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

Details

• Internal ID: 6274bb52-100d-43ce-943b-99f457b8a1cd
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > N-alkylpyrrolidines
• IUPAC Name: (3R,5R)-3,5-dihydroxy-1-[(2R)-3-methyl-2,5-dihydrofuran-2-yl]pyrrolidin-2-one
• SMILES (Canonical): CC1=CCOC1N2C(CC(C2=O)O)O
• SMILES (Isomeric): CC1=CCO[C@H]1N2[C@@H](C[C@H](C2=O)O)O
• InChI: InChI=1S/C9H13NO4/c1-5-2-3-14-9(5)10-7(12)4-6(11)8(10)13/h2,6-7,9,11-12H,3-4H2,1H3/t6-,7-,9-/m1/s1
• InChI Key: DEFSJMDKJOFVBS-ZXFLCMHBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₃NO₄
• Molecular Weight: 199.20 g/mol
• Exact Mass: 199.08445790 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -0.80
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9290	92.90%
Caco-2	+	0.6429	64.29%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4428	44.28%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9508	95.08%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8567	85.67%
BSEP inhibitior	-	0.8778	87.78%
P-glycoprotein inhibitior	-	0.9683	96.83%
P-glycoprotein substrate	-	0.9341	93.41%
CYP3A4 substrate	-	0.5127	51.27%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8537	85.37%
CYP3A4 inhibition	-	0.9916	99.16%
CYP2C9 inhibition	-	0.7984	79.84%
CYP2C19 inhibition	-	0.8471	84.71%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	-	0.8211	82.11%
CYP2C8 inhibition	-	0.9619	96.19%
CYP inhibitory promiscuity	-	0.9564	95.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5615	56.15%
Eye corrosion	-	0.9803	98.03%
Eye irritation	+	0.5458	54.58%
Skin irritation	-	0.7553	75.53%
Skin corrosion	-	0.9150	91.50%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7596	75.96%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.7410	74.10%
skin sensitisation	-	0.8535	85.35%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5407	54.07%
Acute Oral Toxicity (c)	III	0.5690	56.90%
Estrogen receptor binding	-	0.7777	77.77%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.4939	49.39%
Glucocorticoid receptor binding	-	0.6429	64.29%
Aromatase binding	-	0.9080	90.80%
PPAR gamma	-	0.6093	60.93%
Honey bee toxicity	-	0.9117	91.17%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.7992	79.92%

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	90.89%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.51%	95.56%
CHEMBL1978	P11511	Cytochrome P450 19A1	86.09%	91.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.28%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.96%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.79%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.54%	90.71%
CHEMBL1871	P10275	Androgen Receptor	81.53%	96.43%
CHEMBL2581	P07339	Cathepsin D	80.40%	98.95%

Plants that contains it

• Hemerocallis fulva

Cross-Links

• PubChem: 131156005
• LOTUS: LTS0221629
• wikiData: Q104977164