A922500 - ≥98% , CAS No.959122-11-3

CAS: 959122-11-3 Cat. No.: A129800 分子式: C₂₆H₂₄N₂O₄ 分子量: 428.48 EC番号: 688-540-9

GRADE & PURITY ≥98%

Synonyms

DGAT-1 Inhibitor 4a | (1R,2R)-2-(4'-(3-Phenylureido)-[1,1'-biphenyl]-4-carbonyl)cyclopentanecarboxylic acid | SCHEMBL2742723 | SMR004702890 | A922500 | A-922500 | EX-A3976 | (1R,2R)-2-({4'-[(anilinocarbonyl)amino]-1,1'-biphenyl-4-yl}carbonyl)cyclopentanec

Storage

20℃で保存

Shipped In

アイスチェスト＋アイスパッド

概要

製品概要

DGAT-1阻害剤A 922500（A-922500）は、試験したすべての用量で血清トリグリセリド濃度をベースラインから低下させるが、統計的に有意なのは血清トリグリセリドを53％低下させた3mg/kg用量のみである。同様に、A 922500の3mg/kg用量は、血清FFA濃度を55％、総コレステロールを25％有意に低下させた。DGAT-1阻害は、試験したどの用量においても体重に有意な影響を及ぼさなかった。A 922500は、LDL-コレステロールまたはHDL-コレステロール個々には有意な影響を及ぼさないが、血清LDL/HDL-コレステロール比は、0.3および3 mg/kgのA 922500によって有意に改善される。脂質異常症のハムスターと同様に、A 922500 3 mg/kgの投与は血清トリグリセリド濃度を有意に減少させる（39％）。FFA濃度はビヒクル投与動物で14日間にわたり有意に上昇した。この上昇はA 922500によって用量依存的に抑制され、DGAT-1阻害剤3mg/kg投与14日後のFFA濃度は、ビヒクル投与群と比較して32％低下した（p＜0.05）。HDL-コレステロールは、0.3および3 mg/kgのA 922500によりベースライン値から有意に増加した；しかしながら、これは3 mg/kgの用量においてのみ、ビヒクルと比較して有意に増加した。体重はビヒクル投与ラットで2週間にわたって有意に増加し、これはA 922500の影響を受けない。LDL-コレステロールは、ビヒクル投与群で有意に減少した。DGAT-1阻害はLDL-コレステロールをそれ以上減少させず、総コレステロールにも影響を及ぼさない。

製品応用

A922500は、上皮性ヒト乳癌細胞株（MDA-MB-231）、ジギトニン透過化ヒト癌細胞、ヒト筋管およびマクロファージにおけるジアシルグリセロールアシルトランスフェラーゼ（DGAT）の阻害に使用されている。

Specifications

同義語

DGAT-1 Inhibitor 4a | (1R,2R)-2-(4'-(3-Phenylureido)-[1,1'-biphenyl]-4-carbonyl)cyclopentanecarboxylic acid | SCHEMBL2742723 | SMR004702890 | A922500 | A-922500 | EX-A3976 | (1R,2R)-2-({4'-[(anilinocarbonyl)amino]-1,1'-biphenyl-4-yl}carbonyl)cyclopentanec

仕様と純度

≥98%

生化学的・生理学的メカニズム

ジアシルグリセロールアシルトランスフェラーゼ1（DGAT-1）阻害剤（ヒトおよびマウスDGAT-1に対するIC50値はそれぞれ7および24nM）で、DGAT-2、ACAT1またはACAT2に対する活性はない。食物摂取量を変化させることなく有意な体重減少を誘導し、肝臓の血中濃度を低下させる。

保管条件

20℃で保存

入荷

アイスチェスト＋アイスパッド

アクションタイプ

INHIBITOR

純度

≥98%

名前と識別子

• パブケム・シド: 504769811
• パブケム・シド・ウル: https://pubchem.ncbi.nlm.nih.gov/substance/504769811
• カノニカル・スマイル: C1CC(C(C1)C(=O)O)C(=O)C2=CC=C(C=C2)C3=CC=C(C=C3)NC(=O)NC4=CC=CC=C4
• IUPAC Name: (1R,2R)-2-[4-[4-(phenylcarbamoylamino)phenyl]benzoyl]cyclopentane-1-carboxylic acid
• InChIKey: BOZRFEQDOFSZBV-DHIUTWEWSA-N
• INCHI: 1S/C26H24N2O4/c29-24(22-7-4-8-23(22)25(30)31)19-11-9-17(10-12-19)18-13-15-21(16-14-18)28-26(32)27-20-5-2-1-3-6-20/h1-3,5-6,9-16,22-23H,4,7-8H2,(H,30,31)(H2,27,28,32)/t22-,23-/m1/s1
• 異性体SMILES: C1C[C@H]([C@@H](C1)C(=O)O)C(=O)C2=CC=C(C=C2)C3=CC=C(C=C3)NC(=O)NC4=CC=CC=C4
• 分子量: 428.48
• Reaxy-Rn: 29788907
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=29788907&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • 分類 Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Alkyl-phenylketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• 分類: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones
• Direct Parent: Alkyl-phenylketones
• Alternative Parents: Biphenyls and derivatives N-phenylureas Gamma-keto acids and derivatives Benzoyl derivatives Aryl alkyl ketones Ureas Monocarboxylic acids and derivatives Carboxylic acids Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alkyl-phenylketone - Biphenyl - N-phenylurea - Benzoyl - Gamma-keto acid - Aryl alkyl ketone - Keto acid - Monocyclic benzene moiety - Benzenoid - Urea - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organonitrogen compound - Organic oxide - Organic nitrogen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
• 説明: This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
• 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.

DOI: 10.1186/s13321-016-0174-y

関連ターゲット（人間）

DGAT1 Tclin Diacylglycerol O-acyltransferase 1 (4 Activities)

Discover Target: DGAT1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

SOAT2 Tchem Acyl coenzyme A:cholesterol acyltransferase 2 (288 Activities)

Discover Target: SOAT2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Caco-2 (12174 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HepG2 (196354 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DGAT2 Tchem Diacylglycerol O-acyltransferase 2 (347 Activities)

Discover Target: DGAT2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DGAT1 Tclin Diacylglycerol O-acyltransferase 1 (1719 Activities)

Discover Target: DGAT1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

関連ターゲット（非人間）

Soat1 Acyl coenzyme A:cholesterol acyltransferase 1 (295 Activities)

Discover Target: Soat1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Canis familiaris (36305 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mus musculus (284745 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rattus norvegicus (775804 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rotavirus (147 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

作用メカニズム

化学的性質と物理的性質

• 溶解度: Solvent:DMSO, Max Conc. mg/mL: 21.42, Max Conc. mM: 50
• 分子量: 428.500 g/mol
• XLogP3: 4.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 428.174 Da
• Monoisotopic Mass: 428.174 Da
• Topological Polar Surface Area: 95.500 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 659.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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

参考文献

1. Min Zhou, Xiaojing Zhao, Zixuan Yang, Lihui Meng, Zhaozhe Xin, Sijia Xue, Jinyong Zhang.  (2026)  Ameson portunus ACSL mediates host fatty acid acquisition for intracellular proliferation.  Water Biology and Security,      [PMID:] [10.1016/j.watbs.2026.100699]

よくある質問

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 959122-11-3, the molecular formula is C26H24N2O4, and the molecular weight is 428.48 g/mol. InChIKey BOZRFEQDOFSZBV-DHIUTWEWSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.