[(1S,7R,8S)-7-[(Z)-2-methylbut-2-enoyl]oxy-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate

Details

• Internal ID: 40f8c7bc-9a58-4d4f-ba52-edc86e2d3b90
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: [(1S,7R,8S)-7-[(Z)-2-methylbut-2-enoyl]oxy-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
• InChI: InChI=1S/C20H33NO6/c1-6-13(4)18(23)27-16-8-10-21-9-7-15(17(16)21)11-26-19(24)20(25,12(2)3)14(5)22/h6,12,14-17,22,25H,7-11H2,1-5H3/b13-6-/t14-,15+,16+,17-,20-/m0/s1
• InChI Key: YPKVTWPOGHRQRB-BSQCWQGTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₃NO₆
• Molecular Weight: 383.50 g/mol
• Exact Mass: 383.23078777 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6788	67.88%
Caco-2	+	0.5068	50.68%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7809	78.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9064	90.64%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5335	53.35%
P-glycoprotein inhibitior	-	0.6464	64.64%
P-glycoprotein substrate	+	0.5520	55.20%
CYP3A4 substrate	+	0.5971	59.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7904	79.04%
CYP3A4 inhibition	-	0.9695	96.95%
CYP2C9 inhibition	-	0.8936	89.36%
CYP2C19 inhibition	-	0.8790	87.90%
CYP2D6 inhibition	-	0.7867	78.67%
CYP1A2 inhibition	-	0.8707	87.07%
CYP2C8 inhibition	-	0.8333	83.33%
CYP inhibitory promiscuity	-	0.9581	95.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.7524	75.24%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.9801	98.01%
Skin irritation	-	0.7465	74.65%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6929	69.29%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.9750	97.50%
skin sensitisation	-	0.8095	80.95%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.5924	59.24%
Acute Oral Toxicity (c)	II	0.6244	62.44%
Estrogen receptor binding	+	0.6668	66.68%
Androgen receptor binding	-	0.6022	60.22%
Thyroid receptor binding	+	0.5204	52.04%
Glucocorticoid receptor binding	-	0.5395	53.95%
Aromatase binding	-	0.4890	48.90%
PPAR gamma	-	0.5540	55.40%
Honey bee toxicity	-	0.7292	72.92%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.4635	46.35%

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	99.00%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.21%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.04%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.89%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	94.41%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.41%	85.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.02%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.58%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.32%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.75%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.89%	91.03%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.18%	94.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.40%	93.04%
CHEMBL228	P31645	Serotonin transporter	84.33%	95.51%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.97%	93.03%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.77%	97.21%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.73%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.51%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.51%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.65%	90.08%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.38%	92.88%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.31%	94.33%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.93%	96.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.73%	89.34%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.35%	93.00%

Plants that contains it

• Liatris punctata

Cross-Links

• PubChem: 162995081
• LOTUS: LTS0244653
• wikiData: Q105351730