4-Hydroxy-5-methyl-2-naphthalenecarboxylic acid

Details

• Internal ID: 5af43458-31c0-48a2-a45b-e1e973f54a52
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > Naphthalenecarboxylic acids
• IUPAC Name: 4-hydroxy-5-methylnaphthalene-2-carboxylic acid
• SMILES (Canonical): CC1=C2C(=CC=C1)C=C(C=C2O)C(=O)O
• SMILES (Isomeric): CC1=C2C(=CC=C1)C=C(C=C2O)C(=O)O
• InChI: InChI=1S/C12H10O3/c1-7-3-2-4-8-5-9(12(14)15)6-10(13)11(7)8/h2-6,13H,1H3,(H,14,15)
• InChI Key: ULBVJZQHBHJPNL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₃
• Molecular Weight: 202.21 g/mol
• Exact Mass: 202.062994177 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 2-Naphthalenecarboxylic acid, 4-hydroxy-5-methyl-
• 2-Naphthalenecarboxylic acid,4-hydroxy-5-methyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7227	72.27%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8000	80.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9519	95.19%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8317	83.17%
P-glycoprotein inhibitior	-	0.9733	97.33%
P-glycoprotein substrate	-	0.9620	96.20%
CYP3A4 substrate	-	0.6569	65.69%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.9123	91.23%
CYP2C9 inhibition	-	0.7991	79.91%
CYP2C19 inhibition	-	0.9560	95.60%
CYP2D6 inhibition	-	0.9654	96.54%
CYP1A2 inhibition	+	0.6201	62.01%
CYP2C8 inhibition	-	0.7124	71.24%
CYP inhibitory promiscuity	-	0.8614	86.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7484	74.84%
Carcinogenicity (trinary)	Non-required	0.4614	46.14%
Eye corrosion	-	0.9803	98.03%
Eye irritation	+	0.9583	95.83%
Skin irritation	+	0.6325	63.25%
Skin corrosion	-	0.9709	97.09%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8279	82.79%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.7242	72.42%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5762	57.62%
Acute Oral Toxicity (c)	III	0.7790	77.90%
Estrogen receptor binding	-	0.5301	53.01%
Androgen receptor binding	-	0.7445	74.45%
Thyroid receptor binding	-	0.7109	71.09%
Glucocorticoid receptor binding	+	0.8527	85.27%
Aromatase binding	-	0.4876	48.76%
PPAR gamma	+	0.5823	58.23%
Honey bee toxicity	-	0.9863	98.63%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9747	97.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.01%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.25%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.55%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.51%	94.73%
CHEMBL1811	P34995	Prostanoid EP1 receptor	86.18%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.17%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.56%	94.42%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.64%	91.11%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.94%	81.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.37%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.47%	99.17%

Plants that contains it

• Ancistrocladus ealaensis

Cross-Links

• PubChem: 73013816
• LOTUS: LTS0092364
• wikiData: Q105275012