1,8-Dimethoxynaphthalene

Details

• Internal ID: d8543287-c767-4af0-86a2-2f1319a43521
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 1,8-dimethoxynaphthalene
• SMILES (Canonical): COC1=CC=CC2=C1C(=CC=C2)OC
• SMILES (Isomeric): COC1=CC=CC2=C1C(=CC=C2)OC
• InChI: InChI=1S/C12H12O2/c1-13-10-7-3-5-9-6-4-8-11(14-2)12(9)10/h3-8H,1-2H3
• InChI Key: QRPDMEIIZPOYED-UHFFFAOYSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₂
• Molecular Weight: 188.22 g/mol
• Exact Mass: 188.083729621 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 10075-66-8
• Naphthalene, 1,8-dimethoxy-
• MFCD00226962
• 1,8-Dimethoxy-Naphthalene
• Naphthalene-1,8-Dimethoxy
• Naphthalene,1,8-dimethoxy-
• SCHEMBL443530
• CHEMBL5219020
• DTXSID00398459
• QRPDMEIIZPOYED-UHFFFAOYSA-N
• AKOS006271912
• DS-4463
• SY270809
• CS-0439695
• FT-0704563
• F15627

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8138	81.38%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5824	58.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9722	97.22%
OATP1B3 inhibitior	+	0.9849	98.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7663	76.63%
P-glycoprotein inhibitior	-	0.9598	95.98%
P-glycoprotein substrate	-	0.9633	96.33%
CYP3A4 substrate	-	0.6871	68.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5092	50.92%
CYP3A4 inhibition	-	0.7732	77.32%
CYP2C9 inhibition	-	0.8217	82.17%
CYP2C19 inhibition	+	0.5692	56.92%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	+	0.9855	98.55%
CYP2C8 inhibition	-	0.8209	82.09%
CYP inhibitory promiscuity	+	0.5736	57.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6986	69.86%
Carcinogenicity (trinary)	Non-required	0.4621	46.21%
Eye corrosion	-	0.9165	91.65%
Eye irritation	+	0.9911	99.11%
Skin irritation	-	0.6888	68.88%
Skin corrosion	-	0.9852	98.52%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5456	54.56%
Micronuclear	-	0.5008	50.08%
Hepatotoxicity	+	0.7534	75.34%
skin sensitisation	+	0.4879	48.79%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.7463	74.63%
Acute Oral Toxicity (c)	III	0.6250	62.50%
Estrogen receptor binding	-	0.7565	75.65%
Androgen receptor binding	-	0.7885	78.85%
Thyroid receptor binding	-	0.7245	72.45%
Glucocorticoid receptor binding	-	0.8692	86.92%
Aromatase binding	-	0.6870	68.70%
PPAR gamma	-	0.8050	80.50%
Honey bee toxicity	-	0.9338	93.38%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.8700	87.00%
Fish aquatic toxicity	+	0.8734	87.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2535	P11166	Glucose transporter	90.92%	98.75%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	90.46%	94.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.03%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.23%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.78%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	86.65%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.14%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.10%	94.00%
CHEMBL1907	P15144	Aminopeptidase N	83.86%	93.31%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.95%	89.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.60%	91.11%

Plants that contains it

• Acacia confusa
• Erica arborea
• Erica arborea
• Isodon lihsienensis
• Phoebe clemensii

Cross-Links

• PubChem: 3998082
• NPASS: NPC66826
• LOTUS: LTS0260755
• wikiData: Q82200439