2-Naphthalenecarboxylic acid, 6-hydroxy-5,7-dimethoxy-

Details

• Internal ID: aed5ef39-22f5-439f-8e38-deaecd2fec8c
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > Naphthalenecarboxylic acids
• IUPAC Name: 6-hydroxy-5,7-dimethoxynaphthalene-2-carboxylic acid
• SMILES (Canonical): COC1=C(C(=C2C=CC(=CC2=C1)C(=O)O)OC)O
• SMILES (Isomeric): COC1=C(C(=C2C=CC(=CC2=C1)C(=O)O)OC)O
• InChI: InChI=1S/C13H12O5/c1-17-10-6-8-5-7(13(15)16)3-4-9(8)12(18-2)11(10)14/h3-6,14H,1-2H3,(H,15,16)
• InChI Key: VVDSTIJVPBCANN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₅
• Molecular Weight: 248.23 g/mol
• Exact Mass: 248.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 23204-42-4
• DTXSID00446146
• 6-hydroxy-5,7-dimethoxy-2-naphthoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	+	0.6433	64.33%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8139	81.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9381	93.81%
OATP1B3 inhibitior	+	0.9110	91.10%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7765	77.65%
P-glycoprotein inhibitior	-	0.9027	90.27%
P-glycoprotein substrate	-	0.8548	85.48%
CYP3A4 substrate	-	0.6191	61.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8281	82.81%
CYP3A4 inhibition	-	0.8570	85.70%
CYP2C9 inhibition	-	0.7157	71.57%
CYP2C19 inhibition	-	0.8002	80.02%
CYP2D6 inhibition	-	0.8765	87.65%
CYP1A2 inhibition	+	0.7170	71.70%
CYP2C8 inhibition	+	0.7285	72.85%
CYP inhibitory promiscuity	-	0.6590	65.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8720	87.20%
Carcinogenicity (trinary)	Non-required	0.5547	55.47%
Eye corrosion	-	0.9779	97.79%
Eye irritation	+	0.9443	94.43%
Skin irritation	-	0.5298	52.98%
Skin corrosion	-	0.9726	97.26%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8960	89.60%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5573	55.73%
skin sensitisation	-	0.9127	91.27%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8346	83.46%
Acute Oral Toxicity (c)	II	0.6451	64.51%
Estrogen receptor binding	+	0.8401	84.01%
Androgen receptor binding	-	0.5967	59.67%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6190	61.90%
Aromatase binding	-	0.5810	58.10%
PPAR gamma	-	0.5899	58.99%
Honey bee toxicity	-	0.9617	96.17%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.9813	98.13%

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	93.36%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	93.24%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.48%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.23%	86.33%
CHEMBL3194	P02766	Transthyretin	88.99%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.52%	94.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.78%	95.56%
CHEMBL2535	P11166	Glucose transporter	82.70%	98.75%
CHEMBL4208	P20618	Proteasome component C5	82.36%	90.00%
CHEMBL1811	P34995	Prostanoid EP1 receptor	82.30%	95.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.29%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.49%	96.00%

Plants that contains it

• Ulmus thomasii

Cross-Links

• PubChem: 10857810
• LOTUS: LTS0012292
• wikiData: Q82264732