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Technical details about Rhodamine 123, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: 62669-70-9, 3,6-diamino-9-(2-(methoxycarbonyl)phenyl)xanthylium chloride, 3,6-diamino-9-[2-(methoxycarbonyl)phenyl]xanthylium chloride, Rh 123, Chebi:8828, Rh-123
Molecular Formula
C21H17ClN2O3
Molecular Weight
380.8  g/mol
InChI Key
MYFATKRONKHHQL-UHFFFAOYSA-N

A fluorescent probe with low toxicity which is a potent substrate for ATP BINDING CASSETTE TRANSPORTER, SUBFAMILY B, MEMBER 1 and the bacterial multidrug efflux transporter. It is used to assess mitochondrial bioenergetics in living cells and to measure the efflux activity of ATP BINDING CASSETTE TRANSPORTER, SUBFAMILY B, MEMBER 1 in both normal and malignant cells. (Leukemia 1997;11(7):1124-30)
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[6-amino-9-(2-methoxycarbonylphenyl)xanthen-3-ylidene]azanium;chloride
2.1.2 InChI
InChI=1S/C21H16N2O3.ClH/c1-25-21(24)15-5-3-2-4-14(15)20-16-8-6-12(22)10-18(16)26-19-11-13(23)7-9-17(19)20;/h2-11,22H,23H2,1H3;1H
2.1.3 InChI Key
MYFATKRONKHHQL-UHFFFAOYSA-N
2.1.4 Canonical SMILES
COC(=O)C1=CC=CC=C1C2=C3C=CC(=[NH2+])C=C3OC4=C2C=CC(=C4)N.[Cl-]
2.2 Synonyms
2.2.1 Depositor-Supplied Synonyms

1. 62669-70-9

2. 3,6-diamino-9-(2-(methoxycarbonyl)phenyl)xanthylium Chloride

3. 3,6-diamino-9-[2-(methoxycarbonyl)phenyl]xanthylium Chloride

4. Rh 123

5. Chebi:8828

6. Rh-123

7. Rhodamin 123 Chloride

8. Schembl37743

9. Chembl245839

10. Schembl18816029

11. Dtxsid00886503

12. Amy40920

13. Hy-d0816

14. Akos015917525

15. Akos015958728

16. Cs-7693

17. R-22420rh-123

18. R-4500

19. R-22420

20. 2-(6-amino-3-imino-3h-xanthen-9-yl)benzoic Acid Methyl Ester

21. 3,6-diamino-9-(2-methoxycarbonyl-phenyl)-xanthenylium; Chloride

22. [6-amino-9-(2-methoxycarbonylphenyl)xanthen-3-ylidene]azanium;chloride

23. 6-amino-9-[2-(methoxycarbonyl)phenyl]-3h-xanthen-3-iminium Chloride

2.3 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 380.8 g/mol
Molecular Formula C21H17ClN2O3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Exact Mass380.0927701 g/mol
Monoisotopic Mass380.0927701 g/mol
Topological Polar Surface Area87.1 Ų
Heavy Atom Count27
Formal Charge0
Complexity670
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Fluorescent Dyes

Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags. (See all compounds classified as Fluorescent Dyes.)


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