(7-Oxo-5,6-dihydropyrrolizin-1-yl)methyl 2,3-dihydroxy-2-(1-methoxyethyl)-3-methylbutanoate

Details

• Internal ID: d3acca26-d544-41c0-8d56-56c3e9da04c2
• Taxonomy: Organoheterocyclic compounds > Pyrrolizines
• IUPAC Name: (7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2,3-dihydroxy-2-(1-methoxyethyl)-3-methylbutanoate
• SMILES (Canonical): CC(C(C(=O)OCC1=C2C(=O)CCN2C=C1)(C(C)(C)O)O)OC
• SMILES (Isomeric): CC(C(C(=O)OCC1=C2C(=O)CCN2C=C1)(C(C)(C)O)O)OC
• InChI: InChI=1S/C16H23NO6/c1-10(22-4)16(21,15(2,3)20)14(19)23-9-11-5-7-17-8-6-12(18)13(11)17/h5,7,10,20-21H,6,8-9H2,1-4H3
• InChI Key: UWQKMPYEPLVKBC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₃NO₆
• Molecular Weight: 325.36 g/mol
• Exact Mass: 325.15253745 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4646	46.46%
Caco-2	+	0.5541	55.41%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7435	74.35%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9185	91.85%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4916	49.16%
P-glycoprotein inhibitior	-	0.8122	81.22%
P-glycoprotein substrate	-	0.6833	68.33%
CYP3A4 substrate	+	0.5617	56.17%
CYP2C9 substrate	-	0.5992	59.92%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	-	0.8338	83.38%
CYP2C9 inhibition	-	0.8208	82.08%
CYP2C19 inhibition	-	0.8018	80.18%
CYP2D6 inhibition	-	0.8688	86.88%
CYP1A2 inhibition	-	0.7721	77.21%
CYP2C8 inhibition	-	0.7272	72.72%
CYP inhibitory promiscuity	-	0.8932	89.32%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4297	42.97%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9710	97.10%
Skin irritation	-	0.7990	79.90%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5280	52.80%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5961	59.61%
skin sensitisation	-	0.8603	86.03%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4698	46.98%
Acute Oral Toxicity (c)	III	0.4930	49.30%
Estrogen receptor binding	+	0.7951	79.51%
Androgen receptor binding	+	0.6376	63.76%
Thyroid receptor binding	+	0.6774	67.74%
Glucocorticoid receptor binding	+	0.6699	66.99%
Aromatase binding	+	0.5570	55.70%
PPAR gamma	+	0.6984	69.84%
Honey bee toxicity	-	0.8712	87.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.8221	82.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.63%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.07%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.18%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.94%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.82%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.30%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.32%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.09%	91.07%

Plants that contains it

• Heliotropium bovei

Cross-Links

• PubChem: 163106234
• LOTUS: LTS0213222
• wikiData: Q105280498