Butyrolactone 3 - ≥95% , CAS No.778649-18-6

CAS: 778649-18-6 Cat. No.: B344763 Formule: C₉H₁₂O₄ Poids moléculaire: 184.19 Numéro CE: 663-946-9

GRADE & PURITY ≥95%

Synonyms

(2S,3R)-4-Methylidene-5-oxo-2-propyloxolane-3- | CHEBI:125615 | DTXSID60435253 | BRD-K68584490-001-01-2 | Butyrolactone 3 | (2S,3R)-4-methylene-5-oxo-2-propyl-3-oxolanecarboxylic acid | AKOS006290263 | BDBM50371233 | Q27216229 | SCHEMBL23682959 | (2S,3R)-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

Butyrolactone 3, also called MB-3 is an inhibitor of Histone acetyltransferase GCN5 (general control of amino-acid synthesis 5). Gcn5 HAT activity is required to acetylate histone H3 lysine 9 (K9) and K14, which allows transcription elongation by relaxing nucleosomes. Butyrolactone 3 specifically inhibits Gcn5's HAT activity. It has been shown to display anti-inflammatory and anti-carcinogenic effects.

Specifications

Synonymes

(2S,3R)-4-Methylidene-5-oxo-2-propyloxolane-3- | CHEBI:125615 | DTXSID60435253 | BRD-K68584490-001-01-2 | Butyrolactone 3 | (2S,3R)-4-methylene-5-oxo-2-propyl-3-oxolanecarboxylic acid | AKOS006290263 | BDBM50371233 | Q27216229 | SCHEMBL23682959 | (2S,3R)-

Spécifications et pureté

≥95%

Mécanismes biochimiques et physiologiques

MB-3 can modify gene expression in mouse embryonic stem cells and yeast. It inhibits the acetyltransferase activity of Universal Control Protein 5 (GCN5) by binding to the acetyl CoA pocket in GCN5. MB-3 is a Gcn5 HAT (histone acetyltransferase) inhibitor

Conditions de stockage de stockage

Store at -20°C

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Type d'action

INHIBITOR

Pureté

≥95%

Noms et identifiants

Sourires canoniques

CCCC1C(C(=C)C(=O)O1)C(=O)O

IUPAC Name

(2S,3R)-4-methylidene-5-oxo-2-propyloxolane-3-carboxylic acid

InChIKey

SRQUTZJZABSZRQ-NKWVEPMBSA-N

INCHI

1S/C9H12O4/c1-3-4-6-7(8(10)11)5(2)9(12)13-6/h6-7H,2-4H2,1H3,(H,10,11)/t6-,7+/m0/s1

Isomères SMILES

CCC[C@H]1[C@@H](C(=C)C(=O)O1)C(=O)O

Poids moléculaire

184.19

Reaxy-Rn

35447591

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=35447591&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Lactones
      • Subclass Gamma butyrolactones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Lactones
• Subclass: Gamma butyrolactones
• Intermediate Tree Nodes: Not available
• Direct Parent: Gamma butyrolactones
• Alternative Parents: Dicarboxylic acids and derivatives Tetrahydrofurans Enoate esters Oxacyclic compounds Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Gamma butyrolactone - Dicarboxylic acid or derivatives - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Tetrahydrofuran - Carboxylic acid ester - Oxacycle - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as gamma butyrolactones. These are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.
• 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

Cibles associées (non humaines)

GCN5 Histone acetyltransferase GCN5 (89 Activities)

Discover Target: GCN5

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

Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Soluble in DMSO, and methanol.
• Indice de réfraction: n20D1.50 (Predicted)
• Point d'ébullition (°C): 386.21° C at 760 mmHg (Predicted)
• Point de fusion (°C): 60° C
• Poids moléculaire: 184.190 g/mol
• XLogP3: 1.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 184.074 Da
• Monoisotopic Mass: 184.074 Da
• Topological Polar Surface Area: 63.600 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 256.000
• 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