(5S)-3-Methyl-5-hydroxy-3-pyrroline-2-one

Details

• Internal ID: 04f2c96f-38d0-44fa-9d59-72eded7737d5
• Taxonomy: Organoheterocyclic compounds > Pyrrolines
• IUPAC Name: (2S)-2-hydroxy-4-methyl-1,2-dihydropyrrol-5-one
• SMILES (Canonical): CC1=CC(NC1=O)O
• SMILES (Isomeric): CC1=C[C@@H](NC1=O)O
• InChI: InChI=1S/C5H7NO2/c1-3-2-4(7)6-5(3)8/h2,4,7H,1H3,(H,6,8)/t4-/m0/s1
• InChI Key: DORDKUBCRPNETF-BYPYZUCNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₇NO₂
• Molecular Weight: 113.11 g/mol
• Exact Mass: 113.047678466 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.62
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.7430	74.30%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4904	49.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9342	93.42%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9457	94.57%
P-glycoprotein inhibitior	-	0.9822	98.22%
P-glycoprotein substrate	-	0.9449	94.49%
CYP3A4 substrate	-	0.6844	68.44%
CYP2C9 substrate	+	0.5991	59.91%
CYP2D6 substrate	-	0.9053	90.53%
CYP3A4 inhibition	-	0.9652	96.52%
CYP2C9 inhibition	-	0.8454	84.54%
CYP2C19 inhibition	-	0.9149	91.49%
CYP2D6 inhibition	-	0.9007	90.07%
CYP1A2 inhibition	-	0.8239	82.39%
CYP2C8 inhibition	-	0.9924	99.24%
CYP inhibitory promiscuity	-	0.9311	93.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7528	75.28%
Carcinogenicity (trinary)	Non-required	0.5033	50.33%
Eye corrosion	-	0.8069	80.69%
Eye irritation	+	0.9637	96.37%
Skin irritation	-	0.7471	74.71%
Skin corrosion	-	0.9155	91.55%
Ames mutagenesis	-	0.7128	71.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.7771	77.71%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8714	87.14%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.6276	62.76%
Acute Oral Toxicity (c)	III	0.5197	51.97%
Estrogen receptor binding	-	0.9395	93.95%
Androgen receptor binding	-	0.8160	81.60%
Thyroid receptor binding	-	0.7668	76.68%
Glucocorticoid receptor binding	-	0.8844	88.44%
Aromatase binding	-	0.8603	86.03%
PPAR gamma	-	0.9325	93.25%
Honey bee toxicity	-	0.9526	95.26%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.7712	77.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	89.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.79%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	87.25%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.15%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.50%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.57%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	81.12%	94.73%

Plants that contains it

• Jatropha curcas
• Lilium hansonii

Cross-Links

• PubChem: 5325835
• NPASS: NPC84666