Compound: PAMOIC ACID
SMILES: O=C(O)c1c(O)c(c2ccccc2c1)Cc3c(O)c(C(=O)O)cc4c3cccc4
InChIKey: WLJNZVDCPSBLRP-UHFFFAOYSA-N
Synonyms: PAMOIC ACID, 130-85-8, Embonic acid, 4,4'-Methylenebis(3-hydroxy-2-naphthoic acid), Pamosaeure, 2-Naphthalenecarboxylic acid, 4,4'-methylenebis[3-hydroxy-, 4-[(3-carboxy-2-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylic acid, 7RRQ8QZ38N, NSC-30188, DTXSID9048984, 2-Naphthalenecarboxylic acid, 4,4'-methylenebis(3-hydroxy-, 4,4'-methylenebis(3-hydroxynaphthalene-2-carboxylic acid), DTXCID9028910, CHEBI:50186, 4-((3-carboxy-2-hydroxynaphthalen-1-yl)methyl)-3-hydroxynaphthalene-2-carboxylic acid, RefChem:858447, 204-998-0, C23H16O6, NSC30188, MFCD00004079, 4,4'-methylenebis(3-hydroxy-2-naphthalenecarboxylic acid), 1,1'-Methylene-bis(2-hydroxy-3-naphthoic acid), CHEMBL177880, 2-Naphthoic acid, 4,4'-methylenebis(3-hydroxy-, NCGC00013369-03, 4-[(3-carboxy-2-hydroxy-1-naphthyl)methyl]-3-hydroxy-naphthalene-2-carboxylic acid, 4-[(3-carboxy-2-oxidanyl-naphthalen-1-yl)methyl]-3-oxidanyl-naphthalene-2-carboxylic acid, 4,4'-Methylen-bis-(3-hydroxy-2-naphthoesaeure), SMR000544945, 2-Naphthoic acid,4'-methylenebis[3-hydroxy-, EINECS 204-998-0, NSC 30188, UNII-7RRQ8QZ38N, 2-Naphthalenecarboxylic acid,4'-methylenebis[3-hydroxy-, BRN 0901319, AI3-14604, 4,4'-methylenedi(3-hydroxy-2-naphthoic acid), 4,4'-Methylen-bis-(3-hydroxy-2-naphthoesaeure, 3,3'-Dihydroxy-4,4'-methylenedi(2-naphthoic acid), Embonic acid, 98%, 1,1'-Dinaphthylmethan-2,2'-dihydroxy-3,3'-dicarbonsaeure, Pamoic acid (Standard), Embonic acid, Pamoic acid, PAMOIC ACID [MI], SCHEMBL5721, NCIStruc1_001097, NCIStruc2_001188, Oprea1_344667, 4-10-00-02362 (Beilstein Handbook Reference), cid_25096, MLS004773913, MLS006011716, PAMOIC ACID [USP-RS], PAMOIC ACID [WHO-DD], GTPL2920, orb3137141, SCHEMBL29362189, SCHEMBL30293206, SCHEMBL30293211, BDBM38549, GLXC-08141, HMS3749I13, Pamoic acid, >=97.0% (T), CS-B1767, HY-W008613R, NCI30188, NSC40132, Tox21_113446, AC8068, CCG-37117, MSK163179, NCGC00013369, NSC-40132, STK793148, AKOS002347371, EBC-459082, FP26746, HY-W008613, KS-5172, NCGC00013369-02, NCGC00013369-07, NCGC00096485-01, NCGC00096485-02, CAS-130-85-8, NCI60_002537, SY038966, DB-014958, DS-005180, NS00005701, P0761, ST50307984, F240914, L019618, Q411413, BRD-K82118441-001-03-7, 4,4?-METHYLENEBIS(3-HYDROXY-2-NAPHTHOIC ACID), 2,2'-Dihydroxy-1,1'-dinaphthylmethane-3,3'-dicarboxylic acid, 4,4'-methanediylbis(3-hydroxynaphthalene-2-carboxylic acid), Pamoic acid, United States Pharmacopeia (USP) Reference Standard, 4,4 inverted exclamation mark -Methylenebis(3-hydroxy-2-naphthoic Acid), Pamoic Acid, Pharmaceutical Secondary Standard; Certified Reference Material, 4-[(3-carboxy-2-hydroxynaphthyl)methyl]-3-hydroxynaphthalene-2-carboxylic acid, 108626-78-4, 4-[(3-carboxy-2-hydroxy-1-naphthalenyl)methyl]-3-hydroxy-2-naphthalenecarboxylic acid;2-[2-[4-[(4-chlorophenyl)-phenylmethyl]-1-piperazinyl]ethoxy]ethanol, 4-[(3-carboxy-2-hydroxy-1-naphthyl)methyl]-3-hydroxy-2-naphthoic acid;2-[2-[4-[(4-chlorophenyl)-phenyl-methyl]piperazino]ethoxy]ethanol, 4-[(3-carboxy-2-oxidanyl-naphthalen-1-yl)methyl]-3-oxidanyl-naphthalene-2-carboxylic acid;2-[2-[4-[(4-chlorophenyl)-phenyl-methyl]piperazin-1-yl]ethoxy]ethanol
Theoretical properties:
molecular_formula: C23H16O6
molecular_weight: 388.4 g/mol
exact_mass: 388.09468823 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 4
heavy_atom_count: 29
topological_polar_surface_area: 115 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Pamoic acid is a dicarboxylic acid. It is functionally related to a 2-naphthoic acid. It is a conjugate acid of a pamoate(2-).
chembl: PAMOIC ACID is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Pamoic acid, also called embonic acid, is a 2-Naphthoic acid derivative.  Salts and esters of pamoic acid are known as pamoates or embonates.  It can be prepared by the reaction of 3-hydroxy-2-naphthoic acid with formaldehyde.  
In pharmacology, the salt form of pamoic acid (pamoate ion) can be used as a counterion of a drug compound to affect the dissolution rate of the drug.  The presence of multiple oxygen atoms enables significant hydrogen bonding to occur. Hydrogen bonds facilitate the dissolution of compounds in water.  Pharmaceutical drugs formulated this way include cycloguanil pamoate, hydroxyzine pamoate, imipramine pamoate, olanzapine pamoate hydrate, oxantel pamoate, pyrantel pamoate, and pyrvinium pamoate.
Pamoic acid has agonist activity for the orphan G protein-coupled receptor GPR35 by which it activates ERK and beta-arrestin2, and causes antinociceptive activity.