[(7R,8R)-7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl acetate

Details

• Internal ID: 516f15c6-c584-4559-af50-c51aca98491c
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(7R,8R)-7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1=CCN2C1C(CC2)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC1=CCN2[C@H]1[C@@H](CC2)OC(=O)C
• InChI: InChI=1S/C12H17NO4/c1-8(14)16-7-10-3-5-13-6-4-11(12(10)13)17-9(2)15/h3,11-12H,4-7H2,1-2H3/t11-,12-/m1/s1
• InChI Key: WIDNPNFLUCYNMB-VXGBXAGGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₇NO₄
• Molecular Weight: 239.27 g/mol
• Exact Mass: 239.11575802 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9629	96.29%
Caco-2	+	0.6586	65.86%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6030	60.30%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9505	95.05%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7855	78.55%
P-glycoprotein inhibitior	-	0.9604	96.04%
P-glycoprotein substrate	-	0.7621	76.21%
CYP3A4 substrate	+	0.5379	53.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3603	36.03%
CYP3A4 inhibition	-	0.8730	87.30%
CYP2C9 inhibition	-	0.9310	93.10%
CYP2C19 inhibition	-	0.9058	90.58%
CYP2D6 inhibition	-	0.8193	81.93%
CYP1A2 inhibition	-	0.6185	61.85%
CYP2C8 inhibition	-	0.9253	92.53%
CYP inhibitory promiscuity	-	0.8844	88.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4588	45.88%
Eye corrosion	-	0.9740	97.40%
Eye irritation	-	0.7908	79.08%
Skin irritation	-	0.7550	75.50%
Skin corrosion	-	0.9006	90.06%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4360	43.60%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	1.0000	100.00%
skin sensitisation	-	0.8264	82.64%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6899	68.99%
Acute Oral Toxicity (c)	III	0.6743	67.43%
Estrogen receptor binding	-	0.9105	91.05%
Androgen receptor binding	-	0.6262	62.62%
Thyroid receptor binding	-	0.8263	82.63%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.8240	82.40%
PPAR gamma	-	0.8670	86.70%
Honey bee toxicity	-	0.9196	91.96%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7055	70.55%
Fish aquatic toxicity	+	0.6929	69.29%

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	98.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.72%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.99%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.09%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.52%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.70%	95.89%

Plants that contains it

• Heliotropium bracteatum

Cross-Links

• PubChem: 163057793
• LOTUS: LTS0180078
• wikiData: Q105306153