Louisianin B

Details

• Internal ID: c210e6ee-09a1-4cb7-9140-44c7b17f5ed9
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Pyridinones
• IUPAC Name: 5-hydroxy-4-prop-2-enyl-2,5,6,7-tetrahydrocyclopenta[c]pyridin-1-one
• InChI: InChI=1S/C11H13NO2/c1-2-3-7-6-12-11(14)8-4-5-9(13)10(7)8/h2,6,9,13H,1,3-5H2,(H,12,14)
• InChI Key: NZZUGPBVTIKHMG-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₃NO₂
• Molecular Weight: 191.23 g/mol
• Exact Mass: 191.094628657 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 1.08
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 5-hydroxy-4-prop-2-enyl-2,5,6,7-tetrahydrocyclopenta[c]pyridin-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	-	0.5830	58.30%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6721	67.21%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9480	94.80%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8445	84.45%
P-glycoprotein inhibitior	-	0.9768	97.68%
P-glycoprotein substrate	-	0.9073	90.73%
CYP3A4 substrate	-	0.5584	55.84%
CYP2C9 substrate	-	0.7941	79.41%
CYP2D6 substrate	-	0.8294	82.94%
CYP3A4 inhibition	-	0.7413	74.13%
CYP2C9 inhibition	-	0.8394	83.94%
CYP2C19 inhibition	-	0.7667	76.67%
CYP2D6 inhibition	-	0.8820	88.20%
CYP1A2 inhibition	+	0.5447	54.47%
CYP2C8 inhibition	-	0.9219	92.19%
CYP inhibitory promiscuity	-	0.7527	75.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6074	60.74%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.6004	60.04%
Skin irritation	-	0.7704	77.04%
Skin corrosion	-	0.9578	95.78%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4684	46.84%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.7534	75.34%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7559	75.59%
Acute Oral Toxicity (c)	III	0.6758	67.58%
Estrogen receptor binding	-	0.9114	91.14%
Androgen receptor binding	-	0.7592	75.92%
Thyroid receptor binding	-	0.6434	64.34%
Glucocorticoid receptor binding	-	0.7605	76.05%
Aromatase binding	-	0.8345	83.45%
PPAR gamma	+	0.5480	54.80%
Honey bee toxicity	-	0.7120	71.20%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.7798	77.98%

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	93.98%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.45%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.10%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.16%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.90%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.89%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.85%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.83%	93.03%
CHEMBL1937	Q92769	Histone deacetylase 2	83.80%	94.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.67%	88.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.31%	90.08%
CHEMBL4530	P00488	Coagulation factor XIII	82.18%	96.00%
CHEMBL1902	P62942	FK506-binding protein 1A	81.65%	97.05%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.94%	95.56%
CHEMBL228	P31645	Serotonin transporter	80.45%	95.51%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10535721
• LOTUS: LTS0035822
• wikiData: Q75069262