(3R,4S)-3,4-Dihydroxypiperidin-2-One

Details

• Internal ID: 3c520647-ad1c-4e28-9381-39ff8a8c0f0e
• Taxonomy: Organoheterocyclic compounds > Piperidines > Piperidinones
• IUPAC Name: (3R,4S)-3,4-dihydroxypiperidin-2-one
• SMILES (Canonical): C1CNC(=O)C(C1O)O
• SMILES (Isomeric): C1CNC(=O)[C@@H]([C@H]1O)O
• InChI: InChI=1S/C5H9NO3/c7-3-1-2-6-5(9)4(3)8/h3-4,7-8H,1-2H2,(H,6,9)/t3-,4+/m0/s1
• InChI Key: HVIVBJVEAQHMTG-IUYQGCFVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₉NO₃
• Molecular Weight: 131.13 g/mol
• Exact Mass: 131.058243149 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.77
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• (3R,4S)-3,4-dihydroxypiperidin-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7384	73.84%
Caco-2	-	0.9379	93.79%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.9143	91.43%
Subcellular localzation	Mitochondria	0.7646	76.46%
OATP2B1 inhibitior	-	0.8443	84.43%
OATP1B1 inhibitior	+	0.9723	97.23%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9735	97.35%
P-glycoprotein inhibitior	-	0.9848	98.48%
P-glycoprotein substrate	-	0.9380	93.80%
CYP3A4 substrate	-	0.6897	68.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8156	81.56%
CYP3A4 inhibition	-	0.9957	99.57%
CYP2C9 inhibition	-	0.9685	96.85%
CYP2C19 inhibition	-	0.9708	97.08%
CYP2D6 inhibition	-	0.9608	96.08%
CYP1A2 inhibition	-	0.9356	93.56%
CYP2C8 inhibition	-	0.9936	99.36%
CYP inhibitory promiscuity	-	0.9924	99.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7388	73.88%
Eye corrosion	-	0.9801	98.01%
Eye irritation	+	0.7331	73.31%
Skin irritation	-	0.7487	74.87%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7048	70.48%
Micronuclear	+	0.5132	51.32%
Hepatotoxicity	+	0.7462	74.62%
skin sensitisation	-	0.8808	88.08%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5113	51.13%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	-	0.8789	87.89%
Androgen receptor binding	-	0.7733	77.33%
Thyroid receptor binding	-	0.7647	76.47%
Glucocorticoid receptor binding	-	0.7943	79.43%
Aromatase binding	-	0.8606	86.06%
PPAR gamma	-	0.8273	82.73%
Honey bee toxicity	-	0.9158	91.58%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.9976	99.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	92.35%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.12%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	82.03%	83.82%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.64%	93.03%

Plants that contains it

• Piper longum

Cross-Links

• PubChem: 71720812
• NPASS: NPC224624