(±)-Jasmonic Acid-Isoleucine - Moligand™,≥98%(mixture of isomers) , CAS No.120330-93-0

CAS: 120330-93-0 Cat. No.: J769820 Molecular Weight: 323.43

GRADE & PURITY Moligand™, ≥98%(mixture of isomers)

Synonyms

(±)-JA-Ile | N-[2-[(1R,2R)-3-oxo-2-(2Z)-2-penten-1-ylcyclopentyl]acetyl]-L-isoleucine | N-[2-[(1S,2S)-3-oxo-2-(2Z)-2-penten-1-ylcyclopentyl]acetyl]-L-isoleucine

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

(±)-Jasmonic acid-isoleucine (JA-Ile) is a mixture of JA-Ile isomers. JA-Ile is a plant hormone formed by the conjugation of jasmonic acid and the amino acid isoleucine. JA-Ile signals through a co-receptor complex composed of the jasmonate ZIM-domain (JAZ) repressor proteins and an E1 ubiquitin ligase complex containing the F-box Coronatine Insensitive 1 (COI1). Activation of the COI1-JAZ complex directs the degradation of the JAZ protein, resulting in the release of transcription factors bound and inhibited by JAZ. JA-Ile contributes to several aspects of plant growth and development and levels increase under stress conditions leading to the production of defense compounds and inhibition of growth.

Specifications

Synonyms

(±)-JA-Ile | N-[2-[(1R, 2R)-3-oxo-2-(2Z)-2-penten-1-ylcyclopentyl]acetyl]-L-isoleucine | N-[2-[(1S, 2S)-3-oxo-2-(2Z)-2-penten-1-ylcyclopentyl]acetyl]-L-isoleucine

Specifications & Purity

Moligand™, ≥98%(mixture of isomers)

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

Moligand™

Purity

≥98%(mixture of isomers)

Names and Identifiers

• Canonical Smiles: CCC=CCC1C(CCC1=O)CC(=O)NC(C(C)CC)C(=O)O
• InChIKey: IBZYPBGPOGJMBF-QRHMYKSGSA-N
• INCHI: 1S/C18H29NO4/c1-4-6-7-8-14-13(9-10-15(14)20)11-16(21)19-17(18(22)23)12(3)5-2/h6-7,12-14,17H,4-5,8-11H2,1-3H3,(H,19,21)(H,22,23)/b7-6-/t12-,13+,14+,17-/m0/s1
• Isomeric SMILES: CC/C=C\C[C@@H]1[C@H](CCC1=O)CC(=O)N[C@@H]([C@@H](C)CC)C(=O)O
• Molecular Weight: 323.43

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Isoleucine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Isoleucine and derivatives
• Alternative Parents: N-acyl-L-alpha-amino acids Methyl-branched fatty acids Secondary carboxylic acid amides Cyclic ketones Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Isoleucine or derivatives - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - N-acyl-l-alpha-amino acid - Branched fatty acid - Methyl-branched fatty acid - Fatty acyl - Carboxamide group - Ketone - Secondary carboxylic acid amide - Cyclic ketone - Monocarboxylic acid or derivatives - Carboxylic acid - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Organic oxide - Hydrocarbon derivative - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as isoleucine and derivatives. These are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: N-acyl-amino acid

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

• Boil Point(°C): 527.5°C at 760 mmHg (lit.)
• Melt Point(°C): 118 - 121 °C (lit.)
• Molecular Weight: 323.400 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 323.21 Da
• Monoisotopic Mass: 323.21 Da
• Topological Polar Surface Area: 83.500 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 458.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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