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

Details

• Internal ID: 7293bf26-8d1e-4906-ace6-ae7b2bbc2ddc
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(7R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2-acetyloxy-2-methylbutanoate
• InChI: InChI=1S/C15H23NO5/c1-4-15(3,21-10(2)17)14(19)20-9-11-5-7-16-8-6-12(18)13(11)16/h5,12-13,18H,4,6-9H2,1-3H3/t12-,13?,15?/m1/s1
• InChI Key: WZYYIFYCXJFFSX-DNOWBOINSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃NO₅
• Molecular Weight: 297.35 g/mol
• Exact Mass: 297.15762283 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.64
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9436	94.36%
Caco-2	+	0.5548	55.48%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5531	55.31%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.9209	92.09%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7286	72.86%
P-glycoprotein inhibitior	-	0.9174	91.74%
P-glycoprotein substrate	-	0.5397	53.97%
CYP3A4 substrate	+	0.6015	60.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3712	37.12%
CYP3A4 inhibition	-	0.8325	83.25%
CYP2C9 inhibition	-	0.8696	86.96%
CYP2C19 inhibition	-	0.8743	87.43%
CYP2D6 inhibition	-	0.7941	79.41%
CYP1A2 inhibition	-	0.8720	87.20%
CYP2C8 inhibition	-	0.6917	69.17%
CYP inhibitory promiscuity	-	0.9082	90.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.5766	57.66%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9892	98.92%
Skin irritation	-	0.7339	73.39%
Skin corrosion	-	0.9180	91.80%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6117	61.17%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.9000	90.00%
skin sensitisation	-	0.8143	81.43%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5849	58.49%
Acute Oral Toxicity (c)	III	0.6457	64.57%
Estrogen receptor binding	-	0.7540	75.40%
Androgen receptor binding	-	0.4888	48.88%
Thyroid receptor binding	-	0.7383	73.83%
Glucocorticoid receptor binding	-	0.5153	51.53%
Aromatase binding	-	0.6483	64.83%
PPAR gamma	-	0.7913	79.13%
Honey bee toxicity	-	0.9005	90.05%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.3723	37.23%

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	98.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.51%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.40%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.19%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.78%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.67%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.48%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.45%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.92%	99.17%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.25%	90.24%
CHEMBL340	P08684	Cytochrome P450 3A4	80.81%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.42%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 134715019
• LOTUS: LTS0068632
• wikiData: Q105323670