Uncinine

Details

• Internal ID: 7ac7bbd8-5469-4bae-af64-55f45e0178b6
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 1-[(2-oxo-5-propan-2-ylidenefuran-3-yl)methyl]pyrrolidin-2-one
• SMILES (Canonical): CC(=C1C=C(C(=O)O1)CN2CCCC2=O)C
• SMILES (Isomeric): CC(=C1C=C(C(=O)O1)CN2CCCC2=O)C
• InChI: InChI=1S/C12H15NO3/c1-8(2)10-6-9(12(15)16-10)7-13-5-3-4-11(13)14/h6H,3-5,7H2,1-2H3
• InChI Key: HREXWSQKOMIFNV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₅NO₃
• Molecular Weight: 221.25 g/mol
• Exact Mass: 221.10519334 g/mol
• Topological Polar Surface Area (TPSA): 46.60 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEMBL502212
• HREXWSQKOMIFNV-UHFFFAOYSA-
• 1-[(2-oxo-5-propan-2-ylidenefuran-3-yl)methyl]pyrrolidin-2-one
• InChI=1/C12H15NO3/c1-8(2)10-6-9(12(15)16-10)7-13-5-3-4-11(13)14/h6H,3-5,7H2,1-2H3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9666	96.66%
Caco-2	+	0.7964	79.64%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7649	76.49%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9171	91.71%
P-glycoprotein inhibitior	-	0.9399	93.99%
P-glycoprotein substrate	-	0.9033	90.33%
CYP3A4 substrate	-	0.5279	52.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8869	88.69%
CYP3A4 inhibition	-	0.9297	92.97%
CYP2C9 inhibition	-	0.7274	72.74%
CYP2C19 inhibition	+	0.6970	69.70%
CYP2D6 inhibition	-	0.9353	93.53%
CYP1A2 inhibition	-	0.6039	60.39%
CYP2C8 inhibition	-	0.9785	97.85%
CYP inhibitory promiscuity	-	0.9224	92.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5092	50.92%
Eye corrosion	-	0.9710	97.10%
Eye irritation	+	0.6317	63.17%
Skin irritation	-	0.7895	78.95%
Skin corrosion	-	0.8367	83.67%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5244	52.44%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8453	84.53%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7105	71.05%
Acute Oral Toxicity (c)	III	0.6416	64.16%
Estrogen receptor binding	-	0.8880	88.80%
Androgen receptor binding	-	0.7244	72.44%
Thyroid receptor binding	-	0.8156	81.56%
Glucocorticoid receptor binding	-	0.5632	56.32%
Aromatase binding	+	0.5262	52.62%
PPAR gamma	-	0.7167	71.67%
Honey bee toxicity	-	0.9614	96.14%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.3622	36.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.61%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.90%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.00%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.55%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.56%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.72%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.71%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.12%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.61%	94.45%

Plants that contains it

• Annona squamosa
• Artabotrys hexapetalus

Cross-Links

• PubChem: 10466079
• NPASS: NPC252503
• LOTUS: LTS0125883
• wikiData: Q105032630