G-1

Pricing Availability Delivery Time Qty
Cat.No. 3577 - G-1 | C21H18BrNO3 | CAS No. 881639-98-1
Description: Potent and selective GPER agonist
Chemical Name: (±)-1-[(3aR*,4S*,9bS*)-4-(6-Bromo-1,3-benzodioxol-5-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinolin-8-yl]- ethanone
Purity: ≥98% (HPLC)
Datasheet
Citations (11)
Literature
Pathways

Biological Activity

Potent and selective GPER agonist (Ki = 11 nM, EC50 = 2 nM); displays no activity at ERα and ERβ at concentrations up to 10 μM. Increases cytosolic Ca2+ and inhibits migration of SKBr3 cells and MCF-7 cells in response to chemoattractants (IC50 values are 0.7 and 1.6 nM respectively) in vitro. Blocks MCF-1 cell cycle progression at the G1 phase. Displays therapeutic effects in the mouse EAE model of multiple sclerosis.

Technical Data

M. Wt 412.28
Formula C21H18BrNO3
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 881639-98-1
PubChem ID 5322399
InChI Key VHSVKVWHYFBIFJ-HKZYLEAXSA-N
Smiles CC(C5=CC([C@@]4([H])[C@@]([H])3CC=C4)=C(C=C5)N[C@H]3[C@]1=CC(OCO2)=C2C=C1Br)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 41.23 100

Preparing Stock Solutions

The following data is based on the product molecular weight 412.28. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.43 mL 12.13 mL 24.26 mL
5 mM 0.49 mL 2.43 mL 4.85 mL
10 mM 0.24 mL 1.21 mL 2.43 mL
50 mM 0.05 mL 0.24 mL 0.49 mL

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

Product Datasheets

Certificate of Analysis / Product Datasheet
Select another batch:
Safety Datasheet

References

References are publications that support the products' biological activity.

Albanito et al (2007) G protein-coupled receptor 30 (GPR30) mediates gene expression changes and growth response to 17β-estradiol and selective GPR30 ligand G-1 in ovarian cancer cells. Cancer Res. 67 1859 PMID: 17308128

Blasko et al (2009) Beneficial role of the GPR30 agonist G-1 in an animal model of multiple sclerosis. J.Neuroimmunol. 214 67 PMID: 19664827

Ariazi et al (2010) The G protein-coupled receptor GPR30 inhibits proliferation of estrogen receptor-positive breast cancer cells. Cancer Res. 70 1184 PMID: 20086172

Bologa et al (2006) Virtual and biomolecular screening converge on a selective agonist for GPR30. Nature Chem.Biol. 2 207 PMID:


If you know of a relevant reference for G-1, please let us know.

View Related Products by Target

View Related Products by Product Action

View all Estrogen (GPER) Receptor Agonists

Keywords: Potent selective G1 GPR30 agonists receptors estrogen oestrogen G protein-coupled receptor 30 GPER Estrogen (GPER) Receptors

11 Citations for G-1

Citations are publications that use Tocris products. Selected citations for G-1 include:

Chimento et al (2015) GPER agonist G-1 decreases adrenocortical carcinoma (ACC) cell growth in vitro and in vivo. Cell Death Dis 6 19190 PMID: 26131713

Santolla et al (2015) SIRT1 is involved in oncogenic signaling mediated by GPER in breast cancer. Sci Rep 6 e1834 PMID: 26225773

Villa et al (2015) Estrogen accelerates the resolution of inflammation in macrophagic cells. Breast Cancer Res 5 15224 PMID: 26477569

Yuan et al (2015) Acquisition of epithelial-mesenchymal transition phenotype in the tamoxifen-resistant breast cancer cell: a new role for G protein-coupled estrogen receptor in mediating tamoxifen resistance through cancer-associated fibroblast-derived fibronectin and Dis Model Mech 17 69 PMID: 25990368

Lappano et al (2015) A calixpyrrole derivative acts as an antagonist to GPER, a G-protein coupled receptor: mechanisms and models. Cell Death Dis 8 1237 PMID: 26183213

An et al (2014) Estrogen rapidly enhances incisional pain of ovariectomized rats primarily through the G protein-coupled estrogen receptor. Brain Behav 15 10479 PMID: 24921706

Anchan et al (2014) GPR30 activation decreases anxiety in the open field test but not in the elevated plus maze test in female mice. Am J Physiol Renal Physiol 4 51 PMID: 24653954

Nag and Mokha (2014) Activation of a Gq-coupled membrane estrogen receptor rapidly attenuates α2-adrenoceptor-induced antinociception via an ERK I/II-dependent, non-genomic mechanism in the female rat. Oncotarget 267 122 PMID: 24613724

Engelstoft et al (2013) Seven transmembrane G protein-coupled receptor repertoire of gastric ghrelin cells. Mol Metab 2 376 PMID: 24327954

Chimento et al (2013) Selective GPER activation decreases proliferation and activates apoptosis in tumor Leydig cells. Int J Mol Sci 4 e747 PMID: 23907461

Duncan et al (2012) 2-Methoxyestradiol inhibits experimental autoimmune encephalomyelitis through suppression of immune cell activation. Proc Natl Acad Sci U S A 109 21034 PMID: 23213242


Do you know of a great paper that uses G-1 from Tocris? If so please let us know.

Commented out for usability testing

Reviews

TODO: Add Reviews

Literature in this Area

GPCR

GPCR Product Listing

A collection of over 450 products for G protein-coupled receptors, the listing includes research tools for the study of:

  • Rhodopsin-like Receptors
  • Secretin-like Receptors
  • Glutamate Receptors
  • Frizzled Receptors
  • GPCR Signaling

Pathways for G-1

Estrogen

Estrogen Signaling Pathway

Estrogen is a steroid hormone that is responsible for the regulation of growth, differentiation and function of the reproductive system. Estrogen signaling is often dysregulated in breast cancer and osteoporosis.

Protocols

TODO: Add Protocols