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Gibberellic acid

CAS No.
77-06-5
Chemical Name:
Gibberellic acid
Synonyms
GA3;GIBBERELLIN;GIBBERELIC ACID;Gibberellic;Gibberellins;GIBBERELLIN A3;PRO-GIBB;GIBBERLIC ACID;RELEASE;GIBERELLIN
CBNumber:
CB0734590
Molecular Formula:
C19H22O6
Molecular Weight:
346.38
MDL Number:
MFCD00079329
MOL File:
77-06-5.mol
MSDS File:
SDS
Last updated:2024-04-22 13:28:10

Gibberellic acid Properties

Melting point 227 °C
Boiling point 401.12°C (rough estimate)
alpha 82.5 º (c=10, ethanol)
Density 1.34 g/cm3 (20℃)
refractive index 81 ° (C=2, MeOH)
storage temp. 0-6°C
solubility 5g/l
form Powder
pka 4.0(at 25℃)
color White to pale yellow
optical activity [α]20/D +80±3°, c = 1% in methanol
Water Solubility 5 g/L (20 º C)
Merck 14,4419
BRN 54346
Stability Stable. Combustible. Incompatible with acids, strong oxidizing agents.
InChIKey IXORZMNAPKEEDV-OBDJNFEBSA-N
LogP 0.240
CAS DataBase Reference 77-06-5
EWG's Food Scores 1
FDA UNII BU0A7MWB6L
NIST Chemistry Reference Gibberellic acid(77-06-5)
EPA Substance Registry System Gibberellic acid (77-06-5)
Pesticides Freedom of Information Act (FOIA) Gibberellin

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P264-P280i-P337+P313-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36
Safety Statements  26-36-24/25
RIDADR  None [88] Not regulated.
WGK Germany  3
RTECS  LY8990000
10
TSCA  Yes
HS Code  29322980
Toxicity LD50 orally in Rabbit: 6300 mg/kg LD50 dermal Rabbit > 2000 mg/kg
NFPA 704
0
1 0

Gibberellic acid price More Price(50)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.14464 Gibberellic acid for synthesis 77-06-5 500mg $41 2024-03-01 Buy
Sigma-Aldrich 8.14464 Gibberellic acid for synthesis 77-06-5 1g $42.2 2024-03-01 Buy
Sigma-Aldrich 8.14464 Gibberellic acid for synthesis 77-06-5 5G $148 2024-03-01 Buy
Sigma-Aldrich 48880 Gibberellic acid 90% gibberellin A3 basis (HPLC) 77-06-5 250mg $55.3 2024-03-01 Buy
Sigma-Aldrich 48880 Gibberellic acid 90% gibberellin A3 basis (HPLC) 77-06-5 1g $72.4 2024-03-01 Buy
Product number Packaging Price Buy
8.14464 500mg $41 Buy
8.14464 1g $42.2 Buy
8.14464 5G $148 Buy
48880 250mg $55.3 Buy
48880 1g $72.4 Buy

Gibberellic acid Chemical Properties,Uses,Production

Description

Gibberellic acid (GA) is a tetracyclic di-terpenoid compound. It is one of the major hormones that can be synthesized in plants and fungi. It has various kinds of physiological effects including stimulating seed germination, inducing mitotic division of the leaves, triggering transitions from meristem to shoot growth, vegetative to flowering, determining sex expression and grain development through crosstalk with many environmental signals such as light, temperature and water. In lab and greenhouse, it can be used to trigger germination of seeds which has previously remained dormant. It can also used to induce the production of larger amount and bigger grapes, boosting the grape industry. In industry, GA can be produced from Solid-state Fermentation (SSF) which can have relatively high yield.

Chemical Properties

white powder

Uses

Gibberellic Acid is a a pentacyclic diterpene acid. Gibberellic Acid is a hormone that is found in plants which promotes the growth and elongation of cells. Gibberellic acid acts as a plant growth reg ulator on account of its physiological and morphological effects in extremely low concentrations. Generally Gibberellic acid affects only the plant parts above the soil surface.

Uses

Gibberellic acid is used as a plant growth hormone. It is also used to trigger germination in dormant seeds in laboratory and green house settings and to stimulate rapid stem and root growth and induce mitotic division in the leaves of some plants. It also serves in grape growing industry as a hormone to induce the production of larger bundles and bigger grape.

Definition

ChEBI: A C19-gibberellin that is a pentacyclic diterpenoid responsible for promoting growth and elongation of cells in plants.

Biosynthesis

The presence of GA in actively growing tissues, i.e., shoot apices, young leaves, and flowers. Gibberellins (GAs; Gibberellic acids) being synthesized via the terpenoid pathway, require 3 enzymes viz., terpene synthase (TPSs), cytochrome P450 monooxygenase (P450s) and 2-oxoglutarate dependent dehydrogenase (2 ODDs), for the biosynthesis of bioactive GA from geranylgeranyl diphosphate in plants. Two terpene synthases, ent-copalyl diphosphate synthase (CPS) and ent-kaurene synthase (KS), located in plastids, are involved in the conversion of GGDP to tetracyclic hydrocarbon intermediate ent-kaurene. ent-Kaurene is then converted to GA12 by 2 P450s. First, ent-Kaurene oxidase (KO), present in the plastid's outer membrane, catalyzes the sequential oxidation of C-19 to produce ent-kaurenoic acid. Second, the kaurenoic acid oxidase (KAO) in the endoplasmic reticulum is converted to GA12. Bioactive GA4 is converted from GA12 through oxidations on C-20 and C-3 by GA 20-oxidase (GA20ox) and GA 3-oxidase (GA3ox)[3].
Gibberellic acid

General Description

White powder.

Air & Water Reactions

Slightly water soluble .

Reactivity Profile

Gibberellic acid is readily degraded by acids. .

Fire Hazard

Flash point data for Gibberellic acid are not available. Gibberellic acid is probably combustible.

Agricultural Uses

Plant growth hormone, Plant regulator: Gibberellic acids (Gibberellins) are naturally occurring plant hormones that are used as plant growth regulators to stimulate both cell division and elongation that affects leaves and stems. Applications of this hormone also hastens plant maturation and seed germination. Delayed harvesting of fruits, allowing them to grow larger. Gibberellic acids are applied to growing field crops, small fruits, grapes, vines and tree fruit, and ornamentals, shrubs and vines.

Agricultural Uses

Gibberellin is a growth promoting substance found widely in plants. It was first isolated from the fungus Gibberella. Gibberellin increases the rate of photosynthesis and helps in the elongation of cells. It promotes the flowering and germination of plants. With a general formula of Cl9H22O6, gibberellins are also produced by Azotobacter, Azospirillum, etc.

Agricultural Uses

Gibberellic acid is an organic acid used as a plant growth hormone. It is formed by the fungus Gibberellafujikuroi in aerated submerged culture.

Trade name

ACTIVOL®; BERELEX®; BRELLIN®; BOLL-SET®; CEKUGIB®; CROP BOOSTER®; CYTOPLEX HMS®, DYNOGEN®; FALGRO®; FLORALTONE® (with 2,3,5-triiodobenzoic acid); FLORGIB®; FOLI-ZYME®; GIBBEX®; GIBBERELLIN A 3 ®; GIBBERELLIN X®; GIBBREL®; GIBGRO®; GIB-SOL®; GIB-TABS®; GIBRESCOL®; GROCEL®; KALGIBB®; MAXON®; N-LARGE®; NOVAGIB®; PGR-IV®; PRO-GIBB®; REGULEX®; RELEASE®; RELAX®; RYZUP®; STIMULATE®; VIGOR®

Biochem/physiol Actions

Phytohormone that controls important aspects of plant growth: germination, elongation, and flowering. The effects are mediated by inducing degradation of the DELLA repressor protein, and probably other minor signalling pathways.

Safety Profile

Mildly toxic by ingestion. Questionable carcinogen with experimental tumorigenic data. hlutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

It crystallises from EtOAc, EtOAc/pet ether, MeOH/pet ether or Me2CO/pet ether. [Cross J Chem Soc 3022 1960, Beilstein 18 III/IV 6533.]

Toxicity evaluation

75 ppm of Gibberellic acid (GA3) in drinking water was continuously administered orally to rats (Sprague-Dawley albino) ad libitum for 50 days. The lipid peroxidation end product MDA significantly increased in the lungs, heart, and kidney of rats treated with GA3 without significant change in the spleen. Antioxidant enzyme activities such as SOD significantly increased in the lungs and stomach and decreased in the spleen and heart tissues of rats treated with GA3[4].

References

[1]https://en.wikipedia.org/wiki/Gibberellic_acid
[2]https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4002599/
[3] Gupta, Ramwant, and S K Chakrabarty. “Gibberellic acid in plant: still a mystery unresolved.” Plant signaling & behavior vol. 8,9 (2013): e25504. doi:10.4161/psb.25504
[4]Celik, Ismail et al. “Evalution of toxicity of abcisic acid and gibberellic acid in rats: 50 days drinking water study.” Journal of enzyme inhibition and medicinal chemistry vol. 22,2 (2007): 219-26. doi:10.1080/14756360600988955

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View Lastest Price from Gibberellic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Gibberellic acid pictures 2024-05-16 Gibberellic acid
77-06-5
US $290.00-250.00 / kilograms 1kilograms 90% 100tons Hebei Dangtong Import and export Co LTD
Gibberellins pictures 2024-04-22 Gibberellins
77-06-5
US $1.00 / KG 1KG 99.91% 200000 Ouhuang Engineering Materials (Hubei) Co., Ltd
Gibberellic acid pictures 2024-04-19 Gibberellic acid
77-06-5
US $650.00 / g 1g 98 500 Kg R&D Scientific Inc.
  • Gibberellic acid pictures
  • Gibberellic acid
    77-06-5
  • US $290.00-250.00 / kilograms
  • 90%
  • Hebei Dangtong Import and export Co LTD
  • Gibberellins pictures
  • Gibberellins
    77-06-5
  • US $1.00 / KG
  • 99.91%
  • Ouhuang Engineering Materials (Hubei) Co., Ltd
RYZUPSTRONG (1alpha,2beta,4aalpha,4bbeta,10beta)-2,4a,7-trihydroxy-1-methyl-8-methylenegibb (1alpha,2beta,4aalpha,4bbeta,10beta)-2,4a,7-Trihydroxy-1-methyl-8-methylgibb-3-ene-1,10-dicarboxylic acid 1,4a-lactone (1alpha,2beta,4aalpha,4bbeta,10beta)-a-lacton (3s,3ar,4s,4as,7s,9ar,9br,12s)-7,12-dihydroxy-3-methyl-6-methylene-2-oxoperhyd (3s,3as,4s,4as,6s,8as,8bs,11s)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6 ethano-3,8b-prop-l-enoperhydroindeno-(1,2-b)furan-4-carboxylicacid Gibb-3-ene-1,10-dicarboxylic acid, 2,4a,7-trihydroxy-1-methyl-8-methylene-, 1,4a-lactone, (1alpha,2beta,4aalpha,4bbeta,10beta)- gibb-3-ene-1,10-dicarboxylicacid,2,4a,7-trihydroxy-1-methyl-8-methylene-,1,4 Gibberelin (alpha X) Gibberellin 1 gibberellina4mixt.with gibberellina4mixt.withgibberellina7 gibberellina4mixt.withgibberellina7chemical Gibberillic acid Gibb-tabs (3S,3aR,4S,4aR,7S,9aR,9bR,12S)-7,12-dihydroxy-3-methyl-6-methylene-2-oxoperhydro-4a,7-methano-9b,13-propenoazuleno[1,2-b]furan-4-carboxylic acid 2,4a,7-Trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10-dicarboxylic acid 1,4a-lacto Gibberellic Acid (1.06020) Gibberellic Acid A3 UVEX CEKU-GIB KRI-GIBB GA4 AND 7 GIBERILLIC ACID GIB GIBB ACID 3 GIBBERELLIC ACID GIBBERELLIC ACID GA3 GIBBEX Gibberellic Acid, crystal Gibberellic Acid, powder GA3, Gibberellin A3 GA3, Gibberellic acid Gibberellins A3 powder Gibberellic acid E.C. 2,4α,7-thihydroxy-1-methyl-8-methjylenegibb-3-ene-1,10-dicarboxylic acid-1,4α-lactone gibberellins Berelex G.bberellic acid Maxon Peroxide, bis(1-oxotetradecyl)- Tetradecanoyl tetradecaneperoxoate Pro-Gib Gibberellic acid,99% (1alpha,2beta,4aalpha,4bbeta,10beta)-2,4a, 7-Trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10-dicarboxylic acid 1,4a-lactone Gibberellic a GIBBERELLIC ACID(GIBBERELLIN-A3) CRYST. PRACT. Gibberellic acid,GA3, Gibberellin A3 Gibberellic acid, tech. 90% Gibb-3-ene-1,10-dicarboxylic acid, 2,4a,7-trihydroxy-1-methyl-8-methylene-, 1,4a-lactone, (1α,2β,4aα,4bβ,10β)- Gibberellic Acid (200 mg) (3s,3as,4s,4as,7s,9ar,9br,12s)-7,12-dihydroxy-3-methyl-6-methylene-2-oxoperhyd ,10beta-dicarboxylicacid1,4a-lactone ,4a-lactone 10-dicarboxylicacid,2,4.alpha.,7-trihydroxy-1-methyl-8-methylene-,1,4a-lactone,(1.alpha.,2.beta.Gibb-3-ene-1 10-dicarboxylicacid,2,4a,7-trihydroxy-1-methyl-8-methylene-gibb-3-ene-1 1alpha,10beta-dicarboxylicacid1-4alactone 2,4a,7-Trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10-carboxylic acid 1-4-lactone