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SML0370

Sigma-Aldrich

Kartogenin

≥98% (HPLC)

Synonyme(s) :

2-[(Biphenyl-4-yl)carbamoyl]benzoic acid, 4′-Phenyl-phthalanilic acid (8CI), KGN

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About This Item

Formule empirique (notation de Hill):
C20H15NO3
Numéro CAS:
4727-31-5
Poids moléculaire :
317.34
Numéro MDL:
MFCD00560510
Code UNSPSC :
12352200
ID de substance PubChem :
329825371
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Solubilité

DMSO: >15 mg/mL

Température de stockage

room temp

Chaîne SMILES 

O=C(NC1=CC=C(C2=CC=CC=C2)C=C1)C(C=CC=C3)=C3C(O)=O

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)

Clé InChI

SLUINPGXGFUMLL-UHFFFAOYSA-N

Actions biochimiques/physiologiques

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.
Kartogenin is a small heterocyclic compound. It is involved in regulating runt-related transcription factor 1 (RUNX1), which plays an important role in chondrocyte proliferation and survival.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

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Hanyong Jin et al.
PloS one, 11(7), e0159112-e0159112 (2016-07-16)
Anti-Müllerian hormone (AMH) is required for proper sexual differentiation by regulating the regression of the Müllerian ducts in males. Recent studies indicate that AMH could be an important factor for maintaining the ovarian reserve. However, the mechanisms of AMH regulation
He Huang et al.
The American journal of sports medicine, 45(14), 3289-3297 (2017-09-02)
The meniscus is one of the most commonly injured parts of the body, and meniscal healing is difficult. Kartogenin (KGN) induces tendon stem cells (TSCs) to differentiate into cartilage cells in vitro and form meniscus-like tissue in vivo. A damaged
Chun Liu et al.
Tissue engineering. Part A, 24(11-12), 990-1000 (2017-12-29)
Articular cartilage has poor capability of regeneration due to the avascular surrounding and low metabolic activity. Kartogenin (KGN), an emerging nonprotein heterocyclic compound, was screened to stimulate chondrogenic differentiation of bone mesenchymal stem cells (BMSCs). Coculturing BMSCs and chondrocytes was
Mei Zhang et al.
Cell death & disease, 8(10), e3088-e3088 (2017-10-06)
Oxidative stress impairs follicular development by inducing granulosa cell (GC) apoptosis, which involves enhancement of the transcriptional activity of the pro-apoptotic factor Forkhead box O1 (FoxO1). However, the mechanism by which oxidative stress promotes FoxO1 activity is still unclear. Here
Yoshitaka Imamichi et al.
Scientific reports, 7(1), 8374-8374 (2017-08-23)
Diethylstilbestrol (DES), a strong estrogenic compound, is well-known to affect the reproductive system. In this study, we investigated the effects of DES administration on gonadotropin levels and ovarian steroidogenesis in prepubertal rats. DES treatment acutely reduced serum LH levels, followed
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