Coccinelline

Details

• Internal ID: 225658c2-3ce2-49b9-a1d8-2ec2fe71ccab
• Taxonomy: Alkaloids and derivatives > 9b-azaphenalenes
• IUPAC Name: (1R,5S)-3-methyl-13-oxido-13-azoniatricyclo[7.3.1.05,13]tridecane
• SMILES (Canonical): CC1CC2CCCC3[N+]2(C(C1)CCC3)[O-]
• SMILES (Isomeric): CC1C[C@H]2CCCC3[N+]2([C@H](C1)CCC3)[O-]
• InChI: InChI=1S/C13H23NO/c1-10-8-12-6-2-4-11-5-3-7-13(9-10)14(11,12)15/h10-13H,2-9H2,1H3/t10?,11?,12-,13+,14?
• InChI Key: NJQZDKSCLZDPMI-LJZITESISA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₃NO
• Molecular Weight: 209.33 g/mol
• Exact Mass: 209.177964357 g/mol
• Topological Polar Surface Area (TPSA): 18.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• Npc108309
• Coccinelline
• 34290-97-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4852	48.52%
Caco-2	+	0.8490	84.90%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Lysosomes	0.3522	35.22%
OATP2B1 inhibitior	-	0.8390	83.90%
OATP1B1 inhibitior	+	0.9522	95.22%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9224	92.24%
P-glycoprotein inhibitior	-	0.9462	94.62%
P-glycoprotein substrate	-	0.9073	90.73%
CYP3A4 substrate	-	0.5922	59.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7893	78.93%
CYP3A4 inhibition	-	0.8247	82.47%
CYP2C9 inhibition	-	0.8526	85.26%
CYP2C19 inhibition	-	0.7313	73.13%
CYP2D6 inhibition	-	0.8828	88.28%
CYP1A2 inhibition	-	0.8241	82.41%
CYP2C8 inhibition	-	0.9641	96.41%
CYP inhibitory promiscuity	-	0.8616	86.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8509	85.09%
Carcinogenicity (trinary)	Non-required	0.5238	52.38%
Eye corrosion	-	0.9304	93.04%
Eye irritation	+	0.9451	94.51%
Skin irritation	-	0.6478	64.78%
Skin corrosion	-	0.6505	65.05%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5918	59.18%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8055	80.55%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6115	61.15%
Acute Oral Toxicity (c)	III	0.6497	64.97%
Estrogen receptor binding	-	0.7373	73.73%
Androgen receptor binding	-	0.7675	76.75%
Thyroid receptor binding	-	0.6309	63.09%
Glucocorticoid receptor binding	-	0.7332	73.32%
Aromatase binding	-	0.5971	59.71%
PPAR gamma	-	0.8862	88.62%
Honey bee toxicity	-	0.8357	83.57%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	-	0.4735	47.35%

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	89.61%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.89%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.63%	96.09%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.58%	99.18%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	82.51%	95.27%
CHEMBL226	P30542	Adenosine A1 receptor	81.42%	95.93%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.90%	86.00%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.68%	90.71%

Plants that contains it

• Styrax benzoin

Cross-Links

• PubChem: 193710
• NPASS: NPC108309