1-O-ethyl 3-O-[(7-hydroxy-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl)methyl] 2-propan-2-ylidenepropanedioate

Details

• Internal ID: 254342d0-695a-466e-add4-e8d4556fd3dd
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: 1-O-ethyl 3-O-[(7-hydroxy-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl)methyl] 2-propan-2-ylidenepropanedioate
• InChI: InChI=1S/C16H25NO5/c1-4-21-15(19)13(10(2)3)16(20)22-9-11-5-7-17-8-6-12(18)14(11)17/h11-12,14,18H,4-9H2,1-3H3
• InChI Key: OQUWOILRYVFVRO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅NO₅
• Molecular Weight: 311.37 g/mol
• Exact Mass: 311.17327290 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 0.88
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9742	97.42%
Caco-2	+	0.5337	53.37%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6945	69.45%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8257	82.57%
P-glycoprotein inhibitior	-	0.8071	80.71%
P-glycoprotein substrate	-	0.6833	68.33%
CYP3A4 substrate	+	0.5938	59.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7320	73.20%
CYP3A4 inhibition	-	0.9730	97.30%
CYP2C9 inhibition	-	0.8966	89.66%
CYP2C19 inhibition	-	0.8948	89.48%
CYP2D6 inhibition	-	0.7991	79.91%
CYP1A2 inhibition	-	0.7635	76.35%
CYP2C8 inhibition	-	0.9282	92.82%
CYP inhibitory promiscuity	-	0.9434	94.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.5316	53.16%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.6637	66.37%
Skin irritation	-	0.7625	76.25%
Skin corrosion	-	0.9126	91.26%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4632	46.32%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.8466	84.66%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6380	63.80%
Acute Oral Toxicity (c)	III	0.5777	57.77%
Estrogen receptor binding	-	0.6621	66.21%
Androgen receptor binding	-	0.6485	64.85%
Thyroid receptor binding	-	0.6222	62.22%
Glucocorticoid receptor binding	-	0.4661	46.61%
Aromatase binding	-	0.6243	62.43%
PPAR gamma	-	0.7308	73.08%
Honey bee toxicity	-	0.8684	86.84%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.4477	44.77%

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	98.48%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.55%	83.82%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	95.11%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.60%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.38%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.19%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.14%	96.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.60%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.38%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.32%	94.33%
CHEMBL255	P29275	Adenosine A2b receptor	85.09%	98.59%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.89%	97.47%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.75%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.63%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	82.12%	92.50%

Plants that contains it

• Ligularia fischeri

Cross-Links

• PubChem: 163105418
• LOTUS: LTS0218379
• wikiData: Q105197249