Naphthalecin

Details

• Internal ID: 887fb719-41e4-4690-8281-48df9ba0ea14
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: 1-(7-acetyl-1,6,8-trihydroxynaphthalen-2-yl)propan-1-one
• SMILES (Canonical): CCC(=O)C1=C(C2=C(C(=C(C=C2C=C1)O)C(=O)C)O)O
• SMILES (Isomeric): CCC(=O)C1=C(C2=C(C(=C(C=C2C=C1)O)C(=O)C)O)O
• InChI: InChI=1S/C15H14O5/c1-3-10(17)9-5-4-8-6-11(18)12(7(2)16)15(20)13(8)14(9)19/h4-6,18-20H,3H2,1-2H3
• InChI Key: PEGKTDQSFHMABY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 1-(7-acetyl-1,6,8-trihydroxynaphthalen-2-yl)propan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9658	96.58%
Caco-2	+	0.4902	49.02%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8164	81.64%
OATP2B1 inhibitior	-	0.7085	70.85%
OATP1B1 inhibitior	+	0.8556	85.56%
OATP1B3 inhibitior	+	0.9569	95.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8358	83.58%
P-glycoprotein inhibitior	-	0.9511	95.11%
P-glycoprotein substrate	-	0.8099	80.99%
CYP3A4 substrate	-	0.6170	61.70%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8037	80.37%
CYP3A4 inhibition	+	0.5905	59.05%
CYP2C9 inhibition	+	0.7204	72.04%
CYP2C19 inhibition	+	0.5997	59.97%
CYP2D6 inhibition	-	0.6139	61.39%
CYP1A2 inhibition	+	0.6950	69.50%
CYP2C8 inhibition	-	0.5688	56.88%
CYP inhibitory promiscuity	+	0.6233	62.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8286	82.86%
Carcinogenicity (trinary)	Non-required	0.6609	66.09%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.5538	55.38%
Skin irritation	-	0.6818	68.18%
Skin corrosion	-	0.8465	84.65%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7046	70.46%
Micronuclear	+	0.6418	64.18%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7947	79.47%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7805	78.05%
Acute Oral Toxicity (c)	III	0.4788	47.88%
Estrogen receptor binding	+	0.7993	79.93%
Androgen receptor binding	-	0.5901	59.01%
Thyroid receptor binding	-	0.6577	65.77%
Glucocorticoid receptor binding	+	0.7948	79.48%
Aromatase binding	-	0.5607	56.07%
PPAR gamma	+	0.7032	70.32%
Honey bee toxicity	-	0.9639	96.39%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9838	98.38%

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	96.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.08%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.59%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.51%	94.42%
CHEMBL4208	P20618	Proteasome component C5	86.06%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.44%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.98%	93.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.83%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.28%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.70%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24866951
• LOTUS: LTS0045476
• wikiData: Q77421429