16,16-dimethyl Prostaglandin A2 - 10 mg/mL in methyl acetate , CAS No.41691-92-3

CAS: 41691-92-3 Cat. No.: D338904 Peso molecular: 362.5 PubChem CID: 5283083

GRADE & PURITY 10 mg/mL in methyl acetate

Synonyms

16,16-dimethyl Prostaglandin A2 | SCHEMBL5700545 | HMS3648K07 | 9oxo-15R-hydroxy-16,16-dimethyl-5Z,10Z,13E-prostatrienoic acid | Prosta-5,10,13-trien-1-oic acid, 15-hydroxy-16,16-dimethyl-9-oxo-, (5Z,13E,15R)- | PD021384 | (Z)-7-[(1R,2S)-2-[(E,3R)-3-hydro

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

16,16-dimethyl Prostaglandin A2 is a metabolism resistant analog of PGA2 with a relatively prolonged half-life. This compound has been shown to inhibit the proliferation of Sendai virus in cultured African green monkey kidney cells by >90% at a concentration of 4 μg/ml. Additionally, daily infusion of 10 μg of 16,16-dimethyl PGA2 methyl ester into mice infected with influenza A virus increased survival by 40%. Similar treatment of mice inoculated with erythroleukemia cells delayed tumor growth and increased survival time.

Specifications

Sinónimos

16, 16-dimethyl Prostaglandin A2 | SCHEMBL5700545 | HMS3648K07 | 9oxo-15R-hydroxy-16, 16-dimethyl-5Z, 10Z, 13E-prostatrienoic acid | Prosta-5, 10, 13-trien-1-oic acid, 15-hydroxy-16, 16-dimethyl-9-oxo-, (5Z, 13E, 15R)- | PD021384 | (Z)-7-[(1R, 2S)-2-[(E, 3R)-3-hydro

Especificaciones y pureza

10 mg/mL in methyl acetate

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

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Nombres e identificadores

• Sonrisas canónicas: CCCCC(C)(C)C(C=CC1C=CC(=O)C1CC=CCCCC(=O)O)O
• IUPAC Name: (Z)-7-[(1R,2S)-2-[(E,3R)-3-hydroxy-4,4-dimethyloct-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-5-enoic acid
• InChIKey: MOTPSJUHMGPRFZ-QEJIITRLSA-N
• INCHI: 1S/C22H34O4/c1-4-5-16-22(2,3)20(24)15-13-17-12-14-19(23)18(17)10-8-6-7-9-11-21(25)26/h6,8,12-15,17-18,20,24H,4-5,7,9-11,16H2,1-3H3,(H,25,26)/b8-6-,15-13+/t17-,18-,20-/m1/s1
• Isómeros SMILES: CCCCC(C)(C)[C@@H](/C=C/[C@H]1C=CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O
• PubChem CID: 5283083
• Peso molecular: 362.5

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Fatty Acyls
      • Subclass Eicosanoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Fatty Acyls
• Subclass: Eicosanoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Prostaglandins and related compounds
• Alternative Parents: Long-chain fatty acids Hydroxy fatty acids Branched fatty acids Unsaturated fatty acids Secondary alcohols Cyclic ketones Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Prostaglandin skeleton - Long-chain fatty acid - Branched fatty acid - Hydroxy fatty acid - Fatty acid - Unsaturated fatty acid - Ketone - Cyclic ketone - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxide - Alcohol - Carbonyl group - Hydrocarbon derivative - Organooxygen compound - Organic oxygen compound - Aliphatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.
• External Descriptors: Prostaglandins

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

Propiedades químicas y físicas

• Peso molecular: 362.500 g/mol
• XLogP3: 4.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 12
• Exact Mass: 362.246 Da
• Monoisotopic Mass: 362.246 Da
• Topological Polar Surface Area: 74.600 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 542.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1