Structure Database (LMSD)
Common Name
Gibberellin A3
Systematic Name
Synonyms
3D model of Gibberellin A3
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Level 4 Class
Biological Context
Gibberellic acid is a diterpene fungal metabolite and plant hormone that has been found in Gibberella and various plants.1 It induces production of α-amylase to stimulate seed germination in cereal grains and stimulates photo- and skoto-morphogenesis and internode elongation in Arabidopsis. Gibberellic acid (150 μg per animal) increases testicular 3β-hydroxysteroid dehydrogenase (3β-HSD) and 17β-HSD activities and testosterone levels, markers of steroidogenesis, in rats.2 Dietary administration of gibberellic acid (300 ppm) to pregnant rats increases hepatic malondialdehyde (MDA) levels, decreases catalase, superoxide dismutase (SOD), and glutathione peroxidase (GPX) activities, and reduces hepatic function in both the pregnant rats and their offspring.3 Formulations containing gibberellic acid were previously used to enhance crop growth in agriculture.
This information has been provided by Cayman Chemical
References
1. Gupta, R., and Chakrabarty, S.K. Gibberellic acid in plant: Still a mystery unresolved. Plant Signal. Behav. 8(9), e25504 (2013).
2. Premalatha, R., Jubendradass, R., Srikumar, K., et al. Gibberellic acid acts as an agonist of steroidogenesis in male rats. Andrologia 46(8), 902-909 (2014).
3. Troudi, A., Mahjoubi Samet, A., and Zeghal, N. Hepatotoxicity induced by gibberellic acid in adult rats and their progeny. Exp. Toxicol. Pathol. 62(6), 637-642 (2010).
String Representations
InChiKey (Click to copy)
IXORZMNAPKEEDV-OBDJNFEBSA-N
InChi (Click to copy)
InChI=1S/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
SMILES (Click to copy)
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID
PDB ID
Calculated Physicochemical Properties
Heavy Atoms
25
Rings
5
Aromatic Rings
0
Rotatable Bonds
1
Van der Waals Molecular Volume
317.64
Topological Polar Surface Area
106.13
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
6
logP
1.89
Molar Refractivity
86.71
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Updated at
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