6-Hydroxy-4,5-dimethoxy-2-naphthalenecarboxylic acid methyl ester

Details

• Internal ID: 16a088d6-a097-419b-a8ab-b7bc38fa5dc5
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > Naphthalenecarboxylic acids
• IUPAC Name: methyl 6-hydroxy-4,5-dimethoxynaphthalene-2-carboxylate
• SMILES (Canonical): COC1=C2C(=CC(=C1)C(=O)OC)C=CC(=C2OC)O
• SMILES (Isomeric): COC1=C2C(=CC(=C1)C(=O)OC)C=CC(=C2OC)O
• InChI: InChI=1S/C14H14O5/c1-17-11-7-9(14(16)19-3)6-8-4-5-10(15)13(18-2)12(8)11/h4-7,15H,1-3H3
• InChI Key: BVTQILUXDZGLAO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₅
• Molecular Weight: 262.26 g/mol
• Exact Mass: 262.08412354 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 2-Naphthalenecarboxylic acid, 6-hydroxy-4,5-dimethoxy-, methyl ester
• 2-Naphthalenecarboxylic acid,6-hydroxy-4,5-dimethoxy-,methyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.7758	77.58%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7791	77.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8674	86.74%
OATP1B3 inhibitior	+	0.9024	90.24%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6397	63.97%
P-glycoprotein inhibitior	-	0.8953	89.53%
P-glycoprotein substrate	-	0.9350	93.50%
CYP3A4 substrate	-	0.5617	56.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7554	75.54%
CYP3A4 inhibition	-	0.8442	84.42%
CYP2C9 inhibition	-	0.9686	96.86%
CYP2C19 inhibition	-	0.9373	93.73%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	+	0.7213	72.13%
CYP2C8 inhibition	+	0.6114	61.14%
CYP inhibitory promiscuity	-	0.7861	78.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8820	88.20%
Carcinogenicity (trinary)	Non-required	0.5281	52.81%
Eye corrosion	-	0.9800	98.00%
Eye irritation	+	0.8732	87.32%
Skin irritation	-	0.6522	65.22%
Skin corrosion	-	0.9892	98.92%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5828	58.28%
Micronuclear	+	0.7392	73.92%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.9389	93.89%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7492	74.92%
Acute Oral Toxicity (c)	II	0.7421	74.21%
Estrogen receptor binding	+	0.8751	87.51%
Androgen receptor binding	-	0.5948	59.48%
Thyroid receptor binding	+	0.5433	54.33%
Glucocorticoid receptor binding	-	0.5261	52.61%
Aromatase binding	-	0.5422	54.22%
PPAR gamma	-	0.6310	63.10%
Honey bee toxicity	-	0.9605	96.05%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6666	66.66%
Fish aquatic toxicity	+	0.9814	98.14%

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	95.93%	91.11%
CHEMBL4208	P20618	Proteasome component C5	91.45%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.08%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.35%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.13%	94.00%
CHEMBL2535	P11166	Glucose transporter	88.02%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.85%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	86.12%	90.20%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.01%	94.42%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.88%	96.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.06%	80.78%

Plants that contains it

• Diospyros ebenum

Cross-Links

• PubChem: 73013859
• LOTUS: LTS0147514
• wikiData: Q104946847