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

Details

• Internal ID: 8e6b66c2-3013-4a3b-94d6-9e1dbb07b6e6
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(7S,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-acetyloxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoate
• InChI: InChI=1S/C18H29NO6/c1-11(2)18(12(3)23-5,25-13(4)20)17(22)24-10-14-6-8-19-9-7-15(21)16(14)19/h6,11-12,15-16,21H,7-10H2,1-5H3/t12-,15+,16-,18+/m1/s1
• InChI Key: UEMPPXSRXKNHHB-UOUZQGKXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₉NO₆
• Molecular Weight: 355.40 g/mol
• Exact Mass: 355.19948764 g/mol
• Topological Polar Surface Area (TPSA): 85.30 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9077	90.77%
Caco-2	-	0.5252	52.52%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7279	72.79%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8941	89.41%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6740	67.40%
P-glycoprotein inhibitior	-	0.7027	70.27%
P-glycoprotein substrate	+	0.5094	50.94%
CYP3A4 substrate	+	0.6145	61.45%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.6849	68.49%
CYP3A4 inhibition	-	0.9705	97.05%
CYP2C9 inhibition	-	0.8939	89.39%
CYP2C19 inhibition	-	0.9064	90.64%
CYP2D6 inhibition	-	0.7215	72.15%
CYP1A2 inhibition	-	0.8864	88.64%
CYP2C8 inhibition	-	0.8582	85.82%
CYP inhibitory promiscuity	-	0.9710	97.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.6752	67.52%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.9681	96.81%
Skin irritation	-	0.7536	75.36%
Skin corrosion	-	0.9155	91.55%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5691	56.91%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.9875	98.75%
skin sensitisation	-	0.8209	82.09%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6698	66.98%
Acute Oral Toxicity (c)	II	0.4558	45.58%
Estrogen receptor binding	+	0.5720	57.20%
Androgen receptor binding	+	0.6359	63.59%
Thyroid receptor binding	-	0.6011	60.11%
Glucocorticoid receptor binding	+	0.5922	59.22%
Aromatase binding	-	0.5987	59.87%
PPAR gamma	-	0.7250	72.50%
Honey bee toxicity	-	0.8496	84.96%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.7126	71.26%

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	99.51%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.81%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.02%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.93%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.46%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.44%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.63%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.39%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.14%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.04%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.32%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.85%	91.11%

Plants that contains it

• Heliotropium disciforme

Cross-Links

• PubChem: 102122201
• LOTUS: LTS0156602
• wikiData: Q105271015