Synonym
KH-176M; KH 176M; KH176M;
IUPAC/Chemical Name
(S)-2-hydroxy-2-methyl-N-((R)-piperidin-3-yl)-4-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)butanamide
InChi Key
LEKUGUATSGETDB-KUHUBIRLSA-N
InChi Code
1S/C19H28N2O4/c1-11-12(2)17(23)15(13(3)16(11)22)7-8-19(4,25)18(24)21-14-6-5-9-20-10-14/h14,20,25H,5-10H2,1-4H3,(H,21,24)/t14-,19+/m1/s1
SMILES Code
CC1=C(C)C(=O)C(CC[C@](C)(O)C(=O)N[C@@H]2CCCNC2)=C(C)C1=O
Appearance
To be determined
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
348.44
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: Jiang X, Renkema H, Smeitink J, Beyrath J. Sonlicromanol's active metabolite KH176m normalizes prostate cancer stem cell mPGES-1 overexpression and inhibits cancer spheroid growth. PLoS One. 2021 Jul 9;16(7):e0254315. doi: 10.1371/journal.pone.0254315. PMID: 34242345; PMCID: PMC8270194.
2: Xiao Y, Yim K, Zhang H, Bakker D, Nederlof R, Smeitink JAM, Renkema H, Hollmann MW, Weber NC, Zuurbier CJ. The Redox Modulating Sonlicromanol Active Metabolite KH176m and the Antioxidant MPG Protect Against Short-Duration Cardiac Ischemia-Reperfusion Injury. Cardiovasc Drugs Ther. 2021 Aug;35(4):745-758. doi: 10.1007/s10557-021-07189-9. Epub 2021 Apr 29. PMID: 33914182; PMCID: PMC8266721.
3: Jiang X, Renkema H, Pennings B, Pecheritsyna S, Schoeman JC, Hankemeier T, Smeitink J, Beyrath J. Mechanism of action and potential applications of selective inhibition of microsomal prostaglandin E synthase-1-mediated PGE2 biosynthesis by sonlicromanol's metabolite KH176m. Sci Rep. 2021 Jan 13;11(1):880. doi: 10.1038/s41598-020-79466-w. PMID: 33441600; PMCID: PMC7806836.