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Merck
CN

48880

Gibberellic acid

90% gibberellin A3 basis (HPLC)

Synonym(s):

GA3, Gibberellin A3

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About This Item

Empirical Formula (Hill Notation):
C19H22O6
CAS Number:
77-06-5
Molecular Weight:
346.37
NACRES:
NA.77
PubChem Substance ID:
57651167
UNSPSC Code:
12352106
EC Number:
201-001-0
Beilstein/REAXYS Number:
54346

Key Documents

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Product Name

Gibberellic acid, 90% gibberellin A3 basis (HPLC)

Quality Level

100

InChI key

IXORZMNAPKEEDV-OBDJNFEBSA-N

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 string

C[C@]12[C@@H](O)C=C[C@@]3(OC1=O)[C@@H]4CC[C@]5(O)C[C@]4(CC5=C)[C@H]([C@H]23)C(O)=O

assay

90% gibberellin A3 basis (HPLC)

optical activity

[α]20/D +78±5°, c = 2% in methanol

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Application

Gibberellic acid has been used to study mechanical properties with cellular resolution in the light-grown hypocotyl of Arabidopsis thaliana.

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.

General description

Gibberellic acid is an endogenous plant growth regulator

Other Notes

Structure-activity studies

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

农药列管产品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1689
BCCN0963
BCCM0632
BCCK5334
BCCH8702

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E.P. Serebryakov et al.
Phytochemistry, 23, 1847-1847 (1984)
An automated confocal micro-extensometer enables in vivo quantification of mechanical properties with cellular resolution
Robinson S, et al.
Plant Cell, 29(12), 2959-2973 (2017)
Gokhan Kir et al.
Plant physiology, 169(1), 826-839 (2015-07-15)
Brassinosteroids (BRs) are plant hormones involved in various growth and developmental processes. The BR signaling system is well established in Arabidopsis (Arabidopsis thaliana) and rice (Oryza sativa) but poorly understood in maize (Zea mays). BRASSINOSTEROID INSENSITIVE1 (BRI1) is a BR
Vinicius C Galvão et al.
Development (Cambridge, England), 139(21), 4072-4082 (2012-09-21)
The transition from vegetative to reproductive development is a central event in the plant life cycle. To time the induction of flowering correctly, plants integrate environmental and endogenous signals such as photoperiod, temperature and hormonal status. The hormone gibberellic acid
Jinhua Li et al.
Journal of experimental botany, 63(18), 6407-6420 (2012-10-19)
Plants have evolved and adapted to different environments. Dwarfism is an adaptive trait of plants that helps them avoid high-energy costs under unfavourable conditions. The role of gibberellin (GA) in plant development has been well established. Several plant dehydration-responsive element-binding
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