Petroselinic acid - analytical standard , CAS No.593-39-5

CAS: 593-39-5 Cat. No.: P102816 Molecular Weight: 282.46 EC Number: 209-789-8

GRADE & PURITY Analytical standard

Synonyms

5-heptadecylene-1-carboxylic acid | cis-petroselinic acid | 0DA8F903-431D-46A3-A3AC-0E0BE12DC1EE | (6Z)-octadec-6-enoic acid | 18:1(N-12) | cis- -6-Octadecenoic acid | cis-Delta(6)-octadecenoic acid | delta-5-octadecylenic acid | (6Z)-petroselinic acid |

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Petroselinic acid is a monounsaturated omega-12 fatty acid found naturally in plant and animal oils and fats.
A monounsaturated omega-12 fatty acid

Specifications

Synonyms

5-heptadecylene-1-carboxylic acid | cis-petroselinic acid | 0DA8F903-431D-46A3-A3AC-0E0BE12DC1EE | (6Z)-octadec-6-enoic acid | 18:1(N-12) | cis- -6-Octadecenoic acid | cis-Delta(6)-octadecenoic acid | delta-5-octadecylenic acid | (6Z)-petroselinic acid |

Specifications & Purity

analytical standard

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Grade

Analytical standard

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCC=CCCCCC(=O)O
• IUPAC Name: (Z)-octadec-6-enoic acid
• InChIKey: CNVZJPUDSLNTQU-SEYXRHQNSA-N
• INCHI: 1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h12-13H,2-11,14-17H2,1H3,(H,19,20)/b13-12-
• Isomeric SMILES: CCCCCCCCCCC/C=C\CCCCC(=O)O
• Molecular Weight: 282.46
• Reaxy-Rn: 1786506
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1786506&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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Heat & Air sensitive
• Freezing Point(°C): 28 °C
• Melt Point(°C): 28 °C
• Molecular Weight: 282.500 g/mol
• XLogP3: 7.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 282.256 Da
• Monoisotopic Mass: 282.256 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 234.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Lingzhong Wan, Guanda Gong, Hao Liang, Guangming Huang.  (2019)  In situ analysis of unsaturated fatty acids in human serum by negative-ion paper spray mass spectrometry.  ANALYTICA CHIMICA ACTA,      [PMID:31196417] [10.1016/j.aca.2019.05.055]