Canthin-2,6-dione

Details

• Internal ID: 7165bcb1-702b-4fc9-8b74-ba4409b7bba4
• Taxonomy: Alkaloids and derivatives > Indolonaphthyridine alkaloids
• IUPAC Name: 1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),8,10,12,14-hexaene-2,7-dione
• SMILES (Canonical): C1=CC=C2C(=C1)C3=CC(=O)NC4=C3N2C(=O)C=C4
• SMILES (Isomeric): C1=CC=C2C(=C1)C3=CC(=O)NC4=C3N2C(=O)C=C4
• InChI: InChI=1S/C14H8N2O2/c17-12-7-9-8-3-1-2-4-11(8)16-13(18)6-5-10(15-12)14(9)16/h1-7H,(H,15,17)
• InChI Key: BDCOKQCMZJCYDY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₈N₂O₂
• Molecular Weight: 236.22 g/mol
• Exact Mass: 236.058577502 g/mol
• Topological Polar Surface Area (TPSA): 49.40 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEMBL504106

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.6620	66.20%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7955	79.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9389	93.89%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8864	88.64%
BSEP inhibitior	-	0.5538	55.38%
P-glycoprotein inhibitior	-	0.9383	93.83%
P-glycoprotein substrate	-	0.8634	86.34%
CYP3A4 substrate	-	0.5137	51.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8654	86.54%
CYP3A4 inhibition	-	0.7759	77.59%
CYP2C9 inhibition	-	0.8812	88.12%
CYP2C19 inhibition	-	0.9219	92.19%
CYP2D6 inhibition	-	0.7940	79.40%
CYP1A2 inhibition	+	0.8104	81.04%
CYP2C8 inhibition	-	0.8378	83.78%
CYP inhibitory promiscuity	-	0.8100	81.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9423	94.23%
Carcinogenicity (trinary)	Non-required	0.5648	56.48%
Eye corrosion	-	0.9717	97.17%
Eye irritation	+	0.6733	67.33%
Skin irritation	-	0.8251	82.51%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7665	76.65%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8989	89.89%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7356	73.56%
Acute Oral Toxicity (c)	III	0.4708	47.08%
Estrogen receptor binding	+	0.7155	71.55%
Androgen receptor binding	+	0.6687	66.87%
Thyroid receptor binding	+	0.7046	70.46%
Glucocorticoid receptor binding	+	0.8826	88.26%
Aromatase binding	+	0.8026	80.26%
PPAR gamma	+	0.5932	59.32%
Honey bee toxicity	-	0.9136	91.36%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.5153	51.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.39%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.95%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.52%	93.99%
CHEMBL2535	P11166	Glucose transporter	90.47%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.07%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	86.66%	98.59%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	86.35%	95.72%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.31%	91.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.26%	85.14%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.58%	92.67%
CHEMBL4531	P17931	Galectin-3	83.89%	96.90%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.39%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.67%	99.23%

Plants that contains it

• Ailanthus altissima
• Samadera indica
• Simaba orinocensis

Cross-Links

• PubChem: 14082276
• NPASS: NPC62752
• LOTUS: LTS0011386
• wikiData: Q104923857