(2-hydroxy-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl)methyl 3-methylbut-2-enoate

Details

• Internal ID: 10269f35-7f47-4bc0-87b2-8e95afe3158d
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: (2-hydroxy-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl)methyl 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CC(=O)OCC1C2CCCN2CC1O)C
• SMILES (Isomeric): CC(=CC(=O)OCC1C2CCCN2CC1O)C
• InChI: InChI=1S/C13H21NO3/c1-9(2)6-13(16)17-8-10-11-4-3-5-14(11)7-12(10)15/h6,10-12,15H,3-5,7-8H2,1-2H3
• InChI Key: BZRLPHQZAKGEOT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₁NO₃
• Molecular Weight: 239.31 g/mol
• Exact Mass: 239.15214353 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	+	0.6161	61.61%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7765	77.65%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9388	93.88%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5635	56.35%
P-glycoprotein inhibitior	-	0.9585	95.85%
P-glycoprotein substrate	-	0.7143	71.43%
CYP3A4 substrate	+	0.5280	52.80%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7696	76.96%
CYP3A4 inhibition	-	0.9798	97.98%
CYP2C9 inhibition	-	0.9103	91.03%
CYP2C19 inhibition	-	0.8882	88.82%
CYP2D6 inhibition	-	0.8108	81.08%
CYP1A2 inhibition	-	0.7170	71.70%
CYP2C8 inhibition	-	0.9668	96.68%
CYP inhibitory promiscuity	-	0.9098	90.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4427	44.27%
Eye corrosion	-	0.9752	97.52%
Eye irritation	-	0.8426	84.26%
Skin irritation	-	0.7470	74.70%
Skin corrosion	-	0.8850	88.50%
Ames mutagenesis	-	0.7378	73.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4773	47.73%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.7157	71.57%
skin sensitisation	-	0.8413	84.13%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5928	59.28%
Acute Oral Toxicity (c)	III	0.5772	57.72%
Estrogen receptor binding	-	0.8324	83.24%
Androgen receptor binding	-	0.6664	66.64%
Thyroid receptor binding	-	0.7285	72.85%
Glucocorticoid receptor binding	+	0.5706	57.06%
Aromatase binding	-	0.8772	87.72%
PPAR gamma	-	0.6943	69.43%
Honey bee toxicity	-	0.9438	94.38%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	-	0.5691	56.91%

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	97.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.12%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.43%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.52%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.03%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	85.84%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.03%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.61%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.22%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.03%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.59%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.25%	94.33%

Plants that contains it

• Senecio caudatus

Cross-Links

• PubChem: 162989447
• LOTUS: LTS0172287
• wikiData: Q104950654