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48870

Sigma-Aldrich

Gibberellin

80% gibberellin A3 basis (TLC)

Synonym(s):
Gibberellic acid, GA3
Empirical Formula (Hill Notation):
C19H22O6
Molecular Weight:
346.37
Beilstein:
54346
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

80% gibberellin A3 basis (TLC)

optical activity

[α]20/D +80±3°, c = 1% in methanol

SMILES string

[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]4([H])[C@@]5(C)[C@@H](O)C=C[C@@]24OC5=O

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

InChI key

IXORZMNAPKEEDV-OBDJNFEBSA-N

Biochem/physiol Actions

A "classical" ubiquitous plant hormone, with diverse effects, such as stilumating stem and root growth, and stimulating seed germination.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 48870.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Storage Class Code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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Debao Huang et al.
The Plant cell, 27(6), 1681-1696 (2015-05-24)
Cellulose, which can be converted into numerous industrial products, has important impacts on the global economy. It has long been known that cellulose synthesis in plants is tightly regulated by various phytohormones. However, the underlying mechanism of cellulose synthesis regulation...
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...
Yasutaka Chiba et al.
Journal of plant research, 128(4), 679-686 (2015-03-25)
NRT1/PTR FAMILY (NPF) proteins were originally identified as nitrate or di/tri-peptide transporters. Recent studies revealed that this transporter family also transports the plant hormones auxin (indole-3-acetic acid), abscisic acid (ABA), and gibberellin (GA), as well as secondary metabolites (glucosinolates). We...
Lijuan Chai et al.
Plant science : an international journal of experimental plant biology, 229, 215-224 (2014-12-03)
Seedless varieties are of particular importance to the table-grape and raisin industries. Gibberellin (GA) application is widely used in the early stages of seedless berry development to increase berry size and economic value. However, the underlying mechanism of GA induction...

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