8-hydroxy-5,6,10-trimethoxy-2-propylbenzo[h]chromen-4-one

Details

• Internal ID: 743263fc-9c37-48bd-b342-0a9e6e866522
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 8-hydroxy-5,6,10-trimethoxy-2-propylbenzo[h]chromen-4-one
• InChI: InChI=1S/C19H20O6/c1-5-6-11-9-13(21)16-18(25-11)15-12(17(23-3)19(16)24-4)7-10(20)8-14(15)22-2/h7-9,20H,5-6H2,1-4H3
• InChI Key: JUNIOWHVNDZWCB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9707	97.07%
Caco-2	+	0.6923	69.23%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6560	65.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8965	89.65%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7051	70.51%
P-glycoprotein inhibitior	-	0.4571	45.71%
P-glycoprotein substrate	-	0.5823	58.23%
CYP3A4 substrate	+	0.5452	54.52%
CYP2C9 substrate	-	0.6302	63.02%
CYP2D6 substrate	-	0.7913	79.13%
CYP3A4 inhibition	-	0.8764	87.64%
CYP2C9 inhibition	-	0.8493	84.93%
CYP2C19 inhibition	-	0.7140	71.40%
CYP2D6 inhibition	-	0.8804	88.04%
CYP1A2 inhibition	+	0.7611	76.11%
CYP2C8 inhibition	+	0.5975	59.75%
CYP inhibitory promiscuity	-	0.6448	64.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6667	66.67%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.5496	54.96%
Skin irritation	-	0.8183	81.83%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6883	68.83%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.6427	64.27%
skin sensitisation	-	0.8591	85.91%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6289	62.89%
Acute Oral Toxicity (c)	III	0.6283	62.83%
Estrogen receptor binding	+	0.7934	79.34%
Androgen receptor binding	+	0.6450	64.50%
Thyroid receptor binding	-	0.5685	56.85%
Glucocorticoid receptor binding	+	0.7988	79.88%
Aromatase binding	+	0.7686	76.86%
PPAR gamma	+	0.9139	91.39%
Honey bee toxicity	-	0.8430	84.30%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	0.8354	83.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.48%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.58%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.17%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.73%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.16%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.06%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.66%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.32%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.67%	89.00%
CHEMBL2535	P11166	Glucose transporter	85.94%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.70%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.90%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.59%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5358892
• LOTUS: LTS0009689
• wikiData: Q105135331