Synonym
KH064; KH 064; KH-064; 5-BPP acid; sPLA2 Inhibitor
IUPAC/Chemical Name
(4S)-4-(7-phenylheptanoylamino)-5-[4-(phenylmethoxy)phenyl]pentanoic acid
InChi Key
KWLUIYFCMHKLKY-NDEPHWFRSA-N
InChi Code
InChI=1S/C31H37NO4/c33-30(16-10-2-1-5-11-25-12-6-3-7-13-25)32-28(19-22-31(34)35)23-26-17-20-29(21-18-26)36-24-27-14-8-4-9-15-27/h3-4,6-9,12-15,17-18,20-21,28H,1-2,5,10-11,16,19,22-24H2,(H,32,33)(H,34,35)/t28-/m0/s1
SMILES Code
O=C(O)CC[C@H](NC(CCCCCCC1=CC=CC=C1)=O)CC2=CC=C(OCC3=CC=CC=C3)C=C2
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
487.64
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: Kim RR, Malde AK, Nematollahi A, Scott KF, Church WB. Molecular dynamics simulations reveal structural insights into inhibitor binding modes and functionality in human group IIA phospholipase A(2). Proteins. 2017 Jan 5. doi: 10.1002/prot.25235. [Epub ahead of print] PubMed PMID: 28056488.
2: Yang X, Sheng W, Ridgley DM, Haidekker MA, Sun GY, Lee JC. Astrocytes regulate α-secretase-cleaved soluble amyloid precursor protein secretion in neuronal cells: Involvement of group IIA secretory phospholipase A2. Neuroscience. 2015 Aug 6;300:508-17. doi: 10.1016/j.neuroscience.2015.05.052. PubMed PMID: 26037803; PubMed Central PMCID: PMC4485573.
3: Iyer A, Lim J, Poudyal H, Reid RC, Suen JY, Webster J, Prins JB, Whitehead JP, Fairlie DP, Brown L. An inhibitor of phospholipase A2 group IIA modulates adipocyte signaling and protects against diet-induced metabolic syndrome in rats. Diabetes. 2012 Sep;61(9):2320-9. doi: 10.2337/db11-1179. PubMed PMID: 22923652; PubMed Central PMCID: PMC3425408.
4: Levick S, Loch D, Rolfe B, Reid RC, Fairlie DP, Taylor SM, Brown L. Antifibrotic activity of an inhibitor of group IIA secretory phospholipase A2 in young spontaneously hypertensive rats. J Immunol. 2006 Jun 1;176(11):7000-7. PubMed PMID: 16709861.
5: Gregory LS, Kelly WL, Reid RC, Fairlie DP, Forwood MR. Inhibitors of cyclo-oxygenase-2 and secretory phospholipase A2 preserve bone architecture following ovariectomy in adult rats. Bone. 2006 Jul;39(1):134-42. PubMed PMID: 16473054.
