3,4,9-trimethyl-9,10-dihydro-8H-naphtho[2,1-g]chromene-7,12-dione

Details

• Internal ID: b9d6c520-3d23-44ea-abaf-8528afadb72b
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 3,4,9-trimethyl-9,10-dihydro-8H-naphtho[2,1-g]chromene-7,12-dione
• InChI: InChI=1S/C20H18O3/c1-10-8-16-18(21)15-7-6-13-12(3)11(2)4-5-14(13)17(15)19(22)20(16)23-9-10/h4-7,10H,8-9H2,1-3H3
• InChI Key: IRINNKUOFOYZDG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₃
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.15
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.8921	89.21%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7995	79.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	+	0.9764	97.64%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8553	85.53%
P-glycoprotein inhibitior	-	0.6336	63.36%
P-glycoprotein substrate	-	0.5848	58.48%
CYP3A4 substrate	+	0.5292	52.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8196	81.96%
CYP3A4 inhibition	-	0.7777	77.77%
CYP2C9 inhibition	+	0.6091	60.91%
CYP2C19 inhibition	+	0.7049	70.49%
CYP2D6 inhibition	-	0.8175	81.75%
CYP1A2 inhibition	+	0.8954	89.54%
CYP2C8 inhibition	-	0.8758	87.58%
CYP inhibitory promiscuity	+	0.6489	64.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6598	65.98%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.7679	76.79%
Skin irritation	-	0.7224	72.24%
Skin corrosion	-	0.9655	96.55%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3641	36.41%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.6988	69.88%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5558	55.58%
Acute Oral Toxicity (c)	III	0.4795	47.95%
Estrogen receptor binding	+	0.8109	81.09%
Androgen receptor binding	+	0.6612	66.12%
Thyroid receptor binding	-	0.5556	55.56%
Glucocorticoid receptor binding	+	0.7186	71.86%
Aromatase binding	+	0.5420	54.20%
PPAR gamma	+	0.7754	77.54%
Honey bee toxicity	-	0.8341	83.41%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.72%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.15%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.69%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.02%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.31%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.76%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.34%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.12%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.59%	96.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.17%	86.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.28%	96.67%
CHEMBL3401	O75469	Pregnane X receptor	81.14%	94.73%
CHEMBL1871	P10275	Androgen Receptor	81.10%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.83%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.56%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.14%	97.09%

Plants that contains it

• Clerodendrum bungei

Cross-Links

• PubChem: 10733449
• LOTUS: LTS0149864
• wikiData: Q105118891