• SMILES (Canonical): CC1CCC(C1C2C(=CC(=O)O2)C(C)C)C(=O)C
• SMILES (Isomeric): C[C@@H]1CC[C@H]([C@@H]1[C@@H]2C(=CC(=O)O2)C(C)C)C(=O)C
• InChI: InChI=1S/C15H22O3/c1-8(2)12-7-13(17)18-15(12)14-9(3)5-6-11(14)10(4)16/h7-9,11,14-15H,5-6H2,1-4H3/t9-,11+,14-,15+/m1/s1
• InChI Key: XFPNWKDJTKUHLJ-QFEPDWEUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.7428	74.28%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6930	69.30%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.9025	90.25%
OATP1B3 inhibitior	+	0.9223	92.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8618	86.18%
P-glycoprotein inhibitior	-	0.8681	86.81%
P-glycoprotein substrate	-	0.7467	74.67%
CYP3A4 substrate	+	0.5310	53.10%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9047	90.47%
CYP3A4 inhibition	-	0.9404	94.04%
CYP2C9 inhibition	-	0.8314	83.14%
CYP2C19 inhibition	-	0.8167	81.67%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	+	0.5798	57.98%
CYP2C8 inhibition	-	0.9138	91.38%
CYP inhibitory promiscuity	-	0.7485	74.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.5508	55.08%
Eye corrosion	-	0.9252	92.52%
Eye irritation	-	0.7151	71.51%
Skin irritation	+	0.5736	57.36%
Skin corrosion	-	0.8378	83.78%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4470	44.70%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.7552	75.52%
skin sensitisation	-	0.5560	55.60%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.5717	57.17%
Acute Oral Toxicity (c)	III	0.7033	70.33%
Estrogen receptor binding	-	0.7695	76.95%
Androgen receptor binding	-	0.5755	57.55%
Thyroid receptor binding	-	0.5455	54.55%
Glucocorticoid receptor binding	-	0.7003	70.03%
Aromatase binding	-	0.8739	87.39%
PPAR gamma	-	0.8027	80.27%
Honey bee toxicity	-	0.9018	90.18%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9763	97.63%

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	95.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.80%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.33%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.92%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.93%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.64%	94.80%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.85%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.05%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.00%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.47%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.31%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.97%	96.47%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.52%	93.04%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.47%	85.14%

Plants that contains it

• Alpinia japonica

Cross-Links

• PubChem: 163011213
• LOTUS: LTS0041431
• wikiData: Q105327155