G-15

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 407480

CAS#: 1161002-05-6

Description: G-15, also known as GRB-G15, is a cell-permeable non-steroidal antagonist of GPER (Ki = 20 nM).


Chemical Structure

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G-15
CAS# 1161002-05-6

Theoretical Analysis

MedKoo Cat#: 407480
Name: G-15
CAS#: 1161002-05-6
Chemical Formula: C19H16BrNO2
Exact Mass: 369.0364
Molecular Weight: 370.246
Elemental Analysis: C, 61.64; H, 4.36; Br, 21.58; N, 3.78; O, 8.64

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: G-15; G15; G 15; GRB-G15.

IUPAC/Chemical Name: (3aS,4R,9bR)-4-(6-bromo-1,3-benzodioxol-5-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline

InChi Key: YOLTZIVRJAPVPH-MJLGCCKJSA-N

InChi Code: InChI=1S/C19H16BrNO2/c20-15-9-18-17(22-10-23-18)8-14(15)19-13-6-3-5-11(13)12-4-1-2-7-16(12)21-19/h1-5,7-9,11,13,19,21H,6,10H2/t11-,13-,19+/m0/s1

SMILES Code: BrC1=C([C@@H]2NC3=C(C=CC=C3)[C@@]4([H])[C@]2([H])CC=C4)C=C5OCOC5=C1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 370.246 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Imesch P, Samartzis EP, Dedes KJ, Fink D, Fedier A. Histone deacetylase inhibitors down-regulate G-protein-coupled estrogen receptor and the GPER-antagonist G-15 inhibits proliferation in endometriotic cells. Fertil Steril. 2013 Sep;100(3):770-6. doi: 10.1016/j.fertnstert.2013.05.008. Epub 2013 Jun 10. PubMed PMID: 23755949.

2: Tamura T, Noda M, Ozaki M, Maruyama M, Matoba Y, Kumagai T, Sugiyama M. Establishment of an efficient fermentation system of gamma-aminobutyric acid by a lactic acid bacterium, Enterococcus avium G-15, isolated from carrot leaves. Biol Pharm Bull. 2010;33(10):1673-9. PubMed PMID: 20930374.

3: Januskauskas A, Lukoseviciute K, Nagy S, Johannisson A, Rodriguez-Martinez H. Assessment of the efficacy of Sephadex G-15 filtration of bovine spermatozoa for cryopreservation. Theriogenology. 2005 Jan 1;63(1):160-78. PubMed PMID: 15589282.

4: Okada TK, Nakabayashi Y, Miyakoshi M, Inoue M. Potassium and sodium chloride ion pairs are presumed to constitute a complex during elution from a Sephadex G-15 column with sodium phosphate buffer. J Chromatogr A. 2003 Feb 14;987(1-2):49-55. PubMed PMID: 12613796.

5: Hawley WR, Battista C, Divack SR, Morales Núñez NB. The role of estrogen G-protein coupled receptor 30 (GPR30) and sexual experience in sexual incentive motivation in male rats. Physiol Behav. 2017 May 1. pii: S0031-9384(17)30131-2. doi: 10.1016/j.physbeh.2017.05.001. [Epub ahead of print] PubMed PMID: 28472669.

6: Cheng Q, Meng J, Wang XS, Kang WB, Tian Z, Zhang K, Liu G, Zhao JN. G-1 exerts neuroprotective effects through G protein-coupled estrogen receptor 1 following spinal cord injury in mice. Biosci Rep. 2016 Aug 31;36(4). pii: e00373. doi: 10.1042/BSR20160134. Print 2016 Aug. PubMed PMID: 27407175; PubMed Central PMCID: PMC5006313.

7: Gibbs RB, Nelson D, Hammond R. Role of GPR30 in mediating estradiol effects on acetylcholine release in the hippocampus. Horm Behav. 2014 Jul;66(2):339-45. doi: 10.1016/j.yhbeh.2014.06.002. Epub 2014 Jun 11. PubMed PMID: 24928571; PubMed Central PMCID: PMC4131743.

8: Kawamura T, Hirata A, Ohno S, Nomura Y, Nagano T, Nameki N, Yokogawa T, Hori H. Multisite-specific archaeosine tRNA-guanine transglycosylase (ArcTGT) from Thermoplasma acidophilum, a thermo-acidophilic archaeon. Nucleic Acids Res. 2016 Feb 29;44(4):1894-908. doi: 10.1093/nar/gkv1522. Epub 2015 Dec 31. PubMed PMID: 26721388; PubMed Central PMCID: PMC4770233.

9: Kurt AH, Bosnak M, Inan SY, Celik A, Uremis MM. Epileptogenic effects of G protein-coupled estrogen receptor 1 in the rat pentylenetetrazole kindling model of epilepsy. Pharmacol Rep. 2016 Feb;68(1):66-70. doi: 10.1016/j.pharep.2015.07.001. Epub 2015 Jul 17. PubMed PMID: 26721354.

10: Ma HR, Wang J, Chen YF, Chen H, Wang WS, Aisa HA. Icariin and icaritin stimulate the proliferation of SKBr3 cells through the GPER1-mediated modulation of the EGFR-MAPK signaling pathway. Int J Mol Med. 2014 Jun;33(6):1627-34. doi: 10.3892/ijmm.2014.1722. Epub 2014 Apr 3. PubMed PMID: 24718680.

11: Okada TK, Miyakoshi M, Inoue M, Nakabayashi Y, Jisaki F. Differential elution of sodium or potassium dihydrogen- and hydrogenphosphate ions from a sephadex G-15 column with sodium or potassium chloride solution. J Chromatogr A. 2001 Apr 20;914(1-2):175-81. PubMed PMID: 11358211.

12: Broughton BR, Brait VH, Kim HA, Lee S, Chu HX, Gardiner-Mann CV, Guida E, Evans MA, Miller AA, Arumugam TV, Drummond GR, Sobey CG. Sex-dependent effects of G protein-coupled estrogen receptor activity on outcome after ischemic stroke. Stroke. 2014 Mar;45(3):835-41. doi: 10.1161/STROKEAHA.113.001499. Epub 2014 Jan 23. PubMed PMID: 24457292.

13: Mikhaĭlova RV, Logbanok AG, Shishko ZhF, Iasenko MI. [Effect of conditions of culturing Penicillium funiculosum G-15 on production of extracellular glucose oxidase]. Prikl Biokhim Mikrobiol. 2000 Mar-Apr;36(2):199-203. Russian. PubMed PMID: 10780009.

14: Hammond R, Nelson D, Kline E, Gibbs RB. Chronic treatment with a GPR30 antagonist impairs acquisition of a spatial learning task in young female rats. Horm Behav. 2012 Sep;62(4):367-74. doi: 10.1016/j.yhbeh.2012.07.004. Epub 2012 Jul 22. PubMed PMID: 22828404; PubMed Central PMCID: PMC3477261.

15: Okada TK, Nakabayashi Y, Jisaki F. Coupling of chromatographic ion-exchange reaction with change-partner reaction. Presumed mechanism on the ion-ion interaction of inorganic ions in Sephadex G-15 columns. J Chromatogr A. 2000 Feb 11;869(1-2):91-9. PubMed PMID: 10720228.

16: Abu-Ghazalah RM, Irizar J, Helmy AS, Macgregor RB Jr. A study of the interactions that stabilize DNA frayed wires. Biophys Chem. 2010 Apr;147(3):123-9. doi: 10.1016/j.bpc.2010.01.003. Epub 2010 Jan 20. PubMed PMID: 20122787.

17: Tatti S, Stockfleth E, Beutner KR, Tawfik H, Elsasser U, Weyrauch P, Mescheder A. Polyphenon E: a new treatment for external anogenital warts. Br J Dermatol. 2010 Jan;162(1):176-84. doi: 10.1111/j.1365-2133.2009.09375.x. Epub 2009 Jul 27. PubMed PMID: 19709100.

18: Ramió-Lluch L, Balasch S, Bonet S, Briz M, Pinart E, Rodríguez-Gil JE. Effects of filtration through Sephadex columns improve overall quality parameters and "in vivo" fertility of subfertile refrigerated boar-semen. Anim Reprod Sci. 2009 Oct;115(1-4):189-200. doi: 10.1016/j.anireprosci.2008.12.015. Epub 2008 Dec 24. PubMed PMID: 19157731.

19: Méndez-Luna D, Bello M, Correa-Basurto J. Understanding the molecular basis of agonist/antagonist mechanism of GPER1/GPR30 through structural and energetic analyses. J Steroid Biochem Mol Biol. 2016 Apr;158:104-16. doi: 10.1016/j.jsbmb.2016.01.001. Epub 2016 Jan 6. PubMed PMID: 26772481.

20: Kim J, Szinte JS, Boulware MI, Frick KM. 17β-Estradiol and Agonism of G-protein-Coupled Estrogen Receptor Enhance Hippocampal Memory via Different Cell-Signaling Mechanisms. J Neurosci. 2016 Mar 16;36(11):3309-21. doi: 10.1523/JNEUROSCI.0257-15.2016. PubMed PMID: 26985039; PubMed Central PMCID: PMC4792941.