ChemicalBook > CAS DataBase List > Gibberellic acid

Gibberellic acid

Product Name
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
Formula Weight
346.38
MOL File
77-06-5.mol
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Gibberellic acid Property

Melting point:
227 °C
alpha 
82.5 º (c=10, ethanol)
Boiling point:
401.12°C (rough estimate)
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
NIST Chemistry Reference
Gibberellic acid(77-06-5)
EPA Substance Registry System
Gibberellic acid (77-06-5)
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Safety

Hazard Codes 
Xi
Risk Statements 
36
Safety Statements 
26-36-24/25
RIDADR 
None [88] Not regulated.
WGK Germany 
3
RTECS 
LY8990000
F 
10
TSCA 
Yes
HS Code 
29322980
Hazardous Substances Data
77-06-5(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 6300 mg/kg LD50 dermal Rabbit > 2000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.14464
Product name
Gibberellic acid
Purity
for synthesis
Packaging
500mg
Price
$41
Updated
2024/03/01
Sigma-Aldrich
Product number
8.14464
Product name
Gibberellic acid
Purity
for synthesis
Packaging
1g
Price
$42.2
Updated
2024/03/01
Sigma-Aldrich
Product number
8.14464
Product name
Gibberellic acid
Purity
for synthesis
Packaging
5G
Price
$148
Updated
2024/03/01
Sigma-Aldrich
Product number
48880
Product name
Gibberellic acid
Purity
90% gibberellin A3 basis (HPLC)
Packaging
250mg
Price
$55.3
Updated
2024/03/01
Sigma-Aldrich
Product number
48880
Product name
Gibberellic acid
Purity
90% gibberellin A3 basis (HPLC)
Packaging
1g
Price
$72.4
Updated
2024/03/01
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Gibberellic acid Chemical Properties,Usage,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].

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

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

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.

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

Gibberellic acid Preparation Products And Raw materials

Raw materials

D(+)-Glucose Ethanol Sucrose Potassium Phosphate Monobasic Ethyl acetate Methanol Aqueous agent Starch corn syrup Sulfuric acid Sodium carbonate

Preparation Products

FOOD ADDITIVES
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View Lastest Price from Gibberellic acid manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Gibberellic acid 77-06-5
Price
US $100.00-75.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000Ton
Release date
2024-08-12
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Gibberellic Acid 77-06-5
Price
US $180.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-23
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Gibberellic acid (GA) 77-06-5
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
90%TC
Supply Ability
5000kg/month
Release date
2021-06-05

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  • PRO-GIBB
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  • RYZUPSTRONG
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  • 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
  • 2,4A,7-TRIHYDROXY-1-METHYL-8-METHYLENEGIBB-3-ENE-1,10-DICARBOXYLIC ACID 1,4A-LACTONE
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  • GIBBERELLIN
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  • GIBBERELLIN X
  • GIBBEX
  • BERELEX
  • ACTIVOL
  • GIBBERLIC ACID
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