13-Methoxylupanine

Details

• Internal ID: 7eb4259a-725e-4cfc-973c-c3c5780965e8
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Sparteine, lupanine, and related alkaloids
• IUPAC Name: 13-methoxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one
• InChI: InChI=1S/C16H26N2O2/c1-20-13-5-6-14-12-7-11(8-17(14)10-13)15-3-2-4-16(19)18(15)9-12/h11-15H,2-10H2,1H3
• InChI Key: YEDHYJZNGSWGER-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆N₂O₂
• Molecular Weight: 278.39 g/mol
• Exact Mass: 278.199428076 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• YEDHYJZNGSWGER-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	+	0.7496	74.96%
Blood Brain Barrier	+	0.9129	91.29%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6177	61.77%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9262	92.62%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.7500	75.00%
BSEP inhibitior	-	0.6204	62.04%
P-glycoprotein inhibitior	-	0.8946	89.46%
P-glycoprotein substrate	-	0.6840	68.40%
CYP3A4 substrate	+	0.5916	59.16%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	+	0.4294	42.94%
CYP3A4 inhibition	-	0.8891	88.91%
CYP2C9 inhibition	-	0.9381	93.81%
CYP2C19 inhibition	-	0.8143	81.43%
CYP2D6 inhibition	-	0.8739	87.39%
CYP1A2 inhibition	-	0.9039	90.39%
CYP2C8 inhibition	-	0.9410	94.10%
CYP inhibitory promiscuity	-	0.8928	89.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6285	62.85%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.7686	76.86%
Skin irritation	-	0.7485	74.85%
Skin corrosion	-	0.9024	90.24%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4774	47.74%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5731	57.31%
skin sensitisation	-	0.8833	88.33%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.8076	80.76%
Acute Oral Toxicity (c)	III	0.7393	73.93%
Estrogen receptor binding	-	0.6072	60.72%
Androgen receptor binding	-	0.5121	51.21%
Thyroid receptor binding	-	0.5241	52.41%
Glucocorticoid receptor binding	-	0.4803	48.03%
Aromatase binding	-	0.7895	78.95%
PPAR gamma	-	0.6545	65.45%
Honey bee toxicity	-	0.8856	88.56%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.9467	94.67%

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	93.79%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.72%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.71%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	91.13%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.13%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.00%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.93%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	86.83%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.31%	95.89%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.77%	91.81%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.75%	91.43%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.46%	94.78%

Plants that contains it

• Lupinus polyphyllus

Cross-Links

• PubChem: 6430123
• LOTUS: LTS0179828
• wikiData: Q104375725