SRT2183 - 10mM in DMSO , CAS No.1001908-89-9

CAS: 1001908-89-9 Cat. No.: S420253 分子式: C₂₇H₂₄N₄O₂S 分子量: 468.57 PubChem CID: 24180126

グレード＆純度 10mM in DMSO

Synonyms

DTXSID501029656 | s8270 | SRT 2183 | SRT2183 | SRT-2183 | Q7392861 | 6FKU9G9CX6 | HY-19759 | EX-A4217 | SCHEMBL1325303 | N-[2-(3-{[(3R)-3-Hydroxy-1-pyrrolidinyl]methyl}imidazo[2,1-b][1,3]thiazol-6-yl)phenyl]-2-naphthamide | HMS3886H08 | 2-Naphthalenecarbo

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

概要

Information

SRT2183 is a small-molecule activator of the sirtuin subtypeSIRT1, currently being developed by Sirtris Pharmaceuticals.

Targets

SIRT1

In vitro

SRT2183 is potent with growth arrest and apoptosis induced at doses ranging from 1-20 μM. SRT2183 treatment leads to increased mRNA levels of pro-apoptosis, growth arrest, and DNA damage response genes. SRT1720, SRT2183, SRT1460, and resveratrol exhibit multiple off-target activities against receptors, enzymes, transporters, and ion channels. They are not direct activators of SIRT1. SRT2183 has little or no effect on SIRT1 deacetylating activity with native full-length substrates. SRT2183 activates AMPK, increases Sirt1 expression and decreases RelA/p65 lysine310 acetylation, critical for NF-κB activation, and an established Sirt1 target and inhibits RANKL-induced osteoclast generation and resorptive capacity in bone marrow macrophages.

Cell Research(from reference)

Cell lines：Bone-marrow derived macrophages(BMMs) 

Concentrations：1μM 

Incubation Time：72 h 

仕様

同義語

DTXSID501029656 | s8270 | SRT 2183 | SRT2183 | SRT-2183 | Q7392861 | 6FKU9G9CX6 | HY-19759 | EX-A4217 | SCHEMBL1325303 | N-[2-(3-{[(3R)-3-Hydroxy-1-pyrrolidinyl]methyl}imidazo[2,1-b][1,3]thiazol-6-yl)phenyl]-2-naphthamide | HMS3886H08 | 2-Naphthalenecarbo

仕様と純度

10mM in DMSO

生化学的・生理学的メカニズム

SRT2183 is a small-molecule activator of the sirtuin subtype SIRT1, currently being developed by Sirtris Pharmaceuticals.

保管条件

Store at -80°C

入荷

Dry ice packs + Cold packs

この製品は冷冷この冷このこの製品の運送が必要です。地上およびその他の経済サービスは利用できません。

製品の性質

ALogP

3.6

HBD数

2

回転可能な結合

5

名前と識別子

パブケム・シド

528767200

カノニカル・スマイル

C1CN(CC1O)CC2=CSC3=NC(=CN23)C4=CC=CC=C4NC(=O)C5=CC6=CC=CC=C6C=C5

IUPAC Name

N-[2-[3-[[(3R)-3-hydroxypyrrolidin-1-yl]methyl]imidazo[2,1-b][1,3]thiazol-6-yl]phenyl]naphthalene-2-carboxamide

InChIKey

MUFSINOSQBMSLE-JOCHJYFZSA-N

INCHI

1S/C27H24N4O2S/c32-22-11-12-30(15-22)14-21-17-34-27-29-25(16-31(21)27)23-7-3-4-8-24(23)28-26(33)20-10-9-18-5-1-2-6-19(18)13-20/h1-10,13,16-17,22,32H,11-12,14-15H2,(H,28,33)/t22-/m1/s1

異性体SMILES

C1CN(C[C@@H]1O)CC2=CSC3=NC(=CN23)C4=CC=CC=C4NC(=O)C5=CC6=CC=CC=C6C=C5

PubChem CID

24180126

分子量

468.57

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • 分類 Naphthalenes
      • Subclass Naphthalenecarboxylic acids and derivatives
        • Level5 Naphthalenecarboxamides
          • Level6 Naphthalene-2-carboxanilides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• 分類: Naphthalenes
• Subclass: Naphthalenecarboxylic acids and derivatives
• Intermediate Tree Nodes: Naphthalenecarboxamides
• Direct Parent: Naphthalene-2-carboxanilides
• Alternative Parents: Aromatic anilides Phenylimidazoles Aralkylamines N-substituted imidazoles N-alkylpyrrolidines Thiazoles Heteroaromatic compounds Trialkylamines Secondary carboxylic acid amides Secondary alcohols Amino acids and derivatives 1,2-aminoalcohols Azacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Naphthalene-2-carboxanilide - Aromatic anilide - 5-phenylimidazole - 4-phenylimidazole - Aralkylamine - N-substituted imidazole - Monocyclic benzene moiety - N-alkylpyrrolidine - Azole - Pyrrolidine - Thiazole - Heteroaromatic compound - Imidazole - Tertiary amine - Secondary carboxylic acid amide - 1,2-aminoalcohol - Tertiary aliphatic amine - Amino acid or derivatives - Secondary alcohol - Carboxamide group - Azacycle - Carboxylic acid derivative - Organoheterocyclic compound - Alcohol - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Amine - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• 説明: This compound belongs to the class of organic compounds known as naphthalene-2-carboxanilides. These are naphthalene-2-carboxamides, where the carboxamide group is substituted with an aniline.
• 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）

SIRT1 Tchem NAD-dependent protein deacetylase sirtuin-1 (1 Activities)

Discover Target: SIRT1

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

SIRT3 Tchem NAD-dependent deacetylase sirtuin 3 (1285 Activities)

Discover Target: SIRT3

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

SIRT2 Tchem NAD-dependent deacetylase sirtuin 2 (3979 Activities)

Discover Target: SIRT2

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

• DMSO（mg / mL） 最大溶解度: 93
• DMSO（mM） 最大溶解度: 198.4762149
• 水（mg / mL） 最大溶解度: ＜1
• 分子量: 468.600 g/mol
• XLogP3: 5.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 468.162 Da
• Monoisotopic Mass: 468.162 Da
• Topological Polar Surface Area: 98.100 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 725.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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