Synonym
OBA-09; OBA 09; OBA09;
IUPAC/Chemical Name
O-Pyruvoylsalicylic acid
InChi Key
ULWCDKMLERRCJA-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H8O5/c1-6(11)10(14)15-8-5-3-2-4-7(8)9(12)13/h2-5H,1H3,(H,12,13)
SMILES Code
O=C(O)C1=CC=CC=C1OC(C(C)=O)=O
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
Biological target:
OBA-09, a simple ester of pyruvate and salicylic acid, is potent multi-modal neuroprotectant.
In vitro activity:
The inductions of proinflammatory markers were also inhibited by OBA-09 in LPS-treated BV2 cells (a microglia cell line) and in LPS-treated-primary neutrophils, possibly due to the suppression of NF-κB activity. Interestingly, the anti-inflammatory effect of OBA-09 was greater than that of equivalent co-treatment with pyruvate and salicylic acid.
Reference: Brain Res. 2013 Aug 28;1528:68-79. https://pubmed.ncbi.nlm.nih.gov/23850644/
In vivo activity:
OBA-09 exhibited antioxidative effects in the postischemic brain, which was evidenced by remarkable reduction of lipid peroxidation and 4-hydroxy-2-nonenal staining in OBA-09-administered animals. High-performance liquid chromatography results demonstrated that OBA-09 was hydrolyzed to salicylic acid and pyruvate with t(1/2) = 43 min in serum and 4.2 h in brain parenchyma, indicating that antioxidative function of OBA-09 is executed by itself and also by salicylic acid after the hydrolysis. In addition to antioxidative function, OBA-09 exerts anti-excitotoxic and anti-Zn(2+)-toxic functions, which might be attributed to attenuation of ATP and nicotinamide adenine dinucleotide depletion and to the suppression of nuclear factor-κB activity induction.
Reference: Mol Pharmacol. 2011 Feb;79(2):220-8. https://pubmed.ncbi.nlm.nih.gov/21036874/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMF |
30.0 |
144.11 |
| DMSO |
70.0 |
336.27 |
| Ethanol |
80.0 |
384.30 |
| PBS (pH 7.2) |
2.7 |
12.97 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
208.17
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. da Silva MP, Silva VO, Pasetto S, Ando-Suguimoto ES, Kawamoto D, Mata GMSC, Murata RM, Mayer MPA, Chen C. Aggregatibacter actinomycetemcomitans Outer Membrane Proteins 29 and 29 Paralogue Induce Evasion of Immune Response. Front Oral Health. 2022 Feb 3;3:835902. doi: 10.3389/froh.2022.835902. PMID: 35187533; PMCID: PMC8851312.
2. Lee HK, Kim SW, Jin Y, Kim ID, Park JY, Yoon SH, Lee JK. Anti-inflammatory effects of OBA-09, a salicylic acid/pyruvate ester, in the postischemic brain. Brain Res. 2013 Aug 28;1528:68-79. doi: 10.1016/j.brainres.2013.06.026. Epub 2013 Jul 11. PMID: 23850644.
3. Kim SW, Kim HJ, Shin JH, Kim ID, Lee JE, Han PL, Yoon SH, Lee JK. Robust protective effects of a novel multimodal neuroprotectant oxopropanoyloxy benzoic acid (a salicylic acid/pyruvate ester) in the postischemic brain. Mol Pharmacol. 2011 Feb;79(2):220-8. doi: 10.1124/mol.110.067520. Epub 2010 Oct 29. PMID: 21036874.
In vitro protocol:
1. da Silva MP, Silva VO, Pasetto S, Ando-Suguimoto ES, Kawamoto D, Mata GMSC, Murata RM, Mayer MPA, Chen C. Aggregatibacter actinomycetemcomitans Outer Membrane Proteins 29 and 29 Paralogue Induce Evasion of Immune Response. Front Oral Health. 2022 Feb 3;3:835902. doi: 10.3389/froh.2022.835902. PMID: 35187533; PMCID: PMC8851312.
2. Lee HK, Kim SW, Jin Y, Kim ID, Park JY, Yoon SH, Lee JK. Anti-inflammatory effects of OBA-09, a salicylic acid/pyruvate ester, in the postischemic brain. Brain Res. 2013 Aug 28;1528:68-79. doi: 10.1016/j.brainres.2013.06.026. Epub 2013 Jul 11. PMID: 23850644.
In vivo protocol:
1. Lee HK, Kim SW, Jin Y, Kim ID, Park JY, Yoon SH, Lee JK. Anti-inflammatory effects of OBA-09, a salicylic acid/pyruvate ester, in the postischemic brain. Brain Res. 2013 Aug 28;1528:68-79. doi: 10.1016/j.brainres.2013.06.026. Epub 2013 Jul 11. PMID: 23850644.
2. Kim SW, Kim HJ, Shin JH, Kim ID, Lee JE, Han PL, Yoon SH, Lee JK. Robust protective effects of a novel multimodal neuroprotectant oxopropanoyloxy benzoic acid (a salicylic acid/pyruvate ester) in the postischemic brain. Mol Pharmacol. 2011 Feb;79(2):220-8. doi: 10.1124/mol.110.067520. Epub 2010 Oct 29. PMID: 21036874.
1: Rigolin MSM, de Avila ED, Basso FG, Hebling J, de S Costa CA, Mollo Junior FA. Effect of different implant abutment surfaces on OBA-09 epithelial cell adhesion. Microsc Res Tech. 2017 Dec;80(12):1304-1309. doi: 10.1002/jemt.22941. Epub 2017 Aug 30. PubMed PMID: 28856765.
2: Lee HK, Kim SW, Jin Y, Kim ID, Park JY, Yoon SH, Lee JK. Anti-inflammatory effects of OBA-09, a salicylic acid/pyruvate ester, in the postischemic brain. Brain Res. 2013 Aug 28;1528:68-79. doi: 10.1016/j.brainres.2013.06.026. Epub 2013 Jul 11. PubMed PMID: 23850644.
3: Kim SW, Kim HJ, Shin JH, Kim ID, Lee JE, Han PL, Yoon SH, Lee JK. Robust protective effects of a novel multimodal neuroprotectant oxopropanoyloxy benzoic acid (a salicylic acid/pyruvate ester) in the postischemic brain. Mol Pharmacol. 2011 Feb;79(2):220-8. doi: 10.1124/mol.110.067520. Epub 2010 Oct 29. PubMed PMID: 21036874.
4: da Silva MP, Silva VO, Pasetto S, Ando-Suguimoto ES, Kawamoto D, Mata GMSC, Murata RM, Mayer MPA, Chen C. Aggregatibacter actinomycetemcomitans Outer Membrane Proteins 29 and 29 Paralogue Induce Evasion of Immune Response. Front Oral Health. 2022 Feb 3;3:835902. doi: 10.3389/froh.2022.835902. PMID: 35187533; PMCID: PMC8851312.
