(7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 4-ethyl-3-hydroxy-2,3,4-trimethyl-5-oxooxolane-2-carboxylate

Details

• Internal ID: 00e7162d-a5c7-4a4b-8165-2d070398365a
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: (7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 4-ethyl-3-hydroxy-2,3,4-trimethyl-5-oxooxolane-2-carboxylate
• SMILES (Canonical): CCC1(C(=O)OC(C1(C)O)(C)C(=O)OCC2=CCN3C2C(CC3)O)C
• SMILES (Isomeric): CCC1(C(=O)OC(C1(C)O)(C)C(=O)OCC2=CCN3C2C(CC3)O)C
• InChI: InChI=1S/C18H27NO6/c1-5-16(2)14(21)25-17(3,18(16,4)23)15(22)24-10-11-6-8-19-9-7-12(20)13(11)19/h6,12-13,20,23H,5,7-10H2,1-4H3
• InChI Key: RALLOVXBILCDJH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇NO₆
• Molecular Weight: 353.40 g/mol
• Exact Mass: 353.18383758 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.39
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9279	92.79%
Caco-2	+	0.5606	56.06%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4650	46.50%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8985	89.85%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7965	79.65%
P-glycoprotein inhibitior	-	0.8279	82.79%
P-glycoprotein substrate	-	0.6399	63.99%
CYP3A4 substrate	+	0.6451	64.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7123	71.23%
CYP3A4 inhibition	-	0.7840	78.40%
CYP2C9 inhibition	-	0.9243	92.43%
CYP2C19 inhibition	-	0.9194	91.94%
CYP2D6 inhibition	-	0.9072	90.72%
CYP1A2 inhibition	-	0.9095	90.95%
CYP2C8 inhibition	-	0.7641	76.41%
CYP inhibitory promiscuity	-	0.9615	96.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.7294	72.94%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9617	96.17%
Skin irritation	-	0.7167	71.67%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	-	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5692	56.92%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.9000	90.00%
skin sensitisation	-	0.8483	84.83%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6191	61.91%
Acute Oral Toxicity (c)	III	0.4280	42.80%
Estrogen receptor binding	+	0.6448	64.48%
Androgen receptor binding	+	0.6970	69.70%
Thyroid receptor binding	+	0.5609	56.09%
Glucocorticoid receptor binding	+	0.7117	71.17%
Aromatase binding	+	0.5950	59.50%
PPAR gamma	-	0.6094	60.94%
Honey bee toxicity	-	0.8873	88.73%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8193	81.93%

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	98.79%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.58%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.44%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.87%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.78%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.01%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.37%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.77%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.37%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.25%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.24%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.76%	95.89%

Plants that contains it

• Crotalaria aegyptiaca

Cross-Links

• PubChem: 162885709
• LOTUS: LTS0264348
• wikiData: Q105232683