Pamoic acid | CAS#130-85-8 | GPR35 agonist

Pamoic acid
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 561642

CAS#: 130-85-8

Description: Pamoic acid is an agonist of the orphan G protein-coupled receptor GPR35. It activates ERK and beta-arrestin2 and causes antinociceptive activity.

Chemical Structure

Pamoic acid

CAS# 130-85-8

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 561642
Name: Pamoic acid
CAS#: 130-85-8
Chemical Formula: C23H16O6
Exact Mass: 388.09
Molecular Weight: 388.375
Elemental Analysis: C, 71.13; H, 4.15; O, 24.72

Price and Availability

Size	Price	Availability
50g	USD 250	2 weeks
100g	USD 450	2 weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Pamoic acid; Embonic acid; NSC-30188; NSC 30188; NSC30188;

IUPAC/Chemical Name: 4,4'-Methylenebis(3-hydroxy-2-naphthoic acid)

InChi Key: WLJNZVDCPSBLRP-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: O=C(O)C1=C(O)C(CC2=C3C=CC=CC3=CC(C(O)=O)=C2O)=C4C=CC=CC4=C1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:

Product Data

Instruction:

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Biological target:	Pamoic acid is a potent GPR35 agonist with an EC50 of 79 nM.
In vitro activity:	To confirm that pamoic acid also activates GPR35 from other species, HEK293 cells were transiently cotransfected with plasmids for untagged mouse GPR35 and βarr2-GFP. Application of either pamoic acid (1 μM) or zaprinast (5 μM) induced trafficking of βarr2-GFP (Supplemental Fig. S5) was prevented by coincubation with CID2745687. Reference: Mol Pharmacol. 2010 Oct;78(4):560-8. https://pubmed.ncbi.nlm.nih.gov/20826425/
In vivo activity:	This study shows in a mouse model of stroke that GPR35 activation by pamoic acid is neuroprotective. Pharmacological inhibition of GPR35 reveals that pamoic acid reduces infarcts size in a GPR35 dependent manner. The flowcytometric analysis shows the expression of GPR35 on the infiltrating monocytes/macrophages and neutrophils in the ischemic brain. Pamoic acid treatment results in a preferential increment of noninflammatory Ly-6CLo monocytes/macrophages in the ischemic brain along with the reduced neutrophil counts. Reference: Sci Rep. 2020 Jun 10;10(1):9400. https://pubmed.ncbi.nlm.nih.gov/32523084/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	25.1	87.04

Preparing Stock Solutions

The following data is based on the product molecular weight 388.38 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:	1. Zhao P, Sharir H, Kapur A, Cowan A, Geller EB, Adler MW, Seltzman HH, Reggio PH, Heynen-Genel S, Sauer M, Chung TD, Bai Y, Chen W, Caron MG, Barak LS, Abood ME. Targeting of the orphan receptor GPR35 by pamoic acid: a potent activator of extracellular signal-regulated kinase and β-arrestin2 with antinociceptive activity. Mol Pharmacol. 2010 Oct;78(4):560-8. doi: 10.1124/mol.110.066746. Epub 2010 Jul 22. PMID: 20826425; PMCID: PMC2981393. 2. De Leo F, Rossi A, De Marchis F, Cigana C, Melessike M, Quilici G, De Fino I, Mantonico MV, Fabris C, Bragonzi A, Bianchi ME, Musco G. Pamoic acid is an inhibitor of HMGB1·CXCL12 elicited chemotaxis and reduces inflammation in murine models of Pseudomonas aeruginosa pneumonia. Mol Med. 2022 Sep 7;28(1):108. doi: 10.1186/s10020-022-00535-z. PMID: 36071400; PMCID: PMC9449960. 3. Sharmin O, Abir AH, Potol A, Alam M, Banik J, Rahman AFMT, Tarannum N, Wadud R, Habib ZF, Rahman M. Activation of GPR35 protects against cerebral ischemia by recruiting monocyte-derived macrophages. Sci Rep. 2020 Jun 10;10(1):9400. doi: 10.1038/s41598-020-66417-8. PMID: 32523084; PMCID: PMC7287103.
In vitro protocol:	1. Zhao P, Sharir H, Kapur A, Cowan A, Geller EB, Adler MW, Seltzman HH, Reggio PH, Heynen-Genel S, Sauer M, Chung TD, Bai Y, Chen W, Caron MG, Barak LS, Abood ME. Targeting of the orphan receptor GPR35 by pamoic acid: a potent activator of extracellular signal-regulated kinase and β-arrestin2 with antinociceptive activity. Mol Pharmacol. 2010 Oct;78(4):560-8. doi: 10.1124/mol.110.066746. Epub 2010 Jul 22. PMID: 20826425; PMCID: PMC2981393.
In vivo protocol:	1. De Leo F, Rossi A, De Marchis F, Cigana C, Melessike M, Quilici G, De Fino I, Mantonico MV, Fabris C, Bragonzi A, Bianchi ME, Musco G. Pamoic acid is an inhibitor of HMGB1·CXCL12 elicited chemotaxis and reduces inflammation in murine models of Pseudomonas aeruginosa pneumonia. Mol Med. 2022 Sep 7;28(1):108. doi: 10.1186/s10020-022-00535-z. PMID: 36071400; PMCID: PMC9449960. 2. Sharmin O, Abir AH, Potol A, Alam M, Banik J, Rahman AFMT, Tarannum N, Wadud R, Habib ZF, Rahman M. Activation of GPR35 protects against cerebral ischemia by recruiting monocyte-derived macrophages. Sci Rep. 2020 Jun 10;10(1):9400. doi: 10.1038/s41598-020-66417-8. PMID: 32523084; PMCID: PMC7287103.

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1: Park EJ, Amatya S, Kim MS, Park JH, Seol E, Lee H, Shin YH, Na DH. Long-acting injectable formulations of antipsychotic drugs for the treatment of schizophrenia. Arch Pharm Res. 2013 Jun;36(6):651-9. doi: 10.1007/s12272-013-0105-7. Epub 2013 Apr 1. Review. PubMed PMID: 23543652.

2: Anderson G, Maes M, Berk M. Inflammation-related disorders in the tryptophan catabolite pathway in depression and somatization. Adv Protein Chem Struct Biol. 2012;88:27-48. doi: 10.1016/B978-0-12-398314-5.00002-7. Review. PubMed PMID: 22814705.

3: Neubig RR. Mind your salts: when the inactive constituent isn't. Mol Pharmacol. 2010 Oct;78(4):558-9. doi: 10.1124/mol.110.067645. Epub 2010 Jul 22. Review. PubMed PMID: 20651116.

4: De Saint-Hubert M, Prinsen K, Mortelmans L, Verbruggen A, Mottaghy FM. Molecular imaging of cell death. Methods. 2009 Jun;48(2):178-87. doi: 10.1016/j.ymeth.2009.03.022. Epub 2009 Apr 9. Review. PubMed PMID: 19362149.

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