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Your Location：Home>Product Center >> Pesticide API and intermediates >> Gibberellin A3
  • Gibberellin A3
Name:Gibberellin A3
CAS No:77-06-5

PRODUCT DESCRIPTION

【Name】
gibberellin A3
【CAS Registry number】
77-06-5
【Synonyms】
GIB
(3S,3aR,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid
Maxon
GIBREL
GIBBEX
gibberellic acid
Gibberellic acid
Grocel
(1S,2S,4aR,4bR,7S,9aS,10S,10aR)-1,2,4b,5,6,7,8,9,10,10a-decahydro-2,7-dihydroxy-1-methyl-8-methylene-13-oxo-4a,1-(epoxymethano)-7,9a-methanobenz[a]azulene-10-carboxylic acid
GA3
Ralex
UVEX
ryzup
pgr-iv
(3S,3aS,4S,4aS,7S,9aR,9bR,12S)-7,12-dihydroxy-3-methyl-6-methylene-2-oxoperhydro-4a,7-methano-9b,3-propenoazuleno[1,2-b]furan-4-carboxylic acid
【EINECS(EC#)】
201-001-0
【Molecular Formula】
C19H22O6 (Products with the same molecular formula)
【Molecular Weight】
346.37400
【Inchi】
InChI=1/C19H22O6/c1-9-7-17-8-18(9,24)5-3-10(17)19-6-4-11(20)16(2,15(23)25-19)13(19)12(17)14(21)22/h4,6,10-13,20,24H,1,3,5,7-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16-,17+,18+,19-/m1/s1
【InChIKey】
IXORZMNAPKEEDV-UHFFFAOYSA-N
【Canonical SMILES】
CC12C(C=CC3(C1C(C45C3CCC(C4)(C(=C)C5)O)C(=O)O)OC2=O)O
【Isomers smiles】
C[C@@]12[C@H](C=C[C@@]3([C@@H]1[C@@H]([C@]45[C@H]3CC[C@](C4)(C(=C)C5)O)C
(=O)O)OC2=O)O
【MOL File】
77-06-5.mol

Chemical and Physical Properties

【Appearance】
white crystalline powder
【Density】
1.493 g/cm3
【Melting Point】
227℃
【Boiling Point】
628.595 °C at 760 mmHg
【Refractive Index】
81 ° (C=2, MeOH)
【Flash Point】
231.438 °C
【Alpha】
82.5 o (C=10, ETHANOL)
【Water】
5 g/L (20℃)
【Solubilities】
slightly soluble
【Color/Form】
Crystals from ethyl acetate
Fine white powder at 23 deg C
【Stability】
Stable. Combustible. Incompatible with acids, strong oxidizing agents.
【HS Code】
29322980
【Storage temp】
0-6°C
【Spectral properties】
Specific optical rotation: +86 deg at 19 deg C/D (conc= 2.12 g in 100 ml water)
IR: 2:363F (Aldrich Library of Infrared Spectra, Aldrich Chemical Co, Milwaukee, WI)
NMR: 3:76D (Aldrich Library of Mass Spectra, Aldrich Chemical Co, Milwaukee, WI)
MASS: 73678 (NIST/EPA/MSDC Mass Spectral Database, 1990 version)
【Computed Properties】
Molecular Weight:346.37438 [g/mol]
Molecular Formula:C19H22O6
XLogP3:0.2
H-Bond Donor:3
H-Bond Acceptor:6
Rotatable Bond Count:1
Exact Mass:346.141638
MonoIsotopic Mass:346.141638
Topological Polar Surface Area:104
Heavy Atom Count:25
Formal Charge:0
Complexity:772
Isotope Atom Count:0
Defined Atom Stereocenter Count:8
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:5
Feature 3D Donor Count:2
Feature 3D Anion Count:1
Feature 3D Ring Count:3
Effective Rotor Count:2.4
Conformer Sampling RMSD:0.6
CID Conformer Count:2

Safety and Handling

【Hazard Codes】
Xi:Irritant
【Risk Statements】
R36
【Safety Statements 】
S26;S36
【HazardClass】
5.2
【Safety】

Hazard Codes:?Xi 
Risk Statements: 36?
R36:Irritating to eyes. 
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36:Wear suitable protective clothing. 
WGK Germany: 3
RTECS: LY8990000
F: 10 
HS Code: 29322980 
Hazardous Substances Data 77-06-5(Hazardous Substances Data) 
Mildly toxic by ingestion of gibberellic acid . It is showed to be questionable carcinogen by? experimental tumorigenic data.? When heated to decomposition it emits acrid smoke and irritating fumes.

【Cleanup Methods】
If a spill occurs, clean it up promptly. Don't wash it away. Instead, sprinkle the spill with sawdust, vermiculite, or kitty litter. Sweep it into a plastic garbage bag, and dispose of it as directed on the pesticide product label.
After Applying a Pesticide, Indoors or Outdoors. To remove pesticide residues, use a bucket to rinse tools or equipment three times, including any containers or utensils that you used when mixing the pesticide. Then pour the rinsewater into the pesticide sprayer and reuse the solution by applying it according to the pesticide product label directions. After applying any pesticide wash your hands and any other parts of your body that may have come in contact with the pesticide..To prevent tracking pesticides inside, remove or rinse your boots or shoes before entering your home. Wash any clothes that have been exposed to a lot of pesticide separately from your regular wash.
【Transport】
25kgs
【Formulations/Preparations】
Berelex tablets containing 1 g gibberellins more than 92% gibberellic acid.
Pro-gibb plus /composed of/ 10% gibberellin a3 /which is used as/ plant growth regulator ... to increase yield of sugarcane, to thin & enlarge Thompson seedless grapes, & delay harvest of naval oranges.
Tablet (effervescent water-soluble) (1 g ai); water soluble powder (100 g/kg); unformulated crystalline ai.
Liquid concentrate: Pro-Gibb 4%, Gibberellins A4/A7
Tablet, 1 g ai
Water soluble powder, 100 g/kg, unformulated crystalline ai
Crystals; water-soluble granules; emulsifiable concentrate
Tablets, soluble granules, liquid concentrate
Discontinued /Trade/ names: Floraltone, Gib-Sol, Gib-Tabs, Gibbex, Gibrescol, Grocel, Maxon, Sudraksh.
Trade names: Agga, Gacid, Agro-Gibb, BioGibb, Cekugib, Genial, GIP, Hek-Gibb, Polar Pol-Gibb, Proacido L, ProGA3, Urigibberellin, Wopro-gib.
【Exposure Standards and Regulations】
Gibberellic acid and its potassium salt is a food additive permitted for direct addition to food for human consumption, as long as 1) the quantity of the substance added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) any substance intended for use in or on food is of appropriate food grade and is prepared and handled as a food ingredient. The food additive gibberellic acid and its potassium salt may be used in the malting of barley in accordance with prescribed conditions.
【Reactivities and Incompatibilities】
... Incompatible with alkaline materials and solutions containing chlorine.
【Other Preventative Measures】
Avoid all contact with skin and eyes; wash splashes from skin and eyes immediately.
Wear the items of protective clothing the label requires: for example, non-absorbent gloves (not leather or fabric), rubber footwear (not canvas or leather), a hat, goggles, or a dust-mist filter. If no specific clothing is listed, gloves, long-sleeved shirts and long pants, and closed shoes are recommended. You can buy protective clothing and equipment at hardware stores or building supply stores.
Indoor Applications. If the label directions permit, leave all windows open and fans operating after the application is completed. If the pesticide product is only effective in an unventilated (sealed) room or house, do not stay there. Put all pets outdoors, and take yourself any your family away from treated areas for at least the length of time prescribed on the label. Apply most surface sprays only to limited areas such as cracks; don't treat entire floors, walls, or ceilings. Don't let pesticides get on any surfaces that are used for food preparation. Wash any surfaces that may have pesticide residue before placing food on them.
Indoor Applications. When using total release foggers to control pests, use no more than the amount needed and to keep foggers away from ignition sources (ovens, stoves, air conditioners, space heaters, and water heaters, for example). Foggers should not be used in small, enclosed places such as closets and cabinets or under tables and counters.
Outdoor Applications. Never apply pesticides outdoors on a windy day (winds higher than 10 mph). Position yourself so that a light breeze does not blow pesticide spray or dust into your face.
【Specification】

white powder
Safety Statements:26-36
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:Wear suitable protective clothing
【Octanol/Water Partition Coefficient】
log Kow = 0.24
【Report】

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

【Disposal Methods】
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
Burial or incineration (where permitted) would be effective disposal procedures.
Safe Disposal of Pesticides. The best way to dispose of small amounts of excess pesticides is to use them - apply them - according to the directions on the label. If you cannot use them, ask your neighbors whether they have a similar pest control problem and can use them. If all of the remaining pesticide cannot be properly used, check with your local solid waste management authority, environmental agency, or health department to find out whether your community has a household hazardous waste collection program or a similar program for getting rid of unwanted, leftover pesticides. These authorities can also inform you of any local requirements for pesticide waste disposal.
Safe Disposal of Pesticides. An empty pesticide container can be as hazardous as a full one because of residues left inside. Never reuse such a container. When empty, a pesticide container should be rinsed carefully three times and the rinsewater thoroughly drained back onto the sprayer or the container previously used to mix the pesticide. Use the rinsewater as a pesticide, following label directions. Replace the cap or closure securely. Dispose of the container according to label instructions. Do not puncture or burn a pressurized container like an aerosol - it could explode. Do cut or puncture other empty pesticide containers made of metal or plastic to prevent someone from reusing them. Wrap the empty container and put it in the trash after you have rinsed it.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

Produced by several molds, principally gibberella fujikuroi.
Gibberellic acid is produced commercially by fermentation.
U.S. Production

(1976) PROBABLY GREATER THAN 2.27X10+6 GRAMS
(1978) PROBABLY GREATER THAN 4.54X10+6 GRAMS
Consumption Patterns

(1992): 2573 lbs to apples, 86 lbs to artichokes, 66 lbs to blueberries, 10 lbs to carrots, 629 lbs to cherries, 3473 lbs to citrus, 23778 lbs to grapes, 20lbs to hops.
【Usage】

Plant growth regulator for vegetables, fruits, sugarcane & grain (incl hops).

Biomedical Effects and Toxicity

【Pharmacological Action】
- Any of the hormones produced naturally in plants and active in controlling growth and other functions. There are three primary classes: auxins, cytokinins, and gibberellins.
【Biomedical Effects and Toxicity】
Translocated /in plants/.

Environmental Fate and Exposure Potential

【Environmental Fate/Exposure Summary】
90% after 10 days using a hydroponic solution supporting the growth of dwarf peas(8), suggesting biodegradation may be an important environmental fate process in soil(SRC).] **PEER REVIEWED**">TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 32(SRC), determined from a log Kow of 0.24(2) and a regression-derived equation(3), indicates that gibberellic acid is expected to have very high mobility in soil(SRC). The pKa of gibberellic acid is 4.0(4), indicating that this compound will primarily exist in the anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). Volatilization of gibberellic acid from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.6X10-15 atm-cu m/mole(SRC), using a fragment constant estimation method(6). Gibberellic acid is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.3X10-13 mm Hg(SRC), determined from a fragment constant method(7). Biodegradation of gibberellic acid was found to be 85% after 5 days of incubation at 24 deg C and > 90% after 10 days using a hydroponic solution supporting the growth of dwarf peas(8), suggesting biodegradation may be an important environmental fate process in soil(SRC).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 32(SRC), determined from a log Kow of 0.24(2) and a regression-derived equation(3), indicates that gibberellic acid is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.6X10-15 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). The pKa of gibberellic acid is 4(5), indicating that this compound will primarily exist in anion form in the environment and anions generally do not adsorb more strongly to organic carbon and clay than their neutral counterparts(6). According to a classification scheme(7), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Gibberellic acid is slowly hydrolyzed by water and rapidly decomposed by heat or chlorine (for example in water)(9). Biodegradation of gibberellic acid was found to be 85% after 5 days of incubation at 24 deg C and > 90% after 10 days using a hydroponic solution supporting the growth of dwarf peas(10), suggesting biodegradation may be an important environmental fate process in water(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), gibberellic acid, which has an estimated vapor pressure of 1.3X10-13 mm Hg at 25 deg C(SRC), determined from a fragment constant method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase gibberellic acid may be removed from the air by wet or dry deposition(SRC).

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