10b-Hydroxy-7,8-dimethoxy-2,2,6-trimethylpyrano[3,2-c]quinoline-3,5-dione

Details

• Internal ID: 89db6c45-a868-46ef-b30f-888353a5aa02
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
• IUPAC Name: 10b-hydroxy-7,8-dimethoxy-2,2,6-trimethylpyrano[3,2-c]quinoline-3,5-dione
• SMILES (Canonical): CC1(C(=O)C=C2C(=O)N(C3=C(C2(O1)O)C=CC(=C3OC)OC)C)C
• SMILES (Isomeric): CC1(C(=O)C=C2C(=O)N(C3=C(C2(O1)O)C=CC(=C3OC)OC)C)C
• InChI: InChI=1S/C17H19NO6/c1-16(2)12(19)8-10-15(20)18(3)13-9(17(10,21)24-16)6-7-11(22-4)14(13)23-5/h6-8,21H,1-5H3
• InChI Key: CDMBQZNDQHOECP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₉NO₆
• Molecular Weight: 333.30 g/mol
• Exact Mass: 333.12123733 g/mol
• Topological Polar Surface Area (TPSA): 85.30 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9026	90.26%
Caco-2	+	0.7963	79.63%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5702	57.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9280	92.80%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7248	72.48%
P-glycoprotein inhibitior	-	0.7353	73.53%
P-glycoprotein substrate	-	0.7939	79.39%
CYP3A4 substrate	+	0.5906	59.06%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.7596	75.96%
CYP2C9 inhibition	-	0.7599	75.99%
CYP2C19 inhibition	-	0.6716	67.16%
CYP2D6 inhibition	-	0.9051	90.51%
CYP1A2 inhibition	-	0.6186	61.86%
CYP2C8 inhibition	-	0.7752	77.52%
CYP inhibitory promiscuity	-	0.7890	78.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Danger	0.4852	48.52%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.6346	63.46%
Skin irritation	-	0.7914	79.14%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	+	0.5646	56.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5374	53.74%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8589	85.89%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5911	59.11%
Acute Oral Toxicity (c)	III	0.7138	71.38%
Estrogen receptor binding	+	0.7938	79.38%
Androgen receptor binding	-	0.4812	48.12%
Thyroid receptor binding	+	0.6724	67.24%
Glucocorticoid receptor binding	+	0.7494	74.94%
Aromatase binding	+	0.7381	73.81%
PPAR gamma	+	0.7648	76.48%
Honey bee toxicity	-	0.9044	90.44%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9292	92.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.10%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.48%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.72%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.73%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.59%	94.00%
CHEMBL2581	P07339	Cathepsin D	87.41%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.85%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.67%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.94%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.66%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	81.14%	90.20%

Plants that contains it

• Stauranthus perforatus

Cross-Links

• PubChem: 163103647
• LOTUS: LTS0228647
• wikiData: Q104954597