7-methoxy-8a-methyl-3-propan-2-yl-1H-naphthalene-2,6-dione

Details

• Internal ID: ece7a209-12e9-42a6-8388-e1b6bab481af
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 7-methoxy-8a-methyl-3-propan-2-yl-1H-naphthalene-2,6-dione
• SMILES (Canonical): CC(C)C1=CC2=CC(=O)C(=CC2(CC1=O)C)OC
• SMILES (Isomeric): CC(C)C1=CC2=CC(=O)C(=CC2(CC1=O)C)OC
• InChI: InChI=1S/C15H18O3/c1-9(2)11-5-10-6-12(16)14(18-4)8-15(10,3)7-13(11)17/h5-6,8-9H,7H2,1-4H3
• InChI Key: YJDBSTMPUSCVRZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8127	81.27%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8169	81.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9458	94.58%
OATP1B3 inhibitior	+	0.9689	96.89%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6409	64.09%
P-glycoprotein inhibitior	-	0.9273	92.73%
P-glycoprotein substrate	-	0.8859	88.59%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8705	87.05%
CYP3A4 inhibition	+	0.5357	53.57%
CYP2C9 inhibition	-	0.7017	70.17%
CYP2C19 inhibition	-	0.6366	63.66%
CYP2D6 inhibition	-	0.8948	89.48%
CYP1A2 inhibition	-	0.8059	80.59%
CYP2C8 inhibition	-	0.9374	93.74%
CYP inhibitory promiscuity	-	0.6033	60.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8806	88.06%
Carcinogenicity (trinary)	Non-required	0.4368	43.68%
Eye corrosion	-	0.9835	98.35%
Eye irritation	+	0.7528	75.28%
Skin irritation	-	0.7577	75.77%
Skin corrosion	-	0.9770	97.70%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6477	64.77%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.5843	58.43%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7469	74.69%
Acute Oral Toxicity (c)	III	0.6762	67.62%
Estrogen receptor binding	-	0.7534	75.34%
Androgen receptor binding	-	0.6972	69.72%
Thyroid receptor binding	-	0.6141	61.41%
Glucocorticoid receptor binding	-	0.5713	57.13%
Aromatase binding	+	0.6910	69.10%
PPAR gamma	-	0.6584	65.84%
Honey bee toxicity	-	0.7229	72.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9570	95.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.72%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	94.00%	85.30%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.55%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.40%	96.09%
CHEMBL4208	P20618	Proteasome component C5	90.99%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.69%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.84%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.08%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.30%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.66%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.96%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.62%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.25%	95.89%

Plants that contains it

• Parthenium argentatum

Cross-Links

• PubChem: 85204826
• LOTUS: LTS0270722
• wikiData: Q105349185