Aminoethoxyvinyl glycine hydrochloride - Moligand™, ≥95%(T) , CAS No.55720-26-8

CAS: 55720-26-8 Cat. No.: A131519 Molecular Weight: 196.63 Beilstein Registry Number: 6715149 EC Number: 620-948-4

GRADE & PURITY Moligand™, ≥95%(T)

Synonyms

AVG-HCl | (2S,3E)-2-AMINO-4-(2-AMINOETHOXY)BUT-3-ENOIC ACID HYDROCHLORIDE | Aminoethoxyvinyl glycine hydrochloride, PESTANAL(R), analytical standard | (S)-trans-2-Amino-4-(2-aminoethoxy)-3-butenoic acid hydrochloride | AMINOETHOXYVINYLGLYCINE HYDROCHLORID

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Aminoethoxyvinyl glycine (AVG) hydrochloride is a potent inhibitor of ethylene synthesis in plants thought to act at the level of 1-aminocyclopropanecarboxylic (ACC) synthase. It is thought that AVG is a fermentation metabolite that inhibits endogenous production of ethylene in plant tissues. Ethylene has been shown to affect plant processes such as fruit maturation, ripening and abcisssion. Inhibitors of ethylene synthesis such as AVG, silver thiosulfate and 1-methylcyclopropene could be of interest to researchers concerned with plant physiology.
An extremely potent plant growth regulator

Specifications

Synonyms

AVG-HCl | (2S, 3E)-2-AMINO-4-(2-AMINOETHOXY)BUT-3-ENOIC ACID HYDROCHLORIDE | Aminoethoxyvinyl glycine hydrochloride, PESTANAL(R), analytical standard | (S)-trans-2-Amino-4-(2-aminoethoxy)-3-butenoic acid hydrochloride | AMINOETHOXYVINYLGLYCINE HYDROCHLORID

Specifications & Purity

Moligand™, ≥95%(T)

Biochemical and Physiological Mechanisms

Aminoethoxyvinyl glycine hydrochloride, is an ethylene synthesis inhibitor.It is used to study the roles of ethylene in plant processes such as gravitropism and fasciation/cresting. .Potent 1-aminocyclopropanecarboxylic acid synthase inhibitor. Inhibits c

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™

Action Type

INHIBITOR

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%(T)

Names and Identifiers

• Canonical Smiles: C(COC=CC(C(=O)O)N)N.Cl
• IUPAC Name: (E,2S)-2-amino-4-(2-aminoethoxy)but-3-enoic acid;hydrochloride
• InChIKey: ZDCPLYVEFATMJF-BTIOQYSDSA-N
• INCHI: 1S/C6H12N2O3.ClH/c7-2-4-11-3-1-5(8)6(9)10;/h1,3,5H,2,4,7-8H2,(H,9,10);1H/b3-1+;/t5-;/m0./s1
• Isomeric SMILES: C(CO/C=C/[C@@H](C(=O)O)N)N.Cl
• WGK Germany: 2
• RTECS: EM9080000
• Alternate CAS: 49669-74-1
• Molecular Weight: 196.63
• Beilstein: 6715149
• Reaxy-Rn: 59510010
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=59510010&ln=

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 Alpha amino acids
              • Level8 L-alpha-amino acids

• 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 - Alpha amino acids
• Direct Parent: L-alpha-amino acids
• Alternative Parents: Unsaturated fatty acids Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic zwitterions Organic oxides Organic chloride salts Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: L-alpha-amino acid - Unsaturated fatty acid - Fatty acid - Fatty acyl - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Amine - Organic chloride salt - Hydrocarbon derivative - Organic oxide - Organic salt - Organic zwitterion - Organopnictogen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Primary aliphatic amine - Organic nitrogen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
• External Descriptors: Not available

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

Associated Targets(Human)

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (421 g/ml), and methanol (0.2 g/ml).,
• Specific Rotation[α]: [α]/D +83±5°, c = 1% in H2O
• Molecular Weight: 196.630 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 196.061 Da
• Monoisotopic Mass: 196.061 Da
• Topological Polar Surface Area: 98.600 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 147.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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: 2

XLogP3

References

1. Li Xiaofang, Fang Pingping, Li Mingxuan, Xu Pei.  (2023)  Identification of methyl 1-aminocyclopropanecarboxylate as a novel ethylene agonist: a structural analogy approach.  IN VITRO CELLULAR & DEVELOPMENTAL BIOLOGY-PLANT,  59  (1): (61-73).  [PMID:] [10.1007/s11627-023-10339-3]

2. Shan Jiaxin, Su Fan, Yin Jinyao, Liu Yuhan, Zhu Xuehuan, Zuo Minghao, Liu Wenbo, Lin Chunhua, Li Xiao, Miao Weiguo.  (2025)  The powdery mildew effector Eae1 targets a SAMS enzyme within the ethylene biosynthesis pathway to disrupt plant immunity.  Phytopathology Research,  7  (1): (1-18).  [PMID:] [10.1186/s42483-025-00334-4]