3-Hydroxy-1-[3-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methoxypyrrolidin-2-one

Details

• Internal ID: 42a9b96d-ba6c-4161-8766-4e17220e20de
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > N-alkylpyrrolidines
• IUPAC Name: 3-hydroxy-1-[3-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methoxypyrrolidin-2-one
• SMILES (Canonical): COC1CC(C(=O)N1C2C(=CCO2)CO)O
• SMILES (Isomeric): COC1CC(C(=O)N1C2C(=CCO2)CO)O
• InChI: InChI=1S/C10H15NO5/c1-15-8-4-7(13)9(14)11(8)10-6(5-12)2-3-16-10/h2,7-8,10,12-13H,3-5H2,1H3
• InChI Key: BYYUDMWOSMIJGZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₅NO₅
• Molecular Weight: 229.23 g/mol
• Exact Mass: 229.09502258 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -1.17
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9162	91.62%
Caco-2	-	0.5361	53.61%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5407	54.07%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9157	91.57%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6909	69.09%
P-glycoprotein inhibitior	-	0.9458	94.58%
P-glycoprotein substrate	-	0.8693	86.93%
CYP3A4 substrate	+	0.5485	54.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8405	84.05%
CYP3A4 inhibition	-	0.9931	99.31%
CYP2C9 inhibition	-	0.8718	87.18%
CYP2C19 inhibition	-	0.8600	86.00%
CYP2D6 inhibition	-	0.9238	92.38%
CYP1A2 inhibition	-	0.8601	86.01%
CYP2C8 inhibition	-	0.9316	93.16%
CYP inhibitory promiscuity	-	0.9710	97.10%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5479	54.79%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.6826	68.26%
Skin irritation	-	0.7549	75.49%
Skin corrosion	-	0.9120	91.20%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7996	79.96%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6320	63.20%
skin sensitisation	-	0.8657	86.57%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6192	61.92%
Acute Oral Toxicity (c)	III	0.5516	55.16%
Estrogen receptor binding	-	0.7453	74.53%
Androgen receptor binding	-	0.5187	51.87%
Thyroid receptor binding	-	0.5715	57.15%
Glucocorticoid receptor binding	-	0.4861	48.61%
Aromatase binding	-	0.8443	84.43%
PPAR gamma	-	0.7533	75.33%
Honey bee toxicity	-	0.8798	87.98%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.7140	71.40%

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	97.53%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.94%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.49%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.29%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.28%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.79%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.16%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.40%	94.45%

Plants that contains it

• Hemerocallis fulva

Cross-Links

• PubChem: 85085745
• LOTUS: LTS0047752
• wikiData: Q104950195