4-[(3-carboxy-2-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylic acid

• ChemBase ID: 103234
• Molecular Formular: C23H16O6
• Molecular Mass: 388.36954
• Monoisotopic Mass: 388.09468823
• SMILES: OC(=O)c1c(O)c(Cc2c3ccccc3cc(C(=O)O)c2O)c2ccccc2c1
• Canonical SMILES: OC(=O)c1cc2ccccc2c(c1O)Cc1c(O)c(cc2c1cccc2)C(=O)O
• InChI: InChI=1S/C23H16O6/c24-20-16(14-7-3-1-5-12(14)9-18(20)22(26)27)11-17-15-8-4-2-6-13(15)10-19(21(17)25)23(28)29/h1-10,24-25H,11H2,(H,26,27)(H,28,29)
• InChIKey: WLJNZVDCPSBLRP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(3-carboxy-2-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylic acid
• IUPAC Traditional name: pamoic acid
• Synonyms: 1,1′-Methylene-bis(2-hydroxy-3-naphthoic acid); 4,4′-Methylenebis(3-hydroxy-2-naphthoic acid); Pamoic acid; Pamoic acid; 4,4'-methylene-bis-[2-hydroxy-3-naphthoic acid]; 1,1'-Methylene-bis(2-hydroxy-3-naphthoic acid); EMBONIC ACID; Embonic acid; Pamoic acid; 4,4'-Methylenebis(3-hydroxy-2-naphthoic acid); 4,4'-Methylenebis(3-hydroxy-2-naphthoic acid); 4,4'-methylenebis(3-hydroxy-2-Naphthalenecarboxylic acid); 4,4'-Methylenebis[3-hydroxy-2-naphthalenecarboxylic Acid; 2,2'-Dihydroxy-1,1'-dinaphthylmethane-3,3'-dicarboxylic Acid; 4,4'-Methylenebis[3-hydroxy-2-naphthoic Acid]; KG 122; NSC 30188; NSC 40132; 4,4′-亚甲基二(3-羟基-2-萘甲酸); 亚甲基双羟萘酸; 帕莫酸; 扑酸; 帕莫酸

Database IDs

• CAS Number: 130-85-8
• EC Number: 204-998-0
• MDL Number: MFCD00004079
• Beilstein Number: 901319
• Merck Index: 147005
• PubChem SID: 24868634; 162091257
• PubChem CID: 8546
• CHEBI ID: 50186
• CHEMBL: 177880
• Chemspider ID: 8228
• MeSH Name: Pamoic+acid
• Unique Ingredient Identifier: 7RRQ8QZ38N
• Wikipedia Title: Pamoic_acid

CALCULATED PROPERTIES

• Log P: 6.0520287
• Molar Refractivity: 107.1698 cm^3
• Polarizability: 42.550995 Å^3
• Polar Surface Area: 115.06 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false
• Acid pKa: 2.3815763
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.5700001
• LogD (pH = 7.4): -0.95232564

PROPERTIES

Physical Property

• Solubility: Soluble in nitrobenzene, pyridine
• Melting Point: >300°C; ≥300 °C; ≥300 °C (dec.)
• Partition Coefficient: 6.169
• pKa: 2.675

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: QL2180000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R:36; R36/37/38
• Safety Statements: 26-36; 26-37; S:26; S26 S36
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• Main Hazard: Causes skin irritation; Causes serious eye irritation; May cause respiratory irritation
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... PTPN1(5770), PTPRF(5792)

Product Information

• Purity: ≥97.0% (T); 95+%; 97%; 99%
• Empirical Formula (Hill Notation): C23H16O6

DETAILS

MP Biomedicals - 02151030

Yellow crystals, used in preparation of repository derivatives of medicinal agents.

Sigma Aldrich - 45150

Packaging
100 g in poly bottle

Toronto Research Chemicals - P173500

Agonist of the orphan G protein-coupled receptor GPR35: a potent activator of extracellular signal-regulated kinase and β-arrestin2 with antinociceptive activity. Used as an inhibitor in the real-time fluorescence enzymatic characterization study of spec

REFERENCES

• Zhao, P. et al.: Mol. Pharmacol., 78, 560 (2010)
• Dorjsujen, D. et al.: Nuc. Acids Res., 37, e128 (2010)