3H-Pyrrolizin-3-one, 5,6,7,7a-tetrahydro-7a-hydroxy-

Details

• Internal ID: 2b14bc27-4a33-4f6d-bdc1-9ac48a7c7d48
• Taxonomy: Organoheterocyclic compounds > Pyrrolizines
• IUPAC Name: 8-hydroxy-6,7-dihydro-5H-pyrrolizin-3-one
• SMILES (Canonical): C1CC2(C=CC(=O)N2C1)O
• SMILES (Isomeric): C1CC2(C=CC(=O)N2C1)O
• InChI: InChI=1S/C7H9NO2/c9-6-2-4-7(10)3-1-5-8(6)7/h2,4,10H,1,3,5H2
• InChI Key: UHWVDQANLORLJQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₉NO₂
• Molecular Weight: 139.15 g/mol
• Exact Mass: 139.063328530 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.13
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 116515-49-2
• 3H-Pyrrolizin-3-one, 5,6,7,7a-tetrahydro-7a-hydroxy-
• NSC332577
• SCHEMBL16431160
• DTXSID20318538
• NSC-332577

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.8662	86.62%
Blood Brain Barrier	+	0.9379	93.79%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5850	58.50%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9731	97.31%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6067	60.67%
BSEP inhibitior	-	0.8787	87.87%
P-glycoprotein inhibitior	-	0.9884	98.84%
P-glycoprotein substrate	-	0.9515	95.15%
CYP3A4 substrate	-	0.6278	62.78%
CYP2C9 substrate	-	0.8103	81.03%
CYP2D6 substrate	-	0.8515	85.15%
CYP3A4 inhibition	-	0.9724	97.24%
CYP2C9 inhibition	-	0.9343	93.43%
CYP2C19 inhibition	-	0.9161	91.61%
CYP2D6 inhibition	-	0.9014	90.14%
CYP1A2 inhibition	-	0.8361	83.61%
CYP2C8 inhibition	-	0.9972	99.72%
CYP inhibitory promiscuity	-	0.9480	94.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4727	47.27%
Eye corrosion	-	0.9469	94.69%
Eye irritation	+	0.9858	98.58%
Skin irritation	-	0.7469	74.69%
Skin corrosion	-	0.8621	86.21%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.8575	85.75%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5772	57.72%
skin sensitisation	-	0.9027	90.27%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5504	55.04%
Estrogen receptor binding	-	0.8921	89.21%
Androgen receptor binding	-	0.7436	74.36%
Thyroid receptor binding	-	0.7435	74.35%
Glucocorticoid receptor binding	-	0.7841	78.41%
Aromatase binding	-	0.8312	83.12%
PPAR gamma	-	0.7915	79.15%
Honey bee toxicity	-	0.9586	95.86%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.9523	95.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.64%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.49%	90.00%
CHEMBL230	P35354	Cyclooxygenase-2	86.08%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.73%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.13%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.27%	94.45%

Plants that contains it

• Brassica napus

Cross-Links

• PubChem: 332954
• LOTUS: LTS0032858
• wikiData: Q105138452