ChemicalBook--->CAS DataBase List--->4727-31-5

4727-31-5

4727-31-5 Structure

4727-31-5 Structure
IdentificationBack Directory
[Name]

KGN
[CAS]

4727-31-5
[Synonyms]

KGN
100822
CS-612
Kartogenin
KGN USP/EP/BP
Kartogenin(KGN)
4'-Phenylphthalanilic Acid
n-Biphenyl-4-yl-phthalamic acid
4′-Phenyl-phthalanilic acid (8CI)
2-[(Biphenyl-4-yl)carbaMoyl]benzoic Acid
2-[(4-phenylphenyl)carbamoyl]benzoic Acid
2-([1,1'-biphenyl]-4-ylcarbaMoyl)benzoic acid
2-[([1,1'-Biphenyl]-4-ylaMino)carbonyl]benzoic Acid
Benzoic acid, 2-[([1,1'-biphenyl]-4-ylamino)carbonyl]-
[Molecular Formula]

C20H15NO3
[MDL Number]

MFCD00560510
[MOL File]

4727-31-5.mol
[Molecular Weight]

317.338
Chemical PropertiesBack Directory
[Melting point ]

272 °C
[Boiling point ]

464.4±38.0 °C(Predicted)
[density ]

1.289±0.06 g/cm3(Predicted)
[storage temp. ]

room temp
[solubility ]

DMSO: >15mg/mL
[form ]

powder
[pka]

3.45±0.36(Predicted)
[color ]

White
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
[InChIKey]

SLUINPGXGFUMLL-UHFFFAOYSA-N
Safety DataBack Directory
[Hazard Codes ]

Xn,N
[Risk Statements ]

22-36-50/53
[Safety Statements ]

60-61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[HS Code ]

2916310090
Hazard InformationBack Directory
[Description]

Kartogenin potently induces differentiation of human mesenchymal stem cells into chondrocytes with an EC50 value of 100 nM. Kartogenin induces chondrogenesis by binding the actin-binding protein, filamin A, which disrupts its interaction with the transcription factor core-binding factor β subunit (CBFβ). When dissociated from filamin A, CBFβ translocates to the nucleus and forms a transcriptional complex with the runt-related transcription factor RUNX1, which enables chondrocyte differentiation. Kartogenin has been shown to promote cartilage repair in a mouse model of osteoarthritis and to protect against cytokine-induced damage in osteoarthritic bovine articular chondrocytes in vitro.
[Uses]

Kartogenin is a potent, selective, and non-cytotoxic downstream RUNX1 and RUNX2 modulator. Kartogenin causes mesenchymal stem cells found in joints to differentiate into chondrocyte cells that can build cartilage where it has been destroyed.
[Biochem/physiol Actions]

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.
[storage]

+4°C
[References]

1) Johnson et al. (2012), A stem cell-based approach to cartilage repair; Science, 336 717
Spectrum DetailBack Directory
[Spectrum Detail]

KGN(4727-31-5)MS
KGN(4727-31-5)1HNMR
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