7-(2-Methylbutyryl)-retronecine

Details

• Internal ID: eb9694ee-a0a5-40a9-aab7-207865d06d29
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1R)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1CCN2C1C(=CC2)CO
• SMILES (Isomeric): CCC(C)C(=O)O[C@@H]1CCN2C1C(=CC2)CO
• InChI: InChI=1S/C13H21NO3/c1-3-9(2)13(16)17-11-5-7-14-6-4-10(8-15)12(11)14/h4,9,11-12,15H,3,5-8H2,1-2H3/t9?,11-,12?/m1/s1
• InChI Key: NSBSOFPYQQNEGC-CKBZRRDASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₁NO₃
• Molecular Weight: 239.31 g/mol
• Exact Mass: 239.15214353 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• NSBSOFPYQQNEGC-CKBZRRDASA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	+	0.8531	85.31%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5321	53.21%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.9255	92.55%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9059	90.59%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8393	83.93%
P-glycoprotein inhibitior	-	0.9723	97.23%
P-glycoprotein substrate	-	0.6792	67.92%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6979	69.79%
CYP3A4 inhibition	-	0.9553	95.53%
CYP2C9 inhibition	-	0.8543	85.43%
CYP2C19 inhibition	-	0.8652	86.52%
CYP2D6 inhibition	-	0.7729	77.29%
CYP1A2 inhibition	-	0.6629	66.29%
CYP2C8 inhibition	-	0.9375	93.75%
CYP inhibitory promiscuity	-	0.7774	77.74%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4905	49.05%
Eye corrosion	-	0.9700	97.00%
Eye irritation	-	0.9417	94.17%
Skin irritation	-	0.7569	75.69%
Skin corrosion	-	0.8674	86.74%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7074	70.74%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.9375	93.75%
skin sensitisation	-	0.8186	81.86%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7123	71.23%
Acute Oral Toxicity (c)	III	0.6419	64.19%
Estrogen receptor binding	-	0.8237	82.37%
Androgen receptor binding	-	0.5762	57.62%
Thyroid receptor binding	-	0.6002	60.02%
Glucocorticoid receptor binding	-	0.5086	50.86%
Aromatase binding	-	0.8978	89.78%
PPAR gamma	-	0.8281	82.81%
Honey bee toxicity	-	0.9394	93.94%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7455	74.55%
Fish aquatic toxicity	-	0.5906	59.06%

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	98.98%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.78%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.70%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.65%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.24%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.35%	95.89%

Plants that contains it

• Echium humile

Cross-Links

• PubChem: 6431049
• LOTUS: LTS0242047
• wikiData: Q105184949