ST 2825 - ≥99% , CAS No.894787-30-5

CAS: 894787-30-5 Cat. No.: S651585 Molecular Weight: 591.51 PubChem CID: 24808138

GRADE & PURITY ≥99%

Synonyms

MS-30526 | AT34141 | A936489 | NCGC00378919-01 | DTXSID30647407 | NCGC00378919-03 | (4R,7R,8Ar)-1'-[2-[4-[[2-(2,4-dichlorophenoxy)acetyl]amino]phenyl]acetyl]-6-oxospiro[3,4,8,8a-tetrahydro-2H-pyrrolo[2,1-b][1,3]thiazine-7,2'-pyrrolidine]-4-carboxamide | H

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

ST 2825 is a specific MyD88 dimerization inhibitor. ST2825 interferes with recruitment of IRAK1 and IRAK4 by MyD88 , causing inhibition of IL-1β-mediated activation of NF-κB transcriptional activity

In Vitro

ST2825 blocks IL-1R/TLR signaling by interfering with MyD88 homodimerization. ST2825 inhibits this interaction in a concentration-dependent manner with ~40% inhibition of dimerization at 5 μM ST2825 and 80% inhibition at 10 μM ST2825. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

ST2825 dose-dependently inhibits IL-1β-induced production of IL-6 in treated mice after oral administration. The animals are administered orally with the appropriate vehicles or ST2825 at doses ranging from 50 to 200 mg/kg, 5 min prior to i.p. injection with 20 μg/kg IL-1β. ST2825 exertes a significant inhibition of IL-1β-stimulated production of IL-6 at 100 and 200 mg/kg . MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:MyD88

Specifications

Synonyms

MS-30526 | AT34141 | A936489 | NCGC00378919-01 | DTXSID30647407 | NCGC00378919-03 | (4R, 7R, 8Ar)-1'-[2-[4-[[2-(2, 4-dichlorophenoxy)acetyl]amino]phenyl]acetyl]-6-oxospiro[3, 4, 8, 8a-tetrahydro-2H-pyrrolo[2, 1-b][1, 3]thiazine-7, 2'-pyrrolidine]-4-carboxamide | H

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

ST 2825 is a specific MyD88 dimerization inhibitor. ST2825 interferes with recruitment of IRAK1 and IRAK4 by MyD88 , causing inhibition of IL-1β-mediated activation of NF-κB transcriptional activity.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Canonical Smiles: C1CC2(CC3N(C2=O)C(CCS3)C(=O)N)N(C1)C(=O)CC4=CC=C(C=C4)NC(=O)COC5=C(C=C(C=C5)Cl)Cl
• IUPAC Name: (4R,7R,8aR)-1'-[2-[4-[[2-(2,4-dichlorophenoxy)acetyl]amino]phenyl]acetyl]-6-oxospiro[3,4,8,8a-tetrahydro-2H-pyrrolo[2,1-b][1,3]thiazine-7,2'-pyrrolidine]-4-carboxamide
• InChIKey: HBLHLJXFIPCEMW-ZJSFPPFMSA-N
• INCHI: 1S/C27H28Cl2N4O5S/c28-17-4-7-21(19(29)13-17)38-15-22(34)31-18-5-2-16(3-6-18)12-23(35)32-10-1-9-27(32)14-24-33(26(27)37)20(25(30)36)8-11-39-24/h2-7,13,20,24H,1,8-12,14-15H2,(H2,30,36)(H,31,34)/t20-,24-,27-/m1/s1
• Isomeric SMILES: C1C[C@]2(C[C@@H]3N(C2=O)[C@H](CCS3)C(=O)N)N(C1)C(=O)CC4=CC=C(C=C4)NC(=O)COC5=C(C=C(C=C5)Cl)Cl
• Alternate CAS: 894787-30-5
• PubChem CID: 24808138
• MeSH Entry Terms: ST2825
• Molecular Weight: 591.51

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Dipeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Dipeptides
• Alternative Parents: Alpha amino acid amides Phenylacetamides Anilides Diazaspirononane derivatives Dichlorobenzenes N-acylpyrrolidines Phenoxy compounds Phenol ethers N-arylamides Alkyl aryl ethers Thiazinanes Aryl chlorides Pyrrolidine-2-ones N-alkylpyrrolidines Tertiary carboxylic acid amides Lactams Secondary carboxylic acid amides Primary carboxylic acid amides Dialkylthioethers Azacyclic compounds Thiohemiaminal derivatives Hydrocarbon derivatives Carbonyl compounds Organochlorides Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-dipeptide - Alpha-amino acid amide - Alpha-amino acid or derivatives - Phenylacetamide - Diazaspirononane - Anilide - Phenoxy compound - 1,3-dichlorobenzene - N-acylpyrrolidine - Phenol ether - N-arylamide - Alkyl aryl ether - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - N-alkylpyrrolidine - Pyrrolidone - 2-pyrrolidone - 1,3-thiazinane - Tertiary carboxylic acid amide - Pyrrolidine - Primary carboxylic acid amide - Secondary carboxylic acid amide - Carboxamide group - Lactam - Hemithioaminal - Thioether - Dialkylthioether - Ether - Organoheterocyclic compound - Azacycle - Organic nitrogen compound - Hydrocarbon derivative - Organohalogen compound - Organic oxygen compound - Organic oxide - Organochloride - Organonitrogen compound - Carbonyl group - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
• 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

Associated Targets(Human)

HeLa (62764 Activities)

Explore this target

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

MYD88 Tbio Myeloid differentiation primary response protein MyD88 (26 Activities)

Discover Target: MYD88

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

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 100 mg/mL (169.06 mM; Need ultrasonic)
• Molecular Weight: 591.500 g/mol
• XLogP3: 3.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 590.116 Da
• Monoisotopic Mass: 590.116 Da
• Topological Polar Surface Area: 147.000 Ų
• Heavy Atom Count: 39
• Formal Charge: 0
• Complexity: 966.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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