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

MedKoo CAT#: 510310

CAS#: 4727-31-5

Description: Kartogenin induces the selective differentiation of multipotent mesenchymal stem cells (MSCs) into chondrocytes. Kartogenin binds to filamin A, and disrupts the specific interaction between filamin A and CBFβ (core-binding factor β subunit). Apparently, kartogenin induces chondrogenesis by regulating the nuclear localization of CBFβ.


Chemical Structure

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Kartogenin
CAS# 4727-31-5

Theoretical Analysis

MedKoo Cat#: 510310
Name: Kartogenin
CAS#: 4727-31-5
Chemical Formula: C20H15NO3
Exact Mass: 317.11
Molecular Weight: 317.344
Elemental Analysis: C, 75.70; H, 4.76; N, 4.41; O, 15.13

Price and Availability

Size Price Availability Quantity
50mg USD 250
100mg USD 450
200mg USD 750
500mg USD 950
1g USD 1650
2g USD 2850
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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

Appearance: Solid powder

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

More Info:          

Product Data:
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/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. 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

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.

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
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.

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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.