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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
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 1
Optical Activity UNSPECIFIED

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.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Aminoethoxyvinylglycine (Aviglycine, AVG) was of low oral toxicity in rats (LD50 = 6480 mg/kg bw), low dermal toxicity in rabbits (LD50 >2000 mg/kg bw, no deaths) and moderate inhalation toxicity in rats (LC50 = 1130 mg/m3). It was a slight skin irritant and a moderate eye irritant in rabbits, but was not a skin sensitiser in guinea pigs.
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
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
Created
by admin
on Sat Dec 16 06:19:39 GMT 2023
Edited
by admin
on Sat Dec 16 06:19:39 GMT 2023
Record UNII
OW5H814Y1I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AVIGLYCINE
ISO  
Common Name English
3-BUTENOIC ACID, 2-AMINO-4-(2-AMINOETHOXY)-, (2S,3E)-
Common Name English
L-2-AMINO-4-(2'-AMINOETHOXY)-TRANS-3-BUTENOIC ACID
Common Name English
RO-4468
Code English
AVIGLYCINE [ISO]
Common Name English
AMINOETHOXYVINYLGLYCINE
MI  
Systematic Name English
L-TRANS-2-AMINO-4-(2-AMINOETHOXY)-3-BUTENOIC ACID
Common Name English
L-2-AMINO-4-(2-AMINOETHOXY)-TRANS-3-BUTENOIC ACID
Common Name English
AVG
Common Name English
3-BUTENOIC ACID, 2-AMINO-4-(2-AMINOETHOXY)-, (S-(E))-
Common Name English
NSC-234613
Code English
AMINOETHOXYVINYLGLYCINE [MI]
Common Name English
Code System Code Type Description
NSC
234613
Created by admin on Sat Dec 16 06:19:40 GMT 2023 , Edited by admin on Sat Dec 16 06:19:40 GMT 2023
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CAS
49669-74-1
Created by admin on Sat Dec 16 06:19:39 GMT 2023 , Edited by admin on Sat Dec 16 06:19:39 GMT 2023
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EPA CompTox
DTXSID7043875
Created by admin on Sat Dec 16 06:19:39 GMT 2023 , Edited by admin on Sat Dec 16 06:19:39 GMT 2023
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PUBCHEM
6436272
Created by admin on Sat Dec 16 06:19:40 GMT 2023 , Edited by admin on Sat Dec 16 06:19:40 GMT 2023
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FDA UNII
OW5H814Y1I
Created by admin on Sat Dec 16 06:19:40 GMT 2023 , Edited by admin on Sat Dec 16 06:19:40 GMT 2023
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ALANWOOD
aviglycine
Created by admin on Sat Dec 16 06:19:39 GMT 2023 , Edited by admin on Sat Dec 16 06:19:39 GMT 2023
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MERCK INDEX
m1704
Created by admin on Sat Dec 16 06:19:40 GMT 2023 , Edited by admin on Sat Dec 16 06:19:40 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
256-423-8
Created by admin on Sat Dec 16 06:19:39 GMT 2023 , Edited by admin on Sat Dec 16 06:19:39 GMT 2023
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