Synonym
3-(4-octadecylbenzoyl)acrylic acid; 3-Obaa; 3 Obaa; 3Obaa; 4-Oxo-4-(3-(1-propylpentadecyl)phenyl)-2-butenoic acid; OBBA; 3-(4-Octadecyl)benzoylacrylic acid
IUPAC/Chemical Name
(E)-4-(3-(octadecan-4-yl)phenyl)-4-oxobut-2-enoic acid
InChi Key
OLTDVZPGSDCOGR-QURGRASLSA-N
InChi Code
InChI=1S/C28H44O3/c1-3-5-6-7-8-9-10-11-12-13-14-15-18-24(17-4-2)25-19-16-20-26(23-25)27(29)21-22-28(30)31/h16,19-24H,3-15,17-18H2,1-2H3,(H,30,31)/b22-21+
SMILES Code
CCCCCCCCCCCCCCC(CCC)c1cccc(c1)C(=O)\C=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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
428.66
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 |
1. Kethineedi VR, Crivat G, Tarr MA, Rosenzweig Z. Quantum dot-NBD-liposome luminescent probes for monitoring phospholipase A2 activity. Anal Bioanal Chem. 2013 Dec;405(30):9729-37. doi: 10.1007/s00216-013-7422-z. Epub 2013 Oct 31. PMID: 24173659.
2. Sabirsh A, Bristulf J, Karlsson U, Owman C, Haeggström JZ. Non-specific effects of leukotriene synthesis inhibitors on HeLa cell physiology. Prostaglandins Leukot Essent Fatty Acids. 2005 Dec;73(6):431-40. doi: 10.1016/j.plefa.2005.08.004. Epub 2005 Sep 19. PMID: 16171988.
3. Nofer JR, Junker R, Walter M, Seedorf U, Assmann G, Zidek W, Tepel M. Phospholipase A(2) is involved in thapsigargin-induced sodium influx in human lymphocytes. Arch Biochem Biophys. 2000 Feb 15;374(2):213-21. doi: 10.1006/abbi.1999.1588. PMID: 10666300.
4. Abate A, Giessler J, Giessler C, Pönicke K, Hirschelmann R, Nuhn P. Inhibition of mediator release from anaphylactic guinea pig hearts by the novel phospholipase A2 inhibitor 3-(4-octadecylbenzoyl) acrylic acid. Inflamm Res. 1997 Aug;46 Suppl 2:S137-8. doi: 10.1007/s000110050143. PMID: 9297549.
5. Stanton PK. Phospholipase A2 activation is not required for long-term synaptic depression. Eur J Pharmacol. 1995 Feb 6;273(3):R7-9. doi: 10.1016/0014-2999(95)00022-d. PMID: 7737325.
