Structure Database (LMSD)

Common Name
Gibberellin A3
Systematic Name
(1α,2β,4aα,4bβ,10β)-2,4a,7-Trihydroxy-1-methyl-8-methylenegibb-3-ene-1,10-dicarboxylic acid 1,4a-lactone
Synonyms
  • Gibberellic acid
LM ID
LMPR0104170002
Formula
Exact Mass
Calculate m/z
346.14164
Status
Curated

Classification

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

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)
[C@@]123C=C[C@H](O)[C@](C(=O)O1)(C)[C@@]2([H])[C@@H]([C@]12CC([C@@](CC[C@@]31[H])(O)C2)=C)C(=O)O

Other Databases

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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Created at
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Updated at
20th May 2025