[(1S,5R,9aR)-5-oxido-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-5-ium-1-yl]methanol

Details

• Internal ID: a1433481-2c80-478a-a753-6b14e769229d
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Lupinine-type alkaloids
• IUPAC Name: [(1S,5R,9aR)-5-oxido-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-5-ium-1-yl]methanol
• SMILES (Canonical): C1CC[N+]2(CCCC(C2C1)CO)[O-]
• SMILES (Isomeric): C1CC[N@+]2(CCC[C@@H]([C@H]2C1)CO)[O-]
• InChI: InChI=1S/C10H19NO2/c12-8-9-4-3-7-11(13)6-2-1-5-10(9)11/h9-10,12H,1-8H2/t9-,10-,11-/m1/s1
• InChI Key: DPDAZDMDSXQXJW-GMTAPVOTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₉NO₂
• Molecular Weight: 185.26 g/mol
• Exact Mass: 185.141578849 g/mol
• Topological Polar Surface Area (TPSA): 38.30 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5676	56.76%
Caco-2	+	0.5313	53.13%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4322	43.22%
OATP2B1 inhibitior	-	0.8519	85.19%
OATP1B1 inhibitior	+	0.9426	94.26%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.9214	92.14%
P-glycoprotein inhibitior	-	0.9698	96.98%
P-glycoprotein substrate	-	0.9301	93.01%
CYP3A4 substrate	-	0.6398	63.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7724	77.24%
CYP3A4 inhibition	-	0.8919	89.19%
CYP2C9 inhibition	-	0.8625	86.25%
CYP2C19 inhibition	-	0.8715	87.15%
CYP2D6 inhibition	-	0.8680	86.80%
CYP1A2 inhibition	-	0.7958	79.58%
CYP2C8 inhibition	-	0.9235	92.35%
CYP inhibitory promiscuity	-	0.9759	97.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4832	48.32%
Eye corrosion	-	0.9609	96.09%
Eye irritation	+	0.9727	97.27%
Skin irritation	-	0.7008	70.08%
Skin corrosion	-	0.8647	86.47%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5298	52.98%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8343	83.43%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6092	60.92%
Acute Oral Toxicity (c)	III	0.6262	62.62%
Estrogen receptor binding	-	0.8731	87.31%
Androgen receptor binding	+	0.6125	61.25%
Thyroid receptor binding	-	0.8414	84.14%
Glucocorticoid receptor binding	-	0.8019	80.19%
Aromatase binding	-	0.8037	80.37%
PPAR gamma	-	0.8656	86.56%
Honey bee toxicity	-	0.9455	94.55%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.9259	92.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.61%	83.82%
CHEMBL226	P30542	Adenosine A1 receptor	94.63%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.40%	97.09%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	83.36%	96.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.08%	96.09%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.49%	97.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.94%	95.50%

Plants that contains it

• Lupinus angustifolius
• Lupinus pilosus

Cross-Links

• PubChem: 163190146
• LOTUS: LTS0253598
• wikiData: Q104986436