2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-ylmethyl 2-methylbutanoate

Details

• Internal ID: 60e9bb70-3471-40d5-ae1e-17a02510606e
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: 2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-ylmethyl 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OCC1CCN2C1CCC2
• SMILES (Isomeric): CCC(C)C(=O)OCC1CCN2C1CCC2
• InChI: InChI=1S/C13H23NO2/c1-3-10(2)13(15)16-9-11-6-8-14-7-4-5-12(11)14/h10-12H,3-9H2,1-2H3
• InChI Key: GZYSVGWNLDGWPZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₃NO₂
• Molecular Weight: 225.33 g/mol
• Exact Mass: 225.172878976 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.7209	72.09%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4273	42.73%
OATP2B1 inhibitior	-	0.8475	84.75%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5576	55.76%
P-glycoprotein inhibitior	-	0.9589	95.89%
P-glycoprotein substrate	-	0.7469	74.69%
CYP3A4 substrate	-	0.6012	60.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3830	38.30%
CYP3A4 inhibition	-	0.9022	90.22%
CYP2C9 inhibition	-	0.8404	84.04%
CYP2C19 inhibition	-	0.8405	84.05%
CYP2D6 inhibition	-	0.5975	59.75%
CYP1A2 inhibition	+	0.5837	58.37%
CYP2C8 inhibition	-	0.9588	95.88%
CYP inhibitory promiscuity	-	0.8254	82.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5730	57.30%
Eye corrosion	-	0.8851	88.51%
Eye irritation	-	0.6617	66.17%
Skin irritation	-	0.7415	74.15%
Skin corrosion	-	0.8394	83.94%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6520	65.20%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.8750	87.50%
skin sensitisation	-	0.7773	77.73%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7940	79.40%
Acute Oral Toxicity (c)	III	0.5804	58.04%
Estrogen receptor binding	-	0.8391	83.91%
Androgen receptor binding	-	0.6479	64.79%
Thyroid receptor binding	-	0.7475	74.75%
Glucocorticoid receptor binding	-	0.7008	70.08%
Aromatase binding	-	0.8504	85.04%
PPAR gamma	-	0.8532	85.32%
Honey bee toxicity	-	0.9528	95.28%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5005	50.05%
Fish aquatic toxicity	-	0.3820	38.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.02%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.73%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.25%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.86%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.74%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.87%	90.08%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.80%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.80%	96.47%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.12%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	81.50%	92.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.24%	97.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.26%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.13%	100.00%

Plants that contains it

• Osyris alba

Cross-Links

• PubChem: 75241271
• LOTUS: LTS0108169
• wikiData: Q105024741