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

Details

• Internal ID: 8b8e9732-045e-40ba-8088-c66f33ffbd5f
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: (7-hydroxy-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)O)O
• SMILES (Isomeric): CC(C)C(C(C)OC(=O)C)(C(=O)OCC1=CCN2C1C(CC2)O)O
• InChI: InChI=1S/C17H27NO6/c1-10(2)17(22,11(3)24-12(4)19)16(21)23-9-13-5-7-18-8-6-14(20)15(13)18/h5,10-11,14-15,20,22H,6-9H2,1-4H3
• InChI Key: YFQPDKABPCMKCA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₇NO₆
• Molecular Weight: 341.40 g/mol
• Exact Mass: 341.18383758 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.24
• 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	+	0.9050	90.50%
Caco-2	+	0.6049	60.49%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7343	73.43%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9134	91.34%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6610	66.10%
P-glycoprotein inhibitior	-	0.8825	88.25%
P-glycoprotein substrate	-	0.5373	53.73%
CYP3A4 substrate	+	0.5969	59.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6992	69.92%
CYP3A4 inhibition	-	0.9682	96.82%
CYP2C9 inhibition	-	0.9006	90.06%
CYP2C19 inhibition	-	0.8883	88.83%
CYP2D6 inhibition	-	0.7323	73.23%
CYP1A2 inhibition	-	0.8890	88.90%
CYP2C8 inhibition	-	0.8254	82.54%
CYP inhibitory promiscuity	-	0.9591	95.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.6923	69.23%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9596	95.96%
Skin irritation	-	0.7500	75.00%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7728	77.28%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.9875	98.75%
skin sensitisation	-	0.8186	81.86%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4888	48.88%
Acute Oral Toxicity (c)	II	0.4165	41.65%
Estrogen receptor binding	-	0.5853	58.53%
Androgen receptor binding	-	0.5172	51.72%
Thyroid receptor binding	-	0.5702	57.02%
Glucocorticoid receptor binding	+	0.6090	60.90%
Aromatase binding	-	0.5263	52.63%
PPAR gamma	-	0.7076	70.76%
Honey bee toxicity	-	0.8847	88.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.5525	55.25%

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	99.29%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.29%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.32%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.40%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.28%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.94%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.89%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.55%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.40%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.74%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.67%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.54%	100.00%

Plants that contains it

• Amsinckia menziesii
• Critonia morifolia
• Critonia portoricensis
• Cryptantha leiocarpa
• Cynoglossum creticum
• Heliotropium curassavicum
• Heliotropium indicum

Cross-Links

• PubChem: 78384682
• LOTUS: LTS0249824
• wikiData: Q105347749