Camoensidine N-oxide

Details

• Internal ID: 58cba8ee-7e33-4803-93d8-c7f94860877a
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Leontidine-type alkaloids
• IUPAC Name: (1S,2S,9S,10R,14R)-14-oxido-7-aza-14-azoniatetracyclo[7.6.1.02,7.010,14]hexadecan-6-one
• SMILES (Canonical): C1CC2C3CC(CN2C(=O)C1)C4CCC[N+]4(C3)[O-]
• SMILES (Isomeric): C1C[C@H]2[C@H]3C[C@@H](CN2C(=O)C1)[C@H]4CCC[N@+]4(C3)[O-]
• InChI: InChI=1S/C14H22N2O2/c17-14-5-1-3-12-11-7-10(8-15(12)14)13-4-2-6-16(13,18)9-11/h10-13H,1-9H2/t10-,11-,12-,13+,16+/m0/s1
• InChI Key: LQWHGNOORGACQX-VGBQHSPPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂N₂O₂
• Molecular Weight: 250.34 g/mol
• Exact Mass: 250.168127949 g/mol
• Topological Polar Surface Area (TPSA): 38.40 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6459	64.59%
Caco-2	+	0.6915	69.15%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5198	51.98%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.8131	81.31%
P-glycoprotein inhibitior	-	0.9396	93.96%
P-glycoprotein substrate	-	0.6691	66.91%
CYP3A4 substrate	+	0.5596	55.96%
CYP2C9 substrate	-	0.5898	58.98%
CYP2D6 substrate	-	0.8403	84.03%
CYP3A4 inhibition	-	0.7477	74.77%
CYP2C9 inhibition	-	0.8542	85.42%
CYP2C19 inhibition	-	0.7347	73.47%
CYP2D6 inhibition	-	0.8301	83.01%
CYP1A2 inhibition	-	0.7638	76.38%
CYP2C8 inhibition	-	0.9228	92.28%
CYP inhibitory promiscuity	-	0.7698	76.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.4460	44.60%
Eye corrosion	-	0.9708	97.08%
Eye irritation	-	0.7255	72.55%
Skin irritation	-	0.7442	74.42%
Skin corrosion	-	0.8914	89.14%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4770	47.70%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.8528	85.28%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6044	60.44%
Acute Oral Toxicity (c)	III	0.6164	61.64%
Estrogen receptor binding	+	0.6568	65.68%
Androgen receptor binding	+	0.6418	64.18%
Thyroid receptor binding	-	0.6709	67.09%
Glucocorticoid receptor binding	-	0.4868	48.68%
Aromatase binding	-	0.7865	78.65%
PPAR gamma	-	0.7683	76.83%
Honey bee toxicity	-	0.8863	88.63%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.8173	81.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1978	P11511	Cytochrome P450 19A1	95.24%	91.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.96%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.34%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.88%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	87.15%	97.05%
CHEMBL4235	P28845	11-beta-hydroxysteroid dehydrogenase 1	87.08%	97.98%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.77%	93.03%
CHEMBL217	P14416	Dopamine D2 receptor	86.64%	95.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.87%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	83.41%	92.50%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.68%	94.78%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.45%	91.38%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.23%	94.66%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.33%	95.89%

Plants that contains it

• Maackia tashiroi

Cross-Links

• PubChem: 163184629
• LOTUS: LTS0026292
• wikiData: Q105155920