2-Naphthalenecarboxylic acid, 5-hydroxy-4-methoxy-

Details

• Internal ID: 60276445-ff2d-4b57-98ce-d7e0963227fc
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > Naphthalenecarboxylic acids
• IUPAC Name: 5-hydroxy-4-methoxynaphthalene-2-carboxylic acid
• InChI: InChI=1S/C12H10O4/c1-16-10-6-8(12(14)15)5-7-3-2-4-9(13)11(7)10/h2-6,13H,1H3,(H,14,15)
• InChI Key: GVGQCCXRDGHGTD-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₄
• Molecular Weight: 218.20 g/mol
• Exact Mass: 218.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 2-Naphthalenecarboxylic acid, 5-hydroxy-4-methoxy-
• 2-Naphthalenecarboxylic acid,5-hydroxy-4-methoxy-
• DTXSID30444377

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	-	0.7254	72.54%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7836	78.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9622	96.22%
OATP1B3 inhibitior	+	0.9704	97.04%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7905	79.05%
P-glycoprotein inhibitior	-	0.9461	94.61%
P-glycoprotein substrate	-	0.9392	93.92%
CYP3A4 substrate	-	0.6314	63.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8281	82.81%
CYP3A4 inhibition	-	0.7903	79.03%
CYP2C9 inhibition	-	0.7218	72.18%
CYP2C19 inhibition	-	0.8201	82.01%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	+	0.8685	86.85%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7493	74.93%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.7304	73.04%
Carcinogenicity (trinary)	Non-required	0.4469	44.69%
Eye corrosion	-	0.9738	97.38%
Eye irritation	+	0.9898	98.98%
Skin irritation	-	0.5846	58.46%
Skin corrosion	-	0.9833	98.33%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8144	81.44%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9572	95.72%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5909	59.09%
Acute Oral Toxicity (c)	III	0.5229	52.29%
Estrogen receptor binding	+	0.7197	71.97%
Androgen receptor binding	-	0.6297	62.97%
Thyroid receptor binding	-	0.5479	54.79%
Glucocorticoid receptor binding	+	0.6449	64.49%
Aromatase binding	-	0.6826	68.26%
PPAR gamma	+	0.6045	60.45%
Honey bee toxicity	-	0.9646	96.46%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.9585	95.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.09%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	93.69%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.61%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.95%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.61%	96.09%
CHEMBL2535	P11166	Glucose transporter	87.29%	98.75%
CHEMBL3194	P02766	Transthyretin	86.49%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.36%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.53%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.09%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.81%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.44%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.59%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	80.41%	91.19%

Plants that contains it

• Ancistrocladus ealaensis
• Drosophyllum lusitanicum

Cross-Links

• PubChem: 10751276
• LOTUS: LTS0157684
• wikiData: Q82262501