(7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 2-hydroxy-3-methyl-2-[1-(3-methylbutanoyloxy)ethyl]butanoate

Details

• Internal ID: 329370cc-8913-43cb-83bb-0b53568f463e
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: (7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 2-hydroxy-3-methyl-2-[1-(3-methylbutanoyloxy)ethyl]butanoate
• InChI: InChI=1S/C20H33NO6/c1-12(2)10-17(23)27-14(5)20(25,13(3)4)19(24)26-11-15-6-8-21-9-7-16(22)18(15)21/h6,12-14,16,18,22,25H,7-11H2,1-5H3
• InChI Key: GXLYQAVNRIEFKX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₃NO₆
• Molecular Weight: 383.50 g/mol
• Exact Mass: 383.23078777 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8752	87.52%
Caco-2	+	0.6197	61.97%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6692	66.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8708	87.08%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6255	62.55%
P-glycoprotein inhibitior	-	0.7291	72.91%
P-glycoprotein substrate	+	0.5533	55.33%
CYP3A4 substrate	+	0.6090	60.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6992	69.92%
CYP3A4 inhibition	-	0.9235	92.35%
CYP2C9 inhibition	-	0.9002	90.02%
CYP2C19 inhibition	-	0.8975	89.75%
CYP2D6 inhibition	-	0.8122	81.22%
CYP1A2 inhibition	-	0.9042	90.42%
CYP2C8 inhibition	-	0.7519	75.19%
CYP inhibitory promiscuity	-	0.9617	96.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.6804	68.04%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9448	94.48%
Skin irritation	-	0.7414	74.14%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5261	52.61%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.9875	98.75%
skin sensitisation	-	0.8160	81.60%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4516	45.16%
Acute Oral Toxicity (c)	III	0.5352	53.52%
Estrogen receptor binding	+	0.5518	55.18%
Androgen receptor binding	+	0.5434	54.34%
Thyroid receptor binding	+	0.5808	58.08%
Glucocorticoid receptor binding	+	0.7285	72.85%
Aromatase binding	+	0.6217	62.17%
PPAR gamma	-	0.5258	52.58%
Honey bee toxicity	-	0.8888	88.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.3785	37.85%

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	99.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.39%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.40%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.39%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.68%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.76%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.45%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.14%	97.21%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.38%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.15%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.77%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.40%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.89%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.51%	95.56%

Plants that contains it

• Heliotropium curassavicum

Cross-Links

• PubChem: 162870713
• LOTUS: LTS0180027
• wikiData: Q105023182