9Z,11E,13E-Octadecatrienoic Acid - ≥98%, ~10 mg/mL in methanol , CAS No.506-23-0

CAS: 506-23-0 Cat. No.: Z337625 Peso molecular: 278.43

GRADE & PURITY ≥98%, ~10 mg/mL in methanol

Synonyms

9-cis,11-trans,13-trans-octadecatrienoic acid | 9cis,11trans,13trans-octadecatrienoic acid | AI3-22367 | C18:3n-5,7,9 | 9,11,13-Octadecatrienoic acid, (E,Z,E)- | (9E,11Z,13E)-9,11,13-Octadecatrienoic acid | (9Z,11E,13E)-Octadecatrienoic acid | C08315 | UN

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

9Z,11E,13E-Octadecatrienoic Acid (α-ESA) is a conjugated polyunsaturated fatty acid commonly found in plant seed oil. This fatty acid makes up about 60% of the total fatty acid composition of bitter gourd seed oil and about 70% in tung oil. In rats, α-ESA was metabolized and converted to conjugated linoleic acid (9Z,11E-CLA). It has shown potential as a tumor suppressor. In Caco-2 colon cancer cells, α-ESA triggered apoptosis through up-regulation of GADD45, p53, and PPARγ. In DLD-1 cells supplemented with α-ESA, apoptosis was triggered via lipid peroxidation. It also inhibits DNA polymerases and topoisomerases with IC50s ranging from ~5-20 μM for different isoforms of the enzymes.

Packaging specifications based on solute content

Specifications

Sinónimos

9-cis, 11-trans, 13-trans-octadecatrienoic acid | 9cis, 11trans, 13trans-octadecatrienoic acid | AI3-22367 | C18:3n-5, 7, 9 | 9, 11, 13-Octadecatrienoic acid, (E, Z, E)- | (9E, 11Z, 13E)-9, 11, 13-Octadecatrienoic acid | (9Z, 11E, 13E)-Octadecatrienoic acid | C08315 | UN

Especificaciones y pureza

≥98%, ~10 mg/mL in methanol

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: CCCCC=CC=CC=CCCCCCCCC(=O)O
• IUPAC Name: (9Z,11E,13E)-octadeca-9,11,13-trienoic acid
• InChIKey: CUXYLFPMQMFGPL-WPOADVJFSA-N
• INCHI: 1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-10H,2-4,11-17H2,1H3,(H,19,20)/b6-5+,8-7+,10-9-
• Isómeros SMILES: CCCC/C=C/C=C/C=C\CCCCCCCC(=O)O
• Peso molecular: 278.43

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Fatty Acyls
      • Subclass Lineolic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Fatty Acyls
• Subclass: Lineolic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Lineolic acids and derivatives
• Alternative Parents: Long-chain fatty acids Unsaturated fatty acids Straight chain fatty acids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Octadecanoid - Long-chain fatty acid - Fatty acid - Unsaturated fatty acid - Straight chain fatty acid - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
• External Descriptors: Unsaturated fatty acids

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

• Solubilidad: Soluble in ethanol, DMSO, and DMF.
• Punto de ebullición (°C): ~390.6° C at 760 mmHg
• Peso molecular: 278.400 g/mol
• XLogP3: 6.400
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 278.225 Da
• Monoisotopic Mass: 278.225 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 301.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 3
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 3
• Covalently-Bonded Unit Count: 1