3,4-Dihydroxy-7,8-dimethoxy-2,2,6-trimethyl-3,4-dihydropyrano[3,2-c]quinolin-5-one

Details

• Internal ID: eec838da-8f00-4a7b-aca8-190b34316f0f
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
• IUPAC Name: 3,4-dihydroxy-7,8-dimethoxy-2,2,6-trimethyl-3,4-dihydropyrano[3,2-c]quinolin-5-one
• InChI: InChI=1S/C17H21NO6/c1-17(2)15(20)12(19)10-13(24-17)8-6-7-9(22-4)14(23-5)11(8)18(3)16(10)21/h6-7,12,15,19-20H,1-5H3
• InChI Key: KXHMBKASJFMDCK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁NO₆
• Molecular Weight: 335.40 g/mol
• Exact Mass: 335.13688739 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5890	58.90%
Caco-2	+	0.6450	64.50%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5032	50.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9085	90.85%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5906	59.06%
P-glycoprotein inhibitior	-	0.7667	76.67%
P-glycoprotein substrate	-	0.7346	73.46%
CYP3A4 substrate	+	0.6253	62.53%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8297	82.97%
CYP3A4 inhibition	-	0.8210	82.10%
CYP2C9 inhibition	-	0.8850	88.50%
CYP2C19 inhibition	-	0.6607	66.07%
CYP2D6 inhibition	-	0.9153	91.53%
CYP1A2 inhibition	+	0.7456	74.56%
CYP2C8 inhibition	-	0.7855	78.55%
CYP inhibitory promiscuity	-	0.8092	80.92%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5468	54.68%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.7337	73.37%
Skin irritation	-	0.8326	83.26%
Skin corrosion	-	0.9496	94.96%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4301	43.01%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.6052	60.52%
skin sensitisation	-	0.8927	89.27%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7350	73.50%
Acute Oral Toxicity (c)	III	0.6940	69.40%
Estrogen receptor binding	+	0.7278	72.78%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5758	57.58%
Glucocorticoid receptor binding	+	0.6595	65.95%
Aromatase binding	-	0.5135	51.35%
PPAR gamma	+	0.6716	67.16%
Honey bee toxicity	-	0.8356	83.56%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	-	0.4471	44.71%

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	97.35%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.33%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.31%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.01%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.50%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.59%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.10%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.61%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.82%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.26%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.69%	91.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.67%	92.62%
CHEMBL1871	P10275	Androgen Receptor	81.41%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14106216
• LOTUS: LTS0268969
• wikiData: Q105147336