Eicosapentaenoic Acid-d5 - 500 μg/ml in ethanol , CAS No.1197205-73-4

CAS: 1197205-73-4 Cat. No.: E334619 Molecular Weight: 307.48 EC Number: 998-774-6

GRADE & PURITY 500 μg/ml in ethanol

Synonyms

CHEBI:190750 | (5Z,8Z,11Z,14Z,17Z)-19,19,20,20,20-pentadeuterioicosa-5,8,11,14,17-pentaenoic acid | J-008068 | EPA (d5) | LMFA01030761 | cis-5,8,11,14,17-Eicosapentaenoic acid-19,19,20,20,20-d5, 98 atom % D, 98% (CP) | Eicosapentaenoic Acid-d5 | cis-5,8,1

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Eicosapentaenoic Acid-d5 is a deuterated ω-3 fatty acid abundantly available in marine organisms and is oxygenated by COX-1 and COX-2 at rates of about 5% and 30%, respectively, compared to arachidonic acid. It is intended for use as an internal standard for the quantification of EPA by GC- or LC-mass spectrometry. Eicosapentaenoic Acid-d5 is also an inhibitor of 5-LO.

Specifications

Synonyms

CHEBI:190750 | (5Z, 8Z, 11Z, 14Z, 17Z)-19, 19, 20, 20, 20-pentadeuterioicosa-5, 8, 11, 14, 17-pentaenoic acid | J-008068 | EPA (d5) | LMFA01030761 | cis-5, 8, 11, 14, 17-Eicosapentaenoic acid-19, 19, 20, 20, 20-d5, 98 atom % D, 98% (CP) | Eicosapentaenoic Acid-d5 | cis-5, 8, 1

Specifications & Purity

500 μg/ml in ethanol

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.

Names and Identifiers

• Canonical Smiles: CCC=CCC=CCC=CCC=CCC=CCCCC(=O)O
• IUPAC Name: (5Z,8Z,11Z,14Z,17Z)-19,19,20,20,20-pentadeuterioicosa-5,8,11,14,17-pentaenoic acid
• InChIKey: JAZBEHYOTPTENJ-YSTLBCQOSA-N
• INCHI: 1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-/i1D3,2D2
• Isomeric SMILES: [2H]C([2H])([2H])C([2H])([2H])/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
• WGK Germany: 3
• Molecular Weight: 307.48
• Reaxy-Rn: 8989326
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8989326&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acids and conjugates

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acids and conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Long-chain fatty acids
• Alternative Parents: 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: Long-chain 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
• Description: This compound belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
• 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

Chemical and Physical Properties

• Solubility: Soluble in water (0.1 mg/ml at 25° C), ethanol (~100 mg/ml), DMSO (~100 mg/ml), and DMF (~100 mg/ml).
• Refractive Index: n20D1.51
• Boil Point(°C): 78° C
• Molecular Weight: 307.500 g/mol
• XLogP3: 5.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 307.256 Da
• Monoisotopic Mass: 307.256 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 398.000
• Isotope Atom Count: 5
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 5
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 5
• Covalently-Bonded Unit Count: 1