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Gibberellic acid
Common name: Gibberellic acid
IUPAC name:
(3S,3aR,4S,4aS,7S,9aR,9bR,12S)-7,12-dihydroxy-3-methyl-6-methylene-2-oxoperhydro-4a,7-methano-9b,3-propeno[1,2-b]furan-4-carboxylic acid
Chemical Abstracts name:    
(1a,2b,4aa,4bb,10b)-2,4a,7-trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10-dicarboxylic acid 1,4a-lactone
CAS RN:[77-06-5]
 
PHYSICAL CHEMISTRY
Mol. wt.: 346.4
Form:Crystalline solid.
M.p.: 223-225 ºC (decomp.)
Solubility In water 5 g/l (room temperature). Soluble in methanol, ethanol, acetone, and aqueous alkalis; slightly soluble in diethyl ether and ethyl acetate. Insoluble in chloroform. Potassium, sodium, and ammonium salts: Readily soluble in water (potassium salt 50 g/l).
Stability Dry gibberellic acid is stable at room temperature, but slowly undergoes hydrolysis in aqueous or aqueous-alcoholic solutions, DT50 (20 ºC) c. 14 d (pH 3-4), 14 d (pH 7). In alkalis, undergoes a rearrangement to less biologically-active compounds. Decomposed by heat.
 
TOXICOLOGY
Oral Acute oral  LD50 for rats and mice >15 000 mg/kg.
Skin and eye Acute percutaneous  LD50 for rats >2000 mg/kg. Non-irritating to skin and eyes.
Inhalation  No ill-effect on rats subjected to 400 mg/l for 2 h/d for 21 d.
NOEL (90 d) for rats and dogs >1000 mg/kg diet (6 d/w).
Toxicity class WHO (a.i.) III
EPA (formulation) III
 
ECOTOXICOLOGY
Birds Acute oral   LD50 for bobwhite quail >2250 mg/kg. Acute oral LC50 >4640 mg/kg.
Fish  LC50 (96 h) for rainbow trout >150 ppm.
 

 
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