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Kartogenin - 10mM in DMSO, high purity , CAS No.4727-31-5
Promotes differentiation of human mesenchymal stems cells into chondrocytes
Basic Description
Synonyms
2-([1,1'-Biphenyl]-4-ylcarbamoyl)benzoic acid | Maybridge3_004725 | SMR004703559 | 2-((4-Biphenylylamino)carbonyl)benzoic acid | Kartogenin | SCHEMBL1336628 | 2-((1,1'-Biphenyl)-4-ylcarbamoyl)benzoic acid | AC-31406 | Q27287128 | 2-((Biphenyl-4-yl)carbamo
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
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, k
Storage Temp
Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
Kartogenin is an activator of the smad4/smad5 pathway, and promotes the selective differentiation of multipotent mesenchymal stem cells into chondrocytes.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Benzenoids
Class
Benzene and substituted derivatives
Subclass
Anilides
Intermediate Tree Nodes
Aromatic anilides
Direct Parent
Benzanilides
Alternative Parents
Biphenyls and derivatives Benzoic acids Benzamides Benzoyl derivatives Secondary carboxylic acid amides Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
Molecular Framework
Aromatic homomonocyclic compounds
Substituents
Benzanilide - Biphenyl - Benzamide - Benzoic acid or derivatives - Benzoic acid - Benzoyl - Secondary carboxylic acid amide - Carboxamide group - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
Description
This compound belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene.
External Descriptors
Not available
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
2-[(4-phenylphenyl)carbamoyl]benzoic acid
INCHI
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)
InChIKey
SLUINPGXGFUMLL-UHFFFAOYSA-N
Smiles
C1=CC=C(C=C1)C2=CC=C(C=C2)NC(=O)C3=CC=CC=C3C(=O)O
Isomeric SMILES
C1=CC=C(C=C1)C2=CC=C(C=C2)NC(=O)C3=CC=CC=C3C(=O)O
WGK Germany
3
Molecular Weight
317.34
Reaxy-Rn
14165011
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=14165011&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Melt Point(°C)
278 °C
Molecular Weight
317.300 g/mol
XLogP3
4.200
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
4
Exact Mass
317.105 Da
Monoisotopic Mass
317.105 Da
Topological Polar Surface Area
66.400 Ų
Heavy Atom Count
24
Formal Charge
0
Complexity
436.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Lang Bai, Qibin Han, Zeyu Han, Xiaoyu Zhang, Jingwen Zhao, Huitong Ruan, Junliang Wang, Feng Lin, Wenguo Cui, Xing Yang, Yuefeng Hao.
(2023)
Stem Cells Expansion Vector via Bioadhesive Porous Microspheres for Accelerating Articular Cartilage Regeneration. Advanced Healthcare Materials,
(2302327).
2.
Gang Wei, Yubin Yao, Hongbo Zhang, Wenguo Cui, Yong Lu.
(2023)
Cage-shaped silsesquioxane with multiactive sites for impeding aggregation of small insoluble organic molecule. CHEMICAL ENGINEERING JOURNAL,
470
(144330).
3.
Zhang Hanyuan, Fang Weijun, Zhao Tingting, Zhang Huabing, Gao Liang, Li Jingya, Wang Rujing, Xu Weiping.
(2022)
Real-Time MRI Monitoring of GelMA-Based Hydrogel-Loaded Kartogenin for In Situ Cartilage Regeneration. Frontiers in Bioengineering and Biotechnology,
10
4.
Kaiwen Yang, Yifan Zhao, Chuyao Wang, Yeke Yu, Xiaoyu Zhang, Jie Liu, Chuan Lu, Luxiang Zou, Xiaohui Wei, Dongmei He.
(2024)
Dual-targeted lipid nanoparticles system for synergistic anti-inflammation and cartilage repair in the treatment of temporomandibular joint osteoarthritis. CHEMICAL ENGINEERING JOURNAL,
(148769).
5.
Xiaoyu Zhang, Lang Bai, Jing Zhou, Hua Gao, Qi Chen, Wenguo Cui, Xing Yang, Yuefeng Hao.
(2024)
Injectable microspheres adhering to the cartilage matrix promote rapid reconstruction of partial-thickness cartilage defects. Acta Biomaterialia,
6.
Hui Yao, Ronghua Tan, Yuchen Zhang, Congcong Wang, Ying Wan, Qing Min.
(2024)
Multi-crosslinked hydrogels composed of hyaluronic acid, silk fibroin and chitosan nanoparticles with capacity of bioactive molecule delivery and degradation tolerance for cartilage tissue engineering. EUROPEAN POLYMER JOURNAL,
220
(113449).
7.
Liang Yu, Meng Chang, Miaolan Zhang, Yuting Yang, Ken Chen, Tao Jiang, Dean Shi, Qunchao Zhang, Jou You.
(2024)
Nanoarchitectonics of 3D-networked bio-based binders for silicon anodes in lithium-ion batteries based on dynamic hydrogen bonding. Sustainable Energy & Fuels,
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7 Citations