[7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 5-ethyl-2,3-dimethyl-6-oxooxane-2-carboxylate

Details

• Internal ID: 54ec5d4c-e552-4109-b3d4-e7745cc4d972
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 5-ethyl-2,3-dimethyl-6-oxooxane-2-carboxylate
• SMILES (Canonical): CCC1CC(C(OC1=O)(C)C(=O)OC2CCN3C2C(=CC3)CO)C
• SMILES (Isomeric): CCC1CC(C(OC1=O)(C)C(=O)OC2CCN3C2C(=CC3)CO)C
• InChI: InChI=1S/C18H27NO5/c1-4-12-9-11(2)18(3,24-16(12)21)17(22)23-14-6-8-19-7-5-13(10-20)15(14)19/h5,11-12,14-15,20H,4,6-10H2,1-3H3
• InChI Key: UXNFAMUVOROQHU-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	+	0.8202	82.02%
Caco-2	+	0.6002	60.02%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5302	53.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.9059	90.59%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5844	58.44%
P-glycoprotein inhibitior	-	0.7402	74.02%
P-glycoprotein substrate	+	0.5268	52.68%
CYP3A4 substrate	+	0.6457	64.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7392	73.92%
CYP3A4 inhibition	-	0.7324	73.24%
CYP2C9 inhibition	-	0.9286	92.86%
CYP2C19 inhibition	-	0.9090	90.90%
CYP2D6 inhibition	-	0.8800	88.00%
CYP1A2 inhibition	-	0.8848	88.48%
CYP2C8 inhibition	-	0.7796	77.96%
CYP inhibitory promiscuity	-	0.8838	88.38%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.5393	53.93%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9785	97.85%
Skin irritation	-	0.7091	70.91%
Skin corrosion	-	0.9161	91.61%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4064	40.64%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.9375	93.75%
skin sensitisation	-	0.8354	83.54%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.4821	48.21%
Acute Oral Toxicity (c)	III	0.7367	73.67%
Estrogen receptor binding	+	0.6036	60.36%
Androgen receptor binding	+	0.6222	62.22%
Thyroid receptor binding	-	0.6086	60.86%
Glucocorticoid receptor binding	+	0.7217	72.17%
Aromatase binding	-	0.6181	61.81%
PPAR gamma	-	0.7028	70.28%
Honey bee toxicity	-	0.8623	86.23%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7635	76.35%

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	97.92%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.01%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.00%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.55%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.01%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.87%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.19%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.69%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.25%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.55%	99.23%

Plants that contains it

• Ligularia lankongensis

Cross-Links

• PubChem: 163195755
• LOTUS: LTS0023414
• wikiData: Q105280925