Synonym
2(Biphenyl4yl)carbamoylbenzoic acid 4Phenylphthalanilic acid (8CI) KGN.
IUPAC/Chemical Name
2-([1,1'-biphenyl]-4-ylcarbamoyl)benzoic acid
InChi Key
SLUINPGXGFUMLL-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H15NO3/c22-19(17-8-4-5-9-18(17)20(23)24)21-16-12-10-15(11-13-16)14-6-2-1-3-7-14/h1-13H,(H,21,22)(H,23,24)
SMILES Code
O=C(O)C1=CC=CC=C1C(NC2=CC=C(C3=CC=CC=C3)C=C2)=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, not in water
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:
Kartogenin (KGN) is an inducer of differentiation of human mesenchymal stem cells into chondrocytes, with an EC50 of 100 nM.
In vitro activity:
KGN (kartogenin) enhanced the osteogenic differentiation capacity of BMMSCs without affecting cell proliferation, during which autophagic activities and the expression of autophagy-related genes were promoted. Moreover, KGN upregulated the phosphorylation level of the Smad1/5/9 signaling, and inhibition and activation of Smad signaling were also applied to validate the involvement of Smad in BMMSCs during KGN treatment.
Reference: Stem Cells Int. 2022 Dec 22;2022:1278921. https://pubmed.ncbi.nlm.nih.gov/36591373/
In vivo activity:
Injection of kartogenin delayed catagen phase and increased regenerated hair length in mice in vivo.
Reference: Int J Med Sci. 2022 Mar 6;19(3):537-545. https://pubmed.ncbi.nlm.nih.gov/35370470/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMF |
30.0 |
94.53 |
| DMSO |
41.7 |
131.35 |
| DMSO:PBS (pH 7.2) (1:1) |
0.5 |
1.58 |
| Ethanol |
16.9 |
53.36 |
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
317.34
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. Yan H, Yu T, Li J, Zhang T, Li Q, Zhou Y, Liu D. Kartogenin Improves Osteogenesis of Bone Marrow Mesenchymal Stem Cells via Autophagy. Stem Cells Int. 2022 Dec 22;2022:1278921. doi: 10.1155/2022/1278921. PMID: 36591373; PMCID: PMC9800103.
2. Xie A, Xue J, Wang Y, Yang C, Xu M, Jiang Y. Kartogenin Induced Adipose-Derived Stem Cell Exosomes Enhance the Chondrogenic Differentiation Ability of Adipose-Derived Stem Cells. Dis Markers. 2022 Aug 29;2022:6943630. doi: 10.1155/2022/6943630. PMID: 36072901; PMCID: PMC9444430.
3. Chen Y, Zhou L, Ding Y, Yang X, Jing J, Wu X, Zhang J, Lu Z. Kartogenin regulates hair growth and hair cycling transition. Int J Med Sci. 2022 Mar 6;19(3):537-545. doi: 10.7150/ijms.68434. PMID: 35370470; PMCID: PMC8964329.
4. Hou M, Zhang Y, Zhou X, Liu T, Yang H, Chen X, He F, Zhu X. Kartogenin prevents cartilage degradation and alleviates osteoarthritis progression in mice via the miR-146a/NRF2 axis. Cell Death Dis. 2021 May 13;12(5):483. doi: 10.1038/s41419-021-03765-x. PMID: 33986262; PMCID: PMC8119954.
In vitro protocol:
1. Yan H, Yu T, Li J, Zhang T, Li Q, Zhou Y, Liu D. Kartogenin Improves Osteogenesis of Bone Marrow Mesenchymal Stem Cells via Autophagy. Stem Cells Int. 2022 Dec 22;2022:1278921. doi: 10.1155/2022/1278921. PMID: 36591373; PMCID: PMC9800103.
2. Xie A, Xue J, Wang Y, Yang C, Xu M, Jiang Y. Kartogenin Induced Adipose-Derived Stem Cell Exosomes Enhance the Chondrogenic Differentiation Ability of Adipose-Derived Stem Cells. Dis Markers. 2022 Aug 29;2022:6943630. doi: 10.1155/2022/6943630. PMID: 36072901; PMCID: PMC9444430.
In vivo protocol:
1. Chen Y, Zhou L, Ding Y, Yang X, Jing J, Wu X, Zhang J, Lu Z. Kartogenin regulates hair growth and hair cycling transition. Int J Med Sci. 2022 Mar 6;19(3):537-545. doi: 10.7150/ijms.68434. PMID: 35370470; PMCID: PMC8964329.
2. Hou M, Zhang Y, Zhou X, Liu T, Yang H, Chen X, He F, Zhu X. Kartogenin prevents cartilage degradation and alleviates osteoarthritis progression in mice via the miR-146a/NRF2 axis. Cell Death Dis. 2021 May 13;12(5):483. doi: 10.1038/s41419-021-03765-x. PMID: 33986262; PMCID: PMC8119954.
1: Wang J, Zhou J, Zhang N, Zhang X, Li Q. A heterocyclic molecule kartogenin induces collagen synthesis of human dermal fibroblasts by activating the smad4/smad5 pathway. Biochem Biophys Res Commun. 2014 Jul 18;450(1):568-74. doi: 10.1016/j.bbrc.2014.06.016. Epub 2014 Jun 10. PubMed PMID: 24928394.
2: Mobasheri A. The future of osteoarthritis therapeutics: emerging biological therapy. Curr Rheumatol Rep. 2013 Dec;15(12):385. doi: 10.1007/s11926-013-0385-4. Review. PubMed PMID: 24170255; PubMed Central PMCID: PMC3837192.
3: Hayek A, Kerstetter-Fogle AE, Sachlos E, Bollenbach T. Kartogenin: a game-changer in regenerative medicine. Regen Med. 2012 Jul;7(4):475. PubMed PMID: 22993885.
4: Marini JC, Forlino A. Replenishing cartilage from endogenous stem cells. N Engl J Med. 2012 Jun 28;366(26):2522-4. doi: 10.1056/NEJMcibr1204283. PubMed PMID: 22738103.
5: Johnson K, Zhu S, Tremblay MS, Payette JN, Wang J, Bouchez LC, Meeusen S, Althage A, Cho CY, Wu X, Schultz PG. A stem cell-based approach to cartilage repair. Science. 2012 May 11;336(6082):717-21. doi: 10.1126/science.1215157. Epub 2012 Apr 5. PubMed PMID: 22491093.
