1-Hydroxy-2-naphthoic acid

Details

• Internal ID: edf586ad-4d14-43df-8815-19066514c312
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > Naphthalenecarboxylic acids
• IUPAC Name: 1-hydroxynaphthalene-2-carboxylic acid
• SMILES (Canonical): C1=CC=C2C(=C1)C=CC(=C2O)C(=O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C=CC(=C2O)C(=O)O
• InChI: InChI=1S/C11H8O3/c12-10-8-4-2-1-3-7(8)5-6-9(10)11(13)14/h1-6,12H,(H,13,14)
• InChI Key: SJJCQDRGABAVBB-UHFFFAOYSA-N
• Popularity: 290 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₈O₃
• Molecular Weight: 188.18 g/mol
• Exact Mass: 188.047344113 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 86-48-6
• 1-hydroxynaphthalene-2-carboxylic acid
• 1-Naphthol-2-carboxylic acid
• 2-Carboxy-1-naphthol
• 2-Naphthalenecarboxylic acid, 1-hydroxy-
• Xinafoic acid
• 1-Hydroxy-2-naphthoate
• 1-HYDROXY-2-NAPHTHALENECARBOXYLIC ACID
• 2-Naphthoic acid, 1-hydroxy-
• alpha-Hydroxynaphthoic acid
• 1-Hydroxy-2-naphthoicacid
• CARBOXYNAPHTHOL
• MFCD00003960
• UNII-U8LZ3R07L8
• CHEMBL229299
• U8LZ3R07L8
• CHEBI:36108
• NSC 3717
• NSC-3717
• EINECS 201-674-0
• AI3-28524
• 1HN
• LDHA Inhibitor, 5
• 1-hydroxy-2-naphthoesyre
• bmse000689
• 1-HYDROXY-NAPHTHALENE-2-CARBOXYLIC ACID
• C03203
• 7-Naphthol-2-carboxaldehyde
• Oprea1_291089
• SCHEMBL25244
• .alpha.-Hydroxynaphthoic acid
• 1 -hydroxy-2-naphthoic acid
• DTXSID5058937
• NSC3717
• 1-hydroxynaphthalene-2-carboxylate
• HMS1719F05
• hydroxynaphthalene-2-carboxylic acid
• BBL027444
• BDBM50219487
• s6364
• STL373496
• AKOS001080081
• CS-W016819
• FS-3779
• HY-W016103
• 1-hydroxy-2-naphthalene carboxylic acid
• 1-Hydroxynaphthalenecarboxylic acid-(2)
• 1-oxidanylnaphthalene-2-carboxylic acid
• 1-HYDROXY-2-NAPHTHOIC ACID [MI]
• 1-Hydroxy-2-naphthoic acid, >=97.0%
• AC-13237
• BP-12641
• SY007524
• FT-0607923
• H0279
• H0796
• EN300-16632
• D70638
• A841684
• W-104066
• Q27104334
• Z56347239
• F2191-0001
• InChI=1/C11H8O3/c12-10-8-4-2-1-3-7(8)5-6-9(10)11(13)14/h1-6,12H,(H,13,14

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.9088	90.88%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7769	77.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9411	94.11%
OATP1B3 inhibitior	+	0.8172	81.72%
MATE1 inhibitior	+	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8484	84.84%
P-glycoprotein inhibitior	-	0.9638	96.38%
P-glycoprotein substrate	-	0.9880	98.80%
CYP3A4 substrate	-	0.7490	74.90%
CYP2C9 substrate	-	0.6931	69.31%
CYP2D6 substrate	-	0.8912	89.12%
CYP3A4 inhibition	-	0.8775	87.75%
CYP2C9 inhibition	+	0.5280	52.80%
CYP2C19 inhibition	-	0.6617	66.17%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.5752	57.52%
CYP2C8 inhibition	-	0.7635	76.35%
CYP inhibitory promiscuity	-	0.6620	66.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8448	84.48%
Carcinogenicity (trinary)	Non-required	0.6045	60.45%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.9974	99.74%
Skin irritation	+	0.8765	87.65%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8949	89.49%
Micronuclear	+	0.6659	66.59%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	+	0.6554	65.54%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6575	65.75%
Acute Oral Toxicity (c)	III	0.7800	78.00%
Estrogen receptor binding	-	0.5487	54.87%
Androgen receptor binding	+	0.5623	56.23%
Thyroid receptor binding	+	0.5273	52.73%
Glucocorticoid receptor binding	+	0.8431	84.31%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7964	79.64%
Honey bee toxicity	-	0.9622	96.22%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	+	0.9835	98.35%

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	95.07%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.96%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.11%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.60%	95.50%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	82.99%	89.23%

Plants that contains it

• Pogostemon cablin

Cross-Links

• PubChem: 6844
• NPASS: NPC236189
• LOTUS: LTS0120628
• wikiData: Q27104334