9-Senecioylretronecine

Details

• Internal ID: d04fd610-9e49-44c6-87f4-44bd277ff091
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(7R,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CC(=O)OCC1=CCN2C1C(CC2)O)C
• SMILES (Isomeric): CC(=CC(=O)OCC1=CCN2[C@H]1[C@@H](CC2)O)C
• InChI: InChI=1S/C13H19NO3/c1-9(2)7-12(16)17-8-10-3-5-14-6-4-11(15)13(10)14/h3,7,11,13,15H,4-6,8H2,1-2H3/t11-,13-/m1/s1
• InChI Key: ILQKJOOWZFSMTN-DGCLKSJQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.29 g/mol
• Exact Mass: 237.13649347 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• ILQKJOOWZFSMTN-DGCLKSJQSA-N
• DTXSID201126138
• [(1R,7aR)-2,3,5,7a-Tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl 3-methyl-2-butenoate
• 88205-11-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9852	98.52%
Caco-2	+	0.7340	73.40%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7411	74.11%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9367	93.67%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6086	60.86%
P-glycoprotein inhibitior	-	0.9730	97.30%
P-glycoprotein substrate	-	0.6692	66.92%
CYP3A4 substrate	+	0.5441	54.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7533	75.33%
CYP3A4 inhibition	-	0.9721	97.21%
CYP2C9 inhibition	-	0.8939	89.39%
CYP2C19 inhibition	-	0.8763	87.63%
CYP2D6 inhibition	-	0.8067	80.67%
CYP1A2 inhibition	-	0.7081	70.81%
CYP2C8 inhibition	-	0.9166	91.66%
CYP inhibitory promiscuity	-	0.8993	89.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5068	50.68%
Eye corrosion	-	0.9705	97.05%
Eye irritation	-	0.7880	78.80%
Skin irritation	-	0.7533	75.33%
Skin corrosion	-	0.8612	86.12%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6982	69.82%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.9875	98.75%
skin sensitisation	-	0.8238	82.38%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5608	56.08%
Acute Oral Toxicity (c)	III	0.6143	61.43%
Estrogen receptor binding	-	0.8758	87.58%
Androgen receptor binding	-	0.5536	55.36%
Thyroid receptor binding	-	0.7821	78.21%
Glucocorticoid receptor binding	-	0.5700	57.00%
Aromatase binding	-	0.6857	68.57%
PPAR gamma	-	0.5745	57.45%
Honey bee toxicity	-	0.9112	91.12%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	-	0.6617	66.17%

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	98.80%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.96%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.94%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.94%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.35%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.17%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.48%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.25%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.77%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.69%	97.09%
CHEMBL4208	P20618	Proteasome component C5	80.07%	90.00%

Plants that contains it

• Alkanna orientalis
• Echium humile subsp. pycnanthum
• Senecio variabilis

Cross-Links

• PubChem: 15765645
• LOTUS: LTS0258462
• wikiData: Q104254575