Janfestine

Details

• Internal ID: 55f4ca6d-cecc-4b81-8a63-b607c37b15da
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: methyl (1S,7R,8R)-7-hydroxy-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1-carboxylate
• SMILES (Canonical): COC(=O)C1CCN2C1C(CC2)O
• SMILES (Isomeric): COC(=O)[C@H]1CCN2[C@H]1[C@@H](CC2)O
• InChI: InChI=1S/C9H15NO3/c1-13-9(12)6-2-4-10-5-3-7(11)8(6)10/h6-8,11H,2-5H2,1H3/t6-,7+,8+/m0/s1
• InChI Key: RXRCQXLXRSNQCP-XLPZGREQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₅NO₃
• Molecular Weight: 185.22 g/mol
• Exact Mass: 185.10519334 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.39
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• RXRCQXLXRSNQCP-XLPZGREQSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9578	95.78%
Caco-2	+	0.6230	62.30%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4832	48.32%
OATP2B1 inhibitior	-	0.8441	84.41%
OATP1B1 inhibitior	+	0.9637	96.37%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.8658	86.58%
P-glycoprotein inhibitior	-	0.9781	97.81%
P-glycoprotein substrate	-	0.8001	80.01%
CYP3A4 substrate	+	0.5288	52.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4480	44.80%
CYP3A4 inhibition	-	0.9453	94.53%
CYP2C9 inhibition	-	0.9395	93.95%
CYP2C19 inhibition	-	0.9277	92.77%
CYP2D6 inhibition	-	0.8924	89.24%
CYP1A2 inhibition	-	0.7985	79.85%
CYP2C8 inhibition	-	0.9746	97.46%
CYP inhibitory promiscuity	-	0.9836	98.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5771	57.71%
Eye corrosion	-	0.9679	96.79%
Eye irritation	-	0.7070	70.70%
Skin irritation	-	0.7379	73.79%
Skin corrosion	-	0.8490	84.90%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6812	68.12%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8924	89.24%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6170	61.70%
Acute Oral Toxicity (c)	III	0.6049	60.49%
Estrogen receptor binding	-	0.8870	88.70%
Androgen receptor binding	-	0.5948	59.48%
Thyroid receptor binding	-	0.8321	83.21%
Glucocorticoid receptor binding	-	0.7208	72.08%
Aromatase binding	-	0.9043	90.43%
PPAR gamma	-	0.8804	88.04%
Honey bee toxicity	-	0.8201	82.01%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.9570	95.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.24%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.52%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.47%	85.14%
CHEMBL2581	P07339	Cathepsin D	86.84%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.53%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.91%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.03%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.43%	93.03%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.23%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.56%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.47%	95.71%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.94%	98.99%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.91%	97.47%

Plants that contains it

• Osyris alba

Cross-Links

• PubChem: 91748759
• LOTUS: LTS0174479
• wikiData: Q104376025