5,6-dehydro Arachidonic Acid - ≥98%, A solution in ethanol , CAS No.58688-54-3

CAS: 58688-54-3 Cat. No.: D334618 Molecular Weight: 302.45 PubChem CID: 6443815

GRADE & PURITY ≥98%, A solution in ethanol

Synonyms

Eicosa-cis-8,11,14-trien-5-ynoic acid | GIOQWSLKUVKKAO-QNEBEIHSSA-N | starbld0016500 | 8(Z),11(Z),14(Z)-eicosatrien-5-ynoic acid | CHEBI:189012 | 5,6-dehydro Arachidonic Acid | 5,6-dehydroarachidonic acid | SR-01000946980-1 | (8Z,11Z,14Z)-icosa-8,11,14-tr

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

5,6-dehydro Arachidonic Acid is an analog of arachidonic acid with an acetylene in the 5,6 position and an inhibitor of 5-LO (K|i|= 15 μM in rat basophilic leukemia cells, IC|50|= 10 μM In guinea pig leukocytes).

Specifications

Synonyms

Eicosa-cis-8, 11, 14-trien-5-ynoic acid | GIOQWSLKUVKKAO-QNEBEIHSSA-N | starbld0016500 | 8(Z), 11(Z), 14(Z)-eicosatrien-5-ynoic acid | CHEBI:189012 | 5, 6-dehydro Arachidonic Acid | 5, 6-dehydroarachidonic acid | SR-01000946980-1 | (8Z, 11Z, 14Z)-icosa-8, 11, 14-tr

Specifications & Purity

≥98%, A solution in ethanol

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

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

Action Type

INHIBITOR

Purity

≥98%

Product Properties

• Ki Data: 5-LO: Ki= 15 μM (rat)

Names and Identifiers

• Canonical Smiles: CCCCCC=CCC=CCC=CCC#CCCCC(=O)O
• IUPAC Name: (8Z,11Z,14Z)-icosa-8,11,14-trien-5-ynoic acid
• InChIKey: GIOQWSLKUVKKAO-QNEBEIHSSA-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/h6-7,9-10,12-13H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-
• Isomeric SMILES: CCCCC/C=C\C/C=C\C/C=C\CC#CCCCC(=O)O
• WGK Germany: 2
• PubChem CID: 6443815
• Molecular Weight: 302.45

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 (100 μg/ml), DMSO (~100 mg/ml), DMF (~100 mg/ml), and ethanol.
• Sensitivity: Light sensitive;Air sensitive
• Refractive Index: n20D1.51 (Predicted)
• Flash Point(°F): 62.6 °F
• Flash Point(°C): 17 °C
• Boil Point(°C): 78° C
• Molecular Weight: 302.500 g/mol
• XLogP3: 6.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 302.225 Da
• Monoisotopic Mass: 302.225 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 415.000
• 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