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SML0370

Sigma-Aldrich

Kartogenin

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H15NO3
CAS Number:
4727-31-5
Molecular Weight:
317.34
MDL number:
MFCD00560510
UNSPSC Code:
12352200
PubChem Substance ID:
329825371
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

solubility

DMSO: >15 mg/mL

storage temp.

room temp

SMILES string

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)

InChI key

SLUINPGXGFUMLL-UHFFFAOYSA-N

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.
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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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International journal of molecular sciences, 20(17) (2019-08-31)
Reactive oxygen species (ROS) which lead to oxidative stress affect ovarian function. Grape seed extract (GSE) could be proposed as an effective antioxidant, particularly due to its proanthocyanidin content. In this study, we investigated a dose effect (0, 0.01, 0.1
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The Journal of clinical endocrinology and metabolism, 101(10), 3582-3591 (2016-07-19)
11-ketotestosterone (11-KT) is a novel class of active androgen. However, the detail of its synthesis remains unknown for humans. The objective of this study was to clarify the production and properties of 11-KT in human. Design, Participants, and Methods: Expression
Jun Zhao et al.
EBioMedicine, 36, 526-538 (2018-10-09)
Disordered folliculogenesis is a key feature of polycystic ovary syndrome (PCOS), but the underlying molecular mechanism remains unclear. Long non-coding RNA (lncRNA) expression in luteinized granulosa cells (hLGCs) derived from women with and without PCOS were analyzed using microarray and
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
Photo-cross-linked scaffold with kartogenin-encapsulated nanoparticles for cartilage regeneration
Shi D, et al.
ACS Nano, 10(1), 1292-1299 (2016)
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