MedKoo Cat#: 145106 | Name: KH-176M

Description:

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

KH176m is a selective inhibitor of microsomal prostaglandin E synthase-1 (mPGES-1). KH176m effectively suppresses mPGES-1 expression and inhibits the growth of DU145-derived spheroids, while having no effect on low mPGES-1 expressing cells like LNCaP. KH176m, functioning as an antioxidant and redox activator, is efficient in protecting against cardiac oxidative stress is dependent on the duration of ischemia. KH176m has potential as a therapeutic agent in mitigating acute cardiac IRI.

Chemical Structure

KH-176M
KH-176M
CAS#2095304-61-1

Theoretical Analysis

MedKoo Cat#: 145106

Name: KH-176M

CAS#: 2095304-61-1

Chemical Formula: C19H28N2O4

Exact Mass: 348.2049

Molecular Weight: 348.44

Elemental Analysis: C, 65.49; H, 8.10; N, 8.04; O, 18.37

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
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
More Info

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.

Recalculate based on batch purity %
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.