6-(1-Ethoxyethyl)-5-hydroxy-2-methylnaphthalene-1,4-dione

Details

• Internal ID: 0c250d54-7bcc-41e9-be8f-a79dc09837d5
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 6-(1-ethoxyethyl)-5-hydroxy-2-methylnaphthalene-1,4-dione
• SMILES (Canonical): CCOC(C)C1=C(C2=C(C=C1)C(=O)C(=CC2=O)C)O
• SMILES (Isomeric): CCOC(C)C1=C(C2=C(C=C1)C(=O)C(=CC2=O)C)O
• InChI: InChI=1S/C15H16O4/c1-4-19-9(3)10-5-6-11-13(15(10)18)12(16)7-8(2)14(11)17/h5-7,9,18H,4H2,1-3H3
• InChI Key: GTRCPCGISSOHCV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

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	+	0.7863	78.63%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8522	85.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8549	85.49%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7424	74.24%
P-glycoprotein inhibitior	-	0.8669	86.69%
P-glycoprotein substrate	-	0.8319	83.19%
CYP3A4 substrate	-	0.5260	52.60%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.7873	78.73%
CYP2C9 inhibition	+	0.7744	77.44%
CYP2C19 inhibition	+	0.8724	87.24%
CYP2D6 inhibition	-	0.7194	71.94%
CYP1A2 inhibition	+	0.9618	96.18%
CYP2C8 inhibition	-	0.8776	87.76%
CYP inhibitory promiscuity	+	0.8202	82.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8452	84.52%
Carcinogenicity (trinary)	Non-required	0.6734	67.34%
Eye corrosion	-	0.9927	99.27%
Eye irritation	+	0.5316	53.16%
Skin irritation	-	0.7027	70.27%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6318	63.18%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	+	0.6340	63.40%
skin sensitisation	-	0.5858	58.58%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6250	62.50%
Acute Oral Toxicity (c)	III	0.5673	56.73%
Estrogen receptor binding	+	0.7938	79.38%
Androgen receptor binding	-	0.5075	50.75%
Thyroid receptor binding	-	0.6024	60.24%
Glucocorticoid receptor binding	-	0.5217	52.17%
Aromatase binding	+	0.6222	62.22%
PPAR gamma	+	0.5598	55.98%
Honey bee toxicity	-	0.9227	92.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6950	69.50%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.16%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.63%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	90.95%	94.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.11%	96.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.66%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.86%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.58%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.61%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.31%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.76%	94.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.37%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.13%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.00%	99.23%

Plants that contains it

• Diospyros maritima

Cross-Links

• PubChem: 11747337
• LOTUS: LTS0031495
• wikiData: Q105019297