(7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 2-(1-acetyloxyethyl)-2-hydroxy-3-methylbutanoate

Details

• Internal ID: 08d5d67a-7030-45a6-8e18-561ffb8f2a91
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: (7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 2-(1-acetyloxyethyl)-2-hydroxy-3-methylbutanoate
• SMILES (Canonical): CC(C)C(C(C)OC(=O)C)(C(=O)OCC1=CCN2C1C(CC2)OC(=O)C)O
• SMILES (Isomeric): CC(C)C(C(C)OC(=O)C)(C(=O)OCC1=CCN2C1C(CC2)OC(=O)C)O
• InChI: InChI=1S/C19H29NO7/c1-11(2)19(24,12(3)26-13(4)21)18(23)25-10-15-6-8-20-9-7-16(17(15)20)27-14(5)22/h6,11-12,16-17,24H,7-10H2,1-5H3
• InChI Key: JBYCUUBCNYWXMY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₉NO₇
• Molecular Weight: 383.40 g/mol
• Exact Mass: 383.19440226 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.81
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7623	76.23%
Caco-2	+	0.5573	55.73%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7292	72.92%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9233	92.33%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6676	66.76%
P-glycoprotein inhibitior	-	0.6104	61.04%
P-glycoprotein substrate	-	0.5249	52.49%
CYP3A4 substrate	+	0.6152	61.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7111	71.11%
CYP3A4 inhibition	-	0.9226	92.26%
CYP2C9 inhibition	-	0.9048	90.48%
CYP2C19 inhibition	-	0.8984	89.84%
CYP2D6 inhibition	-	0.8015	80.15%
CYP1A2 inhibition	-	0.8766	87.66%
CYP2C8 inhibition	-	0.7651	76.51%
CYP inhibitory promiscuity	-	0.9322	93.22%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.6750	67.50%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9406	94.06%
Skin irritation	-	0.7360	73.60%
Skin corrosion	-	0.9111	91.11%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8004	80.04%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.9875	98.75%
skin sensitisation	-	0.7974	79.74%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5693	56.93%
Acute Oral Toxicity (c)	III	0.5208	52.08%
Estrogen receptor binding	-	0.5114	51.14%
Androgen receptor binding	-	0.4933	49.33%
Thyroid receptor binding	-	0.5471	54.71%
Glucocorticoid receptor binding	+	0.6697	66.97%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6014	60.14%
Honey bee toxicity	-	0.8683	86.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	99.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.52%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.74%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.32%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.04%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.54%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.34%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.11%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.80%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.59%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	80.70%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.67%	97.21%

Plants that contains it

• Amsinckia menziesii

Cross-Links

• PubChem: 162893716
• LOTUS: LTS0042172
• wikiData: Q105124643