(1S,2S,9aR)-1-(hydroxymethyl)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-2-ol

Details

• Internal ID: 24fe1ce6-333a-4bc1-8afc-6a1962801fd2
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Lupinine-type alkaloids
• IUPAC Name: (1S,2S,9aR)-1-(hydroxymethyl)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-2-ol
• SMILES (Canonical): C1CCN2CCC(C(C2C1)CO)O
• SMILES (Isomeric): C1CCN2CC[C@@H]([C@@H]([C@H]2C1)CO)O
• InChI: InChI=1S/C10H19NO2/c12-7-8-9-3-1-2-5-11(9)6-4-10(8)13/h8-10,12-13H,1-7H2/t8-,9-,10+/m1/s1
• InChI Key: GJPPHJZNFDHUDL-BBBLOLIVSA-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): 43.70 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9591	95.91%
Caco-2	+	0.5755	57.55%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4925	49.25%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9446	94.46%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8170	81.70%
P-glycoprotein inhibitior	-	0.9752	97.52%
P-glycoprotein substrate	-	0.9102	91.02%
CYP3A4 substrate	-	0.6583	65.83%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	+	0.6619	66.19%
CYP3A4 inhibition	-	0.9451	94.51%
CYP2C9 inhibition	-	0.8491	84.91%
CYP2C19 inhibition	-	0.8947	89.47%
CYP2D6 inhibition	-	0.7314	73.14%
CYP1A2 inhibition	-	0.6710	67.10%
CYP2C8 inhibition	-	0.9840	98.40%
CYP inhibitory promiscuity	-	0.9635	96.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6103	61.03%
Eye corrosion	-	0.9408	94.08%
Eye irritation	+	0.8556	85.56%
Skin irritation	-	0.6286	62.86%
Skin corrosion	-	0.8159	81.59%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5897	58.97%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.8064	80.64%
skin sensitisation	-	0.8739	87.39%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4787	47.87%
Acute Oral Toxicity (c)	III	0.5994	59.94%
Estrogen receptor binding	-	0.9340	93.40%
Androgen receptor binding	-	0.6896	68.96%
Thyroid receptor binding	-	0.8314	83.14%
Glucocorticoid receptor binding	-	0.7507	75.07%
Aromatase binding	-	0.8890	88.90%
PPAR gamma	-	0.8638	86.38%
Honey bee toxicity	-	0.9636	96.36%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.9820	98.20%

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	90.96%	96.09%
CHEMBL3023	Q9NRA0	Sphingosine kinase 2	89.18%	95.61%
CHEMBL237	P41145	Kappa opioid receptor	88.89%	98.10%
CHEMBL2581	P07339	Cathepsin D	88.66%	98.95%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	88.66%	96.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.21%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.13%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.05%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.38%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.58%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	83.13%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.18%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.28%	93.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.09%	93.04%

Plants that contains it

• Poecilanthe falcata

Cross-Links

• PubChem: 15690945
• LOTUS: LTS0194297
• wikiData: Q105009513