SRT2183 - ≥99% , CAS No.1001908-89-9

CAS: 1001908-89-9 Cat. No.: S413956 Summenformel: C₂₇H₂₄N₄O₂S Molekulargewicht: 468.57 PubChem CID: 24180126

GRADE & PURITY ≥99%

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 -20°C

Shipped In

Ice chest + Ice pads

Übersicht

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 

Specifications

Synonyme

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

Spezifikationen & Reinheit

≥99%

Biochemische und physiologische Mechanismen

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

Storage

Store at -20°C

Verschickt in

Ice chest + Ice pads

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Reinheit

≥99%

Produkteigenschaften

• ALogP: 3.6
• HBD-Zahl: 2
• Rotationsfähige Bindung: 5

Namen und Kennungen

• Pubchem Sid: 504769735
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504769735
• Kanonisches Lächeln: 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
• Isomere SMILES: C1CN(C[C@@H]1O)CC2=CSC3=NC(=CN23)C4=CC=CC=C4NC(=O)C5=CC6=CC=CC=C6C=C5
• PubChem CID: 24180126
• Molekulargewicht: 468.57

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Klasse Naphthalenes
      • Subclass Naphthalenecarboxylic acids and derivatives
        • Ebene5 Naphthalenecarboxamides
          • Ebene6 Naphthalene-2-carboxanilides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Klasse: 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
• Beschreibung: 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

Zugehörige Ziele (menschlich)

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

Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: Solubility (25°C) In vitro DMSO: 93 mg/mL (198.47 mM); Ethanol: 3 mg/mL (6.4 mM); Water: Insoluble
• DMSO (mg/ml) Maximale Löslichkeit: 93
• DMSO (mM) Maximale Löslichkeit: 198.4762149
• Wasser (mg/ml) Maximale Löslichkeit: ＜1
• Molekulargewicht: 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

Häufig gestellte Fragen

What is the purity of this product?

This product is supplied at ≥99% 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 1001908-89-9, the molecular formula is C27H24N4O2S, and the molecular weight is 468.57 g/mol. InChIKey MUFSINOSQBMSLE-JOCHJYFZSA-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.