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

Details

• Internal ID: 79abfebf-b2d1-4e5b-8445-4e6a5ce3b963
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: (7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate
• SMILES (Canonical): CC1C(=O)OC(C1(C(=O)OCC2=CCN3C2C(CC3)OC(=O)C)O)C
• SMILES (Isomeric): CC1C(=O)OC(C1(C(=O)OCC2=CCN3C2C(CC3)OC(=O)C)O)C
• InChI: InChI=1S/C17H23NO7/c1-9-15(20)24-10(2)17(9,22)16(21)23-8-12-4-6-18-7-5-13(14(12)18)25-11(3)19/h4,9-10,13-14,22H,5-8H2,1-3H3
• InChI Key: MLBALSMBMWNBCE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₇
• Molecular Weight: 353.40 g/mol
• Exact Mass: 353.14745207 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.21
• H-Bond Acceptor: 8
• 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	+	0.7158	71.58%
Caco-2	+	0.5215	52.15%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6509	65.09%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9371	93.71%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6466	64.66%
P-glycoprotein inhibitior	-	0.7129	71.29%
P-glycoprotein substrate	-	0.5531	55.31%
CYP3A4 substrate	+	0.6732	67.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7757	77.57%
CYP3A4 inhibition	-	0.8303	83.03%
CYP2C9 inhibition	-	0.9274	92.74%
CYP2C19 inhibition	-	0.9174	91.74%
CYP2D6 inhibition	-	0.9010	90.10%
CYP1A2 inhibition	-	0.8872	88.72%
CYP2C8 inhibition	-	0.9014	90.14%
CYP inhibitory promiscuity	-	0.9441	94.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.7421	74.21%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.9662	96.62%
Skin irritation	-	0.7405	74.05%
Skin corrosion	-	0.9140	91.40%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7379	73.79%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.9750	97.50%
skin sensitisation	-	0.8274	82.74%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6949	69.49%
Acute Oral Toxicity (c)	III	0.5913	59.13%
Estrogen receptor binding	+	0.5569	55.69%
Androgen receptor binding	+	0.6122	61.22%
Thyroid receptor binding	-	0.6084	60.84%
Glucocorticoid receptor binding	+	0.5847	58.47%
Aromatase binding	-	0.5288	52.88%
PPAR gamma	-	0.6779	67.79%
Honey bee toxicity	-	0.8581	85.81%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.4902	49.02%

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	98.27%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.61%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.75%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.13%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.93%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.75%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.91%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.05%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.71%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.47%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.89%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.14%	95.89%

Plants that contains it

• Hackelia velutina

Cross-Links

• PubChem: 14313390
• LOTUS: LTS0124125
• wikiData: Q105166420