N-Demethylloine

Details

• Internal ID: ea1369d6-fff6-41d7-aa47-20f8b9946aed
• Taxonomy: Alkaloids and derivatives > Loline alkaloids and derivatives
• IUPAC Name: 2-oxa-6-azatricyclo[4.2.1.03,7]nonan-8-amine
• InChI: InChI=1S/C7H12N2O/c8-6-5-3-9-2-1-4(10-5)7(6)9/h4-7H,1-3,8H2
• InChI Key: SOFXQTNEGHNRMN-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₂N₂O
• Molecular Weight: 140.18 g/mol
• Exact Mass: 140.094963011 g/mol
• Topological Polar Surface Area (TPSA): 38.50 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.83
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• Temuline
• 1401-58-7
• NSC623832
• Norloline
• 4839-19-4
• 2,4-Methano-4H-furo[3,2-b]pyrrol-3-amine, hexahydro-
• hexahydro-1H-1,6-epoxypyrrolizin-7-amine
• SCHEMBL14887038
• DTXSID30930705
• AKOS006363171

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	+	0.5911	59.11%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.8013	80.13%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.9796	97.96%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9448	94.48%
P-glycoprotein inhibitior	-	0.9838	98.38%
P-glycoprotein substrate	-	0.8845	88.45%
CYP3A4 substrate	-	0.5891	58.91%
CYP2C9 substrate	-	0.6061	60.61%
CYP2D6 substrate	+	0.5598	55.98%
CYP3A4 inhibition	-	0.9766	97.66%
CYP2C9 inhibition	-	0.9323	93.23%
CYP2C19 inhibition	-	0.9052	90.52%
CYP2D6 inhibition	-	0.8678	86.78%
CYP1A2 inhibition	-	0.8791	87.91%
CYP2C8 inhibition	-	0.9647	96.47%
CYP inhibitory promiscuity	-	0.9566	95.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6500	65.00%
Eye corrosion	-	0.8519	85.19%
Eye irritation	+	0.5914	59.14%
Skin irritation	-	0.5887	58.87%
Skin corrosion	-	0.6396	63.96%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6209	62.09%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.8767	87.67%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6779	67.79%
Acute Oral Toxicity (c)	III	0.6775	67.75%
Estrogen receptor binding	-	0.9293	92.93%
Androgen receptor binding	-	0.8189	81.89%
Thyroid receptor binding	-	0.7557	75.57%
Glucocorticoid receptor binding	-	0.7693	76.93%
Aromatase binding	-	0.9197	91.97%
PPAR gamma	-	0.8164	81.64%
Honey bee toxicity	-	0.7180	71.80%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.9547	95.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	93.19%	97.09%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	91.15%	92.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.06%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.42%	95.58%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.41%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.28%	97.25%
CHEMBL3384	Q16512	Protein kinase N1	88.13%	80.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.08%	95.89%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.95%	94.66%
CHEMBL274	P51681	C-C chemokine receptor type 5	81.55%	98.77%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.17%	94.78%
CHEMBL238	Q01959	Dopamine transporter	80.46%	95.88%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	80.44%	92.50%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	80.26%	89.32%

Plants that contains it

• Argyreia mollis
• Lolium arundinaceum
• Lolium temulentum

Cross-Links

• PubChem: 361058
• LOTUS: LTS0130461
• wikiData: Q82906118