2-Acetyl-8-methoxy-3-methylnaphthoquinone

Details

• Internal ID: 7bfa4676-fde8-4345-9a50-583829a68899
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 3-acetyl-5-methoxy-2-methylnaphthalene-1,4-dione
• SMILES (Canonical): CC1=C(C(=O)C2=C(C1=O)C=CC=C2OC)C(=O)C
• SMILES (Isomeric): CC1=C(C(=O)C2=C(C1=O)C=CC=C2OC)C(=O)C
• InChI: InChI=1S/C14H12O4/c1-7-11(8(2)15)14(17)12-9(13(7)16)5-4-6-10(12)18-3/h4-6H,1-3H3
• InChI Key: WGYWABIRFNONIR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₄
• Molecular Weight: 244.24 g/mol
• Exact Mass: 244.07355886 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 4
• 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	+	0.7472	74.72%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7889	78.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9536	95.36%
OATP1B3 inhibitior	+	0.9793	97.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7518	75.18%
P-glycoprotein inhibitior	-	0.8802	88.02%
P-glycoprotein substrate	-	0.8784	87.84%
CYP3A4 substrate	+	0.5127	51.27%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8307	83.07%
CYP3A4 inhibition	+	0.6204	62.04%
CYP2C9 inhibition	-	0.6783	67.83%
CYP2C19 inhibition	+	0.5340	53.40%
CYP2D6 inhibition	-	0.9058	90.58%
CYP1A2 inhibition	+	0.9517	95.17%
CYP2C8 inhibition	-	0.8091	80.91%
CYP inhibitory promiscuity	+	0.8790	87.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8370	83.70%
Carcinogenicity (trinary)	Non-required	0.5751	57.51%
Eye corrosion	-	0.9820	98.20%
Eye irritation	+	0.8133	81.33%
Skin irritation	-	0.7360	73.60%
Skin corrosion	-	0.9817	98.17%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6005	60.05%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7553	75.53%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7613	76.13%
Acute Oral Toxicity (c)	II	0.5657	56.57%
Estrogen receptor binding	+	0.6695	66.95%
Androgen receptor binding	-	0.5069	50.69%
Thyroid receptor binding	-	0.7510	75.10%
Glucocorticoid receptor binding	-	0.5962	59.62%
Aromatase binding	+	0.5263	52.63%
PPAR gamma	-	0.6788	67.88%
Honey bee toxicity	-	0.8808	88.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9933	99.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.00%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.63%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.54%	96.09%
CHEMBL2535	P11166	Glucose transporter	91.30%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.13%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.83%	99.23%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.69%	96.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.61%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.05%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.17%	94.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.75%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.53%	89.00%

Plants that contains it

• Asphodeline lutea

Cross-Links

• PubChem: 11459191
• LOTUS: LTS0227655
• wikiData: Q105305130