| Identification | Back Directory | [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 | [CAS]
881639-98-1 | [Synonyms]
G-06710-1
1-((3aS,4R,9bR)-4-(6-bromobenzo[d][1,3]dioxol-5-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinolin-8-yl)ethanone
(±)-1-[(3aR*,4S*,9bS*)-4-(6-Bromo-1,3-benzodioxol-5-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinolin-8-yl]-ethanone
Ethanone, 1-[(3aR,4S,9bS)-4-(6-bromo-1,3-benzodioxol-5-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinolin-8-yl]-, rel- | [Molecular Formula]
C21H18BrNO3 | [MDL Number]
MFCD16618392 | [MOL File]
881639-98-1.mol | [Molecular Weight]
412.28 |
| Chemical Properties | Back Directory | [Boiling point ]
529.6±50.0 °C(Predicted) | [density ]
1.457±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
≥41.2 mg/mL in DMSO; insoluble in H2O; insoluble in EtOH | [form ]
crystalline solid | [pka]
1.20±0.40(Predicted) | [color ]
White to off-white | [InChI]
InChI=1/C21H18BrNO3/c1-11(24)12-5-6-18-15(7-12)13-3-2-4-14(13)21(23-18)16-8-19-20(9-17(16)22)26-10-25-19/h2-3,5-9,13-14,21,23H,4,10H2,1H3/t13-,14+,21-/s3 | [InChIKey]
VHSVKVWHYFBIFJ-SICARIQLNA-N | [SMILES]
C(=O)(C1C=CC2=C(C=1)[C@@]1([H])C=CC[C@@]1([H])[C@@H](C1=C(Br)C=C3OCOC3=C1)N2)C |&1:8,13,15,r| |
| Hazard Information | Back Directory | [Description]
GPR30 is a transmembrane G protein-coupled receptor (GPCR) localized to endoplasmic reticulum (ER) that binds estradiol with high affinity, activating multiple intracellular signaling pathways.1 G-1 is a nonsteroidal, high-affinity, selective agonist of GPR30 that binds with a Ki value of 11 nM. Competitive binding studies in estrogen receptor α- (ERα-) and ERβ-expressing cells yielded Ki values for estradiol of 0.30 and 0.38 nM, respectively, with no substantial binding of G-1 at 1 μM.2 The discovery of G-1, a compound that does not bind classical ERs, should facilitate further physiological experiments to define the role of GPR30 in vivo. | [Uses]
G-1 is a potent and selective G protein-coupled estrogen receptor (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. | [Definition]
ChEBI: 1-[4-(6-bromo-1,3-benzodioxol-5-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinolin-8-yl]ethanone is a member of quinolines. | [in vivo]
The results at 14 days post-injury show that the Basso mouse scale (BMS) scores are significantly higher in the G-1 group compared with the other groups (P<0.05). The number of caspase-3-positive cells in the cross sections is counted, and G-1 group has fewer positive cells compare with the other groups (P<0.05), and there is no difference between the two groups (P>0.05)[1].
G-1 administration produces a statistically significant decrease in tumor volume from day 14 post treatment. Grafted tumors harvested after three-week treatment with G-1 show a significant decrease in tumor weight compare to vehicle treated animals[3]. | [storage]
Store at -20°C | [References]
[1]. bologa cg, revankar cm, young sm, et al. virtual and biomolecular screening converge on a selective agonist for gpr30. nat chem biol, 2006, 2(4): 207-212.
[2]. kang s, liu y, sun d, et al. chronic activation of the g protein-coupled receptor 30 with agonist g-1 attenuates heart failure. plos one, 2012, 7(10): e48185. |
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| Company Name: |
BOC Sciences
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16314854226 |
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www.bocsci.com |
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