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

Details

• Internal ID: 015d3de9-ee02-4a4c-bdcf-78e4c895710b
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: 2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-ylmethyl acetate
• SMILES (Canonical): CC(=O)OCC1CCN2C1CCC2
• SMILES (Isomeric): CC(=O)OCC1CCN2C1CCC2
• InChI: InChI=1S/C10H17NO2/c1-8(12)13-7-9-4-6-11-5-2-3-10(9)11/h9-10H,2-7H2,1H3
• InChI Key: RHGLPNYASVWIET-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₇NO₂
• Molecular Weight: 183.25 g/mol
• Exact Mass: 183.125928785 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.03
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• NSC-255123

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.7718	77.18%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.5311	53.11%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9514	95.14%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8526	85.26%
P-glycoprotein inhibitior	-	0.9797	97.97%
P-glycoprotein substrate	-	0.8380	83.80%
CYP3A4 substrate	-	0.5980	59.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3830	38.30%
CYP3A4 inhibition	-	0.9623	96.23%
CYP2C9 inhibition	-	0.8160	81.60%
CYP2C19 inhibition	-	0.8620	86.20%
CYP2D6 inhibition	-	0.8463	84.63%
CYP1A2 inhibition	+	0.6726	67.26%
CYP2C8 inhibition	-	0.9714	97.14%
CYP inhibitory promiscuity	-	0.9148	91.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5579	55.79%
Eye corrosion	-	0.8275	82.75%
Eye irritation	+	0.7601	76.01%
Skin irritation	-	0.6472	64.72%
Skin corrosion	-	0.7652	76.52%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5871	58.71%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	-	0.8175	81.75%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5387	53.87%
Acute Oral Toxicity (c)	III	0.5657	56.57%
Estrogen receptor binding	-	0.9180	91.80%
Androgen receptor binding	-	0.7984	79.84%
Thyroid receptor binding	-	0.8532	85.32%
Glucocorticoid receptor binding	-	0.7200	72.00%
Aromatase binding	-	0.8684	86.84%
PPAR gamma	-	0.9101	91.01%
Honey bee toxicity	-	0.9568	95.68%
Biodegradation	+	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5305	53.05%
Fish aquatic toxicity	-	0.5583	55.83%

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	97.65%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.51%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.77%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.17%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.71%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.48%	93.04%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.36%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.45%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.25%	90.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.95%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.29%	94.33%

Plants that contains it

• Anchusa officinalis

Cross-Links

• PubChem: 318513
• LOTUS: LTS0112128
• wikiData: Q105236331