(7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 5-ethyl-2,3-dimethyl-6-oxooxane-2-carboxylate

Details

• Internal ID: f2829215-5a75-4963-9755-2579bba66a11
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: (7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 5-ethyl-2,3-dimethyl-6-oxooxane-2-carboxylate
• SMILES (Canonical): CCC1CC(C(OC1=O)(C)C(=O)OCC2=CCN3C2C(CC3)O)C
• SMILES (Isomeric): CCC1CC(C(OC1=O)(C)C(=O)OCC2=CCN3C2C(CC3)O)C
• InChI: InChI=1S/C18H27NO5/c1-4-12-9-11(2)18(3,24-16(12)21)17(22)23-10-13-5-7-19-8-6-14(20)15(13)19/h5,11-12,14-15,20H,4,6-10H2,1-3H3
• InChI Key: QSJLPZFFEQXJHO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇NO₅
• Molecular Weight: 337.40 g/mol
• Exact Mass: 337.18892296 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9328	93.28%
Caco-2	+	0.6945	69.45%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5284	52.84%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8893	88.93%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6553	65.53%
P-glycoprotein inhibitior	-	0.8615	86.15%
P-glycoprotein substrate	+	0.5104	51.04%
CYP3A4 substrate	+	0.6565	65.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7048	70.48%
CYP3A4 inhibition	-	0.8195	81.95%
CYP2C9 inhibition	-	0.9221	92.21%
CYP2C19 inhibition	-	0.9161	91.61%
CYP2D6 inhibition	-	0.8991	89.91%
CYP1A2 inhibition	-	0.9147	91.47%
CYP2C8 inhibition	-	0.7347	73.47%
CYP inhibitory promiscuity	-	0.9294	92.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5303	53.03%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9823	98.23%
Skin irritation	-	0.7142	71.42%
Skin corrosion	-	0.9224	92.24%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6233	62.33%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.9500	95.00%
skin sensitisation	-	0.8444	84.44%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.5904	59.04%
Acute Oral Toxicity (c)	III	0.6717	67.17%
Estrogen receptor binding	+	0.5850	58.50%
Androgen receptor binding	+	0.6550	65.50%
Thyroid receptor binding	-	0.7164	71.64%
Glucocorticoid receptor binding	+	0.6988	69.88%
Aromatase binding	+	0.5387	53.87%
PPAR gamma	-	0.6555	65.55%
Honey bee toxicity	-	0.8322	83.22%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8212	82.12%

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	98.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.50%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.26%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.59%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.46%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.53%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.40%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.62%	89.00%
CHEMBL4208	P20618	Proteasome component C5	83.40%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.08%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.79%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.15%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.36%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.12%	99.23%

Plants that contains it

• Ligularia lankongensis

Cross-Links

• PubChem: 163192679
• LOTUS: LTS0042892
• wikiData: Q105227053