(1,2-Diacetyloxy-1,2,3,5,6,7,8,8a-octahydroindolizin-8-yl) acetate

Details

• Internal ID: 4b61c52e-b49f-4f4b-9329-c8b85c3512ac
• Taxonomy: Organoheterocyclic compounds > Indolizidines
• IUPAC Name: (1,2-diacetyloxy-1,2,3,5,6,7,8,8a-octahydroindolizin-8-yl) acetate
• SMILES (Canonical): CC(=O)OC1CCCN2C1C(C(C2)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC1CCCN2C1C(C(C2)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C14H21NO6/c1-8(16)19-11-5-4-6-15-7-12(20-9(2)17)14(13(11)15)21-10(3)18/h11-14H,4-7H2,1-3H3
• InChI Key: UPCYJFRRKQJZLL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₁NO₆
• Molecular Weight: 299.32 g/mol
• Exact Mass: 299.13688739 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.26
• H-Bond Acceptor: 7
• 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	+	0.7818	78.18%
Caco-2	+	0.8727	87.27%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6452	64.52%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9590	95.90%
OATP1B3 inhibitior	+	0.9185	91.85%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8797	87.97%
P-glycoprotein inhibitior	-	0.7709	77.09%
P-glycoprotein substrate	-	0.8834	88.34%
CYP3A4 substrate	+	0.5252	52.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3969	39.69%
CYP3A4 inhibition	-	0.9560	95.60%
CYP2C9 inhibition	-	0.9570	95.70%
CYP2C19 inhibition	-	0.9192	91.92%
CYP2D6 inhibition	-	0.8282	82.82%
CYP1A2 inhibition	-	0.6891	68.91%
CYP2C8 inhibition	-	0.9895	98.95%
CYP inhibitory promiscuity	-	0.9437	94.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5582	55.82%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.9054	90.54%
Skin irritation	-	0.7846	78.46%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4068	40.68%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.7302	73.02%
skin sensitisation	-	0.8891	88.91%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6934	69.34%
Acute Oral Toxicity (c)	III	0.6249	62.49%
Estrogen receptor binding	-	0.4750	47.50%
Androgen receptor binding	-	0.8015	80.15%
Thyroid receptor binding	-	0.4925	49.25%
Glucocorticoid receptor binding	-	0.6598	65.98%
Aromatase binding	-	0.7933	79.33%
PPAR gamma	-	0.6250	62.50%
Honey bee toxicity	-	0.8664	86.64%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	-	0.7498	74.98%

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	94.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.45%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.98%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	88.03%	91.19%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.38%	98.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.93%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	82.72%	92.50%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.20%	98.99%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.04%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.02%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.71%	93.04%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.60%	93.03%

Plants that contains it

• Astragalus oxyphysus

Cross-Links

• PubChem: 13870671
• LOTUS: LTS0105452
• wikiData: Q105276721