Rhodamine 6G | CAS#989-38-8 | Rhodamine analog

Rhodamine 6G
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 561580

CAS#: 989-38-8

Description: Rhodamine 6G is a Rhodamine analog used in Pgp efflux assays and characterizing the kinetics of MRP1-mediated efflux. It is also utilized as a laser dye and potential mitochondrial probe.

Chemical Structure

Rhodamine 6G

CAS# 989-38-8

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 561580
Name: Rhodamine 6G
CAS#: 989-38-8
Chemical Formula: C28H31ClN2O3
Exact Mass: 0.00
Molecular Weight: 479.010
Elemental Analysis: C, 70.21; H, 6.52; Cl, 7.40; N, 5.85; O, 10.02

Price and Availability

Size	Price	Availability	Quantity
25g	USD 170
100g	USD 305
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Rhodamine 6G; Rhodamine6G; Rhodamine-6G; Basic Red 1

IUPAC/Chemical Name: Ethyl 2-[3-(ethylamino)-6-ethylimino-2,7-dimethylxanthen-9-yl]benzoate hydrochloride

InChi Key: XFKVYXCRNATCOO-UHFFFAOYSA-M

InChi Code: InChI=1S/C28H31N2O3.ClH/c1-6-29-23-15-25-21(13-17(23)4)27(19-11-9-10-12-20(19)28(31)32-8-3)22-14-18(5)24(30-7-2)16-26(22)33-25;/h9-16,29-30H,6-8H2,1-5H3;1H/q+1;/p-1

SMILES Code: CC1=CC2=C(C3=C(C=C(C(C)=C3)NCC)[O+]=C2C=C1NCC)C4=CC=CC=C4C(OCC)=O.[Cl-]

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 and water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO and water

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

More Info:

Product Data:

Product Data

Instruction:

View handling instruction

Biological target:	Rhodamine-6G is a fluorescent dye binding to mitochondria, thus reducing the intact mitochondria number and inhibiting mitochondrial metabolic activity.
In vitro activity:	Rhodamine-6G pre-treatment of LMTK cells permits the construction of transmitochondrial cybrid cell lines carrying a variety of mtDNAs, without the need for rho 0 cell lines. Reference: Somat Cell Mol Genet. 1996 Jan;22(1):81-5. https://pubmed.ncbi.nlm.nih.gov/8643997/
In vivo activity:	This study concludes that malignant, but not normal, cells are selectively destroyed by low doses of Rhodamine-6G. They suggest that selective anti-tumor properties of Rhodamine-6G are based on unique physiologic differences in energy metabolism between malignant and normal cells. It is possible that low concentrations of Rhodamine-6G might be useful for replacing, or backing up, more aggressive nonselective chemotherapeutic compounds. Reference: Neoplasma. 2013;60(3):262-73. https://pubmed.ncbi.nlm.nih.gov/23373995/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	25.0	52.19
	Water	10.0	20.88

Preparing Stock Solutions

The following data is based on the product molecular weight 479.01 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.

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

Formulation protocol:	1. Magut PK, Das S, Fernand VE, Losso J, McDonough K, Naylor BM, Aggarwal S, Warner IM. Tunable cytotoxicity of rhodamine 6G via anion variations. J Am Chem Soc. 2013 Oct 23;135(42):15873-9. doi: 10.1021/ja407164w. Epub 2013 Oct 8. PMID: 24059469; PMCID: PMC4197813. 2. Trounce I, Wallace DC. Production of transmitochondrial mouse cell lines by cybrid rescue of rhodamine-6G pre-treated L-cells. Somat Cell Mol Genet. 1996 Jan;22(1):81-5. doi: 10.1007/BF02374379. PMID: 8643997. 3. Kutushov M, Gorelik O. Low concentrations of Rhodamine-6G selectively destroy tumor cells and improve survival of melanoma transplanted mice. Neoplasma. 2013;60(3):262-73. doi: 10.4149/neo_2013_035. PMID: 23373995. 4. Li C, Feng X, Yang S, Xu H, Yin X, Yu Y. Capture, Detection, and Simultaneous Identification of Rare Circulating Tumor Cells Based on a Rhodamine 6G-Loaded Metal-Organic Framework. ACS Appl Mater Interfaces. 2021 Oct 28. doi: 10.1021/acsami.1c15838. Epub ahead of print. PMID: 34709779.
In vitro protocol:	1. Magut PK, Das S, Fernand VE, Losso J, McDonough K, Naylor BM, Aggarwal S, Warner IM. Tunable cytotoxicity of rhodamine 6G via anion variations. J Am Chem Soc. 2013 Oct 23;135(42):15873-9. doi: 10.1021/ja407164w. Epub 2013 Oct 8. PMID: 24059469; PMCID: PMC4197813. 2. Trounce I, Wallace DC. Production of transmitochondrial mouse cell lines by cybrid rescue of rhodamine-6G pre-treated L-cells. Somat Cell Mol Genet. 1996 Jan;22(1):81-5. doi: 10.1007/BF02374379. PMID: 8643997.
In vivo protocol:	1. Kutushov M, Gorelik O. Low concentrations of Rhodamine-6G selectively destroy tumor cells and improve survival of melanoma transplanted mice. Neoplasma. 2013;60(3):262-73. doi: 10.4149/neo_2013_035. PMID: 23373995. 2. Li C, Feng X, Yang S, Xu H, Yin X, Yu Y. Capture, Detection, and Simultaneous Identification of Rare Circulating Tumor Cells Based on a Rhodamine 6G-Loaded Metal-Organic Framework. ACS Appl Mater Interfaces. 2021 Oct 28. doi: 10.1021/acsami.1c15838. Epub ahead of print. PMID: 34709779.

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10: Eggeling C, Volkmer A, Seidel CA. Molecular photobleaching kinetics of Rhodamine 6G by one- and two-photon induced confocal fluorescence microscopy. Chemphyschem. 2005 May;6(5):791-804. Review. PubMed PMID: 15884061.

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