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

Details

• Internal ID: 9f67a89a-19b2-48e1-888d-2f32da7ff570
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Lupinine-type alkaloids
• IUPAC Name: (3S,7R,9S,9aR)-9-(hydroxymethyl)-7-(6-methoxypyridin-2-yl)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-3-ol
• InChI: InChI=1S/C16H24N2O3/c1-21-16-4-2-3-14(17-16)11-7-12(10-19)15-6-5-13(20)9-18(15)8-11/h2-4,11-13,15,19-20H,5-10H2,1H3/t11-,12-,13+,15-/m1/s1
• InChI Key: WUPLEXBYYUOWQF-GUIRCDHDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄N₂O₃
• Molecular Weight: 292.37 g/mol
• Exact Mass: 292.17869263 g/mol
• Topological Polar Surface Area (TPSA): 65.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	+	0.6028	60.28%
Blood Brain Barrier	+	0.5316	53.16%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9012	90.12%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9343	93.43%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5225	52.25%
P-glycoprotein inhibitior	-	0.9075	90.75%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.5865	58.65%
CYP2C9 substrate	-	0.8262	82.62%
CYP2D6 substrate	+	0.6109	61.09%
CYP3A4 inhibition	-	0.5637	56.37%
CYP2C9 inhibition	-	0.8735	87.35%
CYP2C19 inhibition	-	0.5816	58.16%
CYP2D6 inhibition	-	0.7446	74.46%
CYP1A2 inhibition	-	0.8221	82.21%
CYP2C8 inhibition	-	0.7695	76.95%
CYP inhibitory promiscuity	+	0.5321	53.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6713	67.13%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9872	98.72%
Skin irritation	-	0.7645	76.45%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8785	87.85%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5804	58.04%
skin sensitisation	-	0.8924	89.24%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4883	48.83%
Acute Oral Toxicity (c)	III	0.7324	73.24%
Estrogen receptor binding	-	0.6806	68.06%
Androgen receptor binding	-	0.6289	62.89%
Thyroid receptor binding	-	0.6723	67.23%
Glucocorticoid receptor binding	-	0.6214	62.14%
Aromatase binding	-	0.7239	72.39%
PPAR gamma	-	0.7405	74.05%
Honey bee toxicity	-	0.8982	89.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.9637	96.37%

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	98.15%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.78%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.22%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.58%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.65%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.66%	92.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.79%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.36%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.46%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.42%	94.00%

Plants that contains it

• Ulex densus

Cross-Links

• PubChem: 638704
• LOTUS: LTS0167949
• wikiData: Q105313212