(3R,5R)-3-hydroxy-5-methoxy-1-[(2R)-3-methyl-2,5-dihydrofuran-2-yl]pyrrolidin-2-one

Details

• Internal ID: 74d6a9e2-931a-4744-a4b4-5b06cd92e2fa
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > N-alkylpyrrolidines
• IUPAC Name: (3R,5R)-3-hydroxy-5-methoxy-1-[(2R)-3-methyl-2,5-dihydrofuran-2-yl]pyrrolidin-2-one
• SMILES (Canonical): CC1=CCOC1N2C(CC(C2=O)O)OC
• SMILES (Isomeric): CC1=CCO[C@H]1N2[C@@H](C[C@H](C2=O)O)OC
• InChI: InChI=1S/C10H15NO4/c1-6-3-4-15-10(6)11-8(14-2)5-7(12)9(11)13/h3,7-8,10,12H,4-5H2,1-2H3/t7-,8-,10-/m1/s1
• InChI Key: WEIIIOYFFMOYSL-NQMVMOMDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₅NO₄
• Molecular Weight: 213.23 g/mol
• Exact Mass: 213.10010796 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.15
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9551	95.51%
Caco-2	+	0.5842	58.42%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4672	46.72%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9508	95.08%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7564	75.64%
P-glycoprotein inhibitior	-	0.9398	93.98%
P-glycoprotein substrate	-	0.9153	91.53%
CYP3A4 substrate	+	0.5322	53.22%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8537	85.37%
CYP3A4 inhibition	-	0.9794	97.94%
CYP2C9 inhibition	-	0.8331	83.31%
CYP2C19 inhibition	-	0.8731	87.31%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	-	0.8080	80.80%
CYP2C8 inhibition	-	0.9358	93.58%
CYP inhibitory promiscuity	-	0.9692	96.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5659	56.59%
Eye corrosion	-	0.9803	98.03%
Eye irritation	+	0.5597	55.97%
Skin irritation	-	0.7710	77.10%
Skin corrosion	-	0.9244	92.44%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7055	70.55%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.7160	71.60%
skin sensitisation	-	0.8531	85.31%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6356	63.56%
Acute Oral Toxicity (c)	III	0.5784	57.84%
Estrogen receptor binding	-	0.7685	76.85%
Androgen receptor binding	-	0.5514	55.14%
Thyroid receptor binding	-	0.5393	53.93%
Glucocorticoid receptor binding	-	0.5240	52.40%
Aromatase binding	-	0.8707	87.07%
PPAR gamma	-	0.6644	66.44%
Honey bee toxicity	-	0.8614	86.14%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.8290	82.90%

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	94.06%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.95%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.49%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.63%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.17%	94.00%
CHEMBL1871	P10275	Androgen Receptor	83.99%	96.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.52%	97.25%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.31%	93.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.06%	94.45%

Plants that contains it

• Hemerocallis fulva

Cross-Links

• PubChem: 162915349
• LOTUS: LTS0254881
• wikiData: Q105303064