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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H12N2O3
Molecular Weight 160.1711
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of AVIGLYCINE

SMILES

NCCO\C=C\[C@H](N)C(O)=O

InChI

InChIKey=USGUVNUTPWXWBA-JRIXXDKMSA-N
InChI=1S/C6H12N2O3/c7-2-4-11-3-1-5(8)6(9)10/h1,3,5H,2,4,7-8H2,(H,9,10)/b3-1+/t5-/m0/s1

HIDE SMILES / InChI

Molecular Formula C6H12N2O3
Molecular Weight 160.1711
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 1
Optical Activity UNSPECIFIED

Description

Aminoethoxyvinylglycine (Aviglycine, AVG) is a plant regulator used on apples, pears, and ornamentals. In apples, it may delay fruit maturity, leading to benefits such as a reduction in pre-harvest fruit drop and improved fruit quality. In pears, AVG may help maintain fruit firmness. For specific ornamentals (miniature carnations, hibiscus, and rooted geranium cuttings and seedlings), AVG may reduce problems, such as flower senescence and flower bud abscission, that occur during shipping. AVG to be used as a spray solution, applied to apples or pears as a single application 28 days prior to the anticipated beginning of the normal harvest period, and to specified ornamentals 24-to -48 hours prior to boxing/shipping.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
10.5 µM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Following a single oral dose of 2.25 or 50 mg/kg bw of 14C-AVG to rats, absorption was rapid and extensive, although not complete (over 80% of the administered dose), and excretion was prolonged over many days. The primary route of excretion was via the urine (approximately 57 to 74%) with faecal excretion a minor route (11.4 to 13.6%). Elimination in expired air was substantial at a dose of 2.25 mg/kg bw (18 to 22%) but much less significant at 50 mg/kg bw (4.8%). AVG was not a teratogen when administered to pregnant rats during the period of foetal organ formation at oral doses of 0, 0.5, 2.2 or 10 mg/kg bw/day.
Route of Administration: Oral
In Vitro Use Guide
The presence of 1-10 uM Aminoethoxyvinylglycine (Aviglycine, AVG) or 5-30 uM AgNO3 markedly enhanced shoot regeneration from cotyledon and hypocotyl cultures of eight recalcitrant Brassica campestris and B. juncea genotypes tested.
Substance Class Chemical
Record UNII
OW5H814Y1I
Record Status Validated (UNII)
Record Version