Rhodamine 123 - 10mM in DMSO , CAS No.62669-70-9

CAS: 62669-70-9 Cat. No.: R425180 Peso molecular: 380.82 Beilstein Registry Number: 6030951 Número EC: 263-687-8

GRADE & PURITY 10mM in DMSO

Synonyms

SCHEMBL3808879 | RH-123; R-22420 | RH-123 | rhodamine 110 methyl ester | Rhodamine 123, BioReagent, for fluorescence, >=85% (HPLC) | s3577 | F9995-1239 | CHEBI:8828 | RH 123 | 2-(6-Amino-3-imino-3H-xanthen-9-yl)benzoic acid methyl ester monohydrochloride

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Rhodamine 123 is a cationic dye that emits a green fluorescence. Research observations indicate that Rhodamine 123 can be used to probe the electrochemical gradient in mitochondria, in flow cytometry to detect the activity of P-glycoprotein efflux, and as a compound for P-GP mediating transport. Studies report that Rhodamine 123 can decrease the clonal growth of carcinoma cells in vitro, and that it can associate with placental P-gp. Rhodamine 123 is a substrate of Mdr (P-glycoprotein). Rhodamine 123 is a substrate of MRP1.

Specifications

Sinónimos

SCHEMBL3808879 | RH-123; R-22420 | RH-123 | rhodamine 110 methyl ester | Rhodamine 123, BioReagent, for fluorescence, >=85% (HPLC) | s3577 | F9995-1239 | CHEBI:8828 | RH 123 | 2-(6-Amino-3-imino-3H-xanthen-9-yl)benzoic acid methyl ester monohydrochloride

Especificaciones y pureza

10mM in DMSO

Mecanismos bioquímicos y fisiológicos

Fluorescent dye most commonly used in flow cytometry as functional reporter for Pgp. Functional assays for MDR proteins are better prognostic indicators in cancer therapy than levels of MDR protein expression. Rh 123 can be used in multiparameter analyses

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Nombres e identificadores

• Sonrisas canónicas: COC(=O)C1=CC=CC=C1C2=C3C=CC(=N)C=C3OC4=C2C=CC(=C4)N.Cl
• IUPAC Name: methyl 2-(3-amino-6-iminoxanthen-9-yl)benzoate;hydrochloride
• InChIKey: MYFATKRONKHHQL-UHFFFAOYSA-N
• 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
• Isómeros SMILES: COC(=O)C1=CC=CC=C1C2=C3C=CC(=N)C=C3OC4=C2C=CC(=C4)N.Cl
• WGK Alemania: 3
• CAS alternativo: 104114-27-4
• Peso molecular: 380.82
• Beilstein: 6030951

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Benzopyrans
      • Subclass 1-benzopyrans
        • Level5 Dibenzopyrans
          • Level6 Xanthenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Benzopyrans
• Subclass: 1-benzopyrans
• Intermediate Tree Nodes: Dibenzopyrans
• Direct Parent: Xanthenes
• Alternative Parents: Benzoic acid esters Benzoyl derivatives Methyl esters Heteroaromatic compounds Amino acids and derivatives Oxacyclic compounds Monocarboxylic acids and derivatives Primary amines Organopnictogen compounds Organooxygen compounds Organic oxides Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Benzoate ester - Benzoic acid or derivatives - Benzoyl - Monocyclic benzene moiety - Benzenoid - Methyl ester - Heteroaromatic compound - Amino acid or derivatives - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Oxacycle - Amine - Hydrocarbon derivative - Primary amine - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Hydrochloride - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.
• External Descriptors: organic chloride salt - xanthene dye

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

A2780 (11979 Activities)

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ABCG2 Tchem ATP-binding cassette sub-family G member 2 (4927 Activities)

Discover Target: ABCG2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ABCB11 Tchem Bile salt export pump (2311 Activities)

Discover Target: ABCB11

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Objetivos asociados (no humanos)

Abcb1b P-glycoprotein 1 (174 Activities)

Discover Target: Abcb1b

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Abcb1a P-glycoprotein 3 (492 Activities)

Discover Target: Abcb1a

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Saccharomyces cerevisiae (19171 Activities)

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Plasmodium falciparum (966862 Activities)

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FM3A (1296 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Abcb1 Multidrug resistance protein 1 (79 Activities)

Discover Target: Abcb1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ABC1 ATP binding cassette transporter Abc1p (50 Activities)

Discover Target: ABC1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Punto de fusión (°C): 235°C
• Peso molecular: 380.800 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 380.093 Da
• Monoisotopic Mass: 380.093 Da
• Topological Polar Surface Area: 85.400 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 706.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

Referencias

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51. Hui Qiao, Wenxia Zhang, Dongmei Zhang, Wenjun Yan, Jianguo Li, Yingqi Li.  (2025)  Cu2+-Mediated Cascade-Responsive Nanodiamond-Based Platform Triggering Redox Dyshomeostasis for Cancer-Specific Chemo/Chemodynamic Combination Therapy.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.5c00210]

52. Jiage Ma, Zhongmei Tan, Xuan Wei, Zihao Tian, Vicky Yang Wang, Enyu Wang, Dong Xu.  (2024)  Electrospray whey protein-polysaccharide microcapsules co-encapsulating Lactiplantibacillus plantarum and EGCG: Enhanced probiotic viability and antioxidant activity.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39674472] [10.1016/j.ijbiomac.2024.138734]

53. Jiajia Su, Chenchen Wu, Jiahui Zou, Xinqiuyue Wang, Kaiyun Yang, Jianping Liu, Zimei Wu, Wenli Zhang.  (2024)  Fine-tuning of liposome integrity for differentiated transcytosis and enhanced antitumor efficacy.  JOURNAL OF CONTROLLED RELEASE,      [PMID:38866244] [10.1016/j.jconrel.2024.06.025]

54. Zhaoyi Wang, Shun-Yu Yao, Yuxiang Zhang, Shifen Li, Tong Zhou, Shuqin Wang, Dong-Sheng Guo, Changyou Gao.  (2024)  Hypoxia-responsive microgels act as an intra-articular lubricant and inflammatory inhibitor for osteoarthritis therapy.  Nano Today,      [PMID:] [10.1016/j.nantod.2024.102373]

55. Yahan Zhang, Xiang Yu, Di Gao, Longming Chen, Ziliang Zhang, Yuanyuan Liu, Zhibing Zheng, Junyi Chen, Chunju Li, Qingbin Meng.  (2024)  Macrocyclic Neutralizer to Polybrene via Direct Host–Guest Complexation.  JOURNAL OF MEDICINAL CHEMISTRY,      [PMID:38848302] [10.1021/acs.jmedchem.4c00871]

56. Xibo Lu, Qi Yu, Seyed Ali Johari, Zhuang Wang.  (2024)  Microplastics with different functional groups modulate cellular and molecular mechanisms of reduced graphene oxide toxicity on the green microalga, Scenedesmus obliquus.  PLANT PHYSIOLOGY AND BIOCHEMISTRY,      [PMID:39053316] [10.1016/j.plaphy.2024.108949]

57. Xibo Lu, Zhuang Wang.  (2024)  Molecular mechanism for combined toxicity of micro(nano)plastics and carbon nanofibers to freshwater microalgae Chlorella pyrenoidosa.  ENVIRONMENTAL POLLUTION,      [PMID:38244907] [10.1016/j.envpol.2024.123403]

58. Jinyue Sun, Han-Xiao Zhuang, Jia-Neng Pan, Qian-Jun Shen, Hui-Ling Shen, Wen-Wen Zhou.  (2024)  Preparation of copper sulfate/natamycin/carboxymethylcellulose/agar film for synergistic antibacterial application in fruit via causing cuproptosis of Escherichia coli O157: H7.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2024.105705]

59. Yangrui Wang, Yingxue Yue, Shengjun Yang, Sufang Duan, Yuning Yang, Zhaozhi Wang, Xuetong Li, Bailiang Li, Yupeng Wang.  (2025)  Preparation of polyvinyl alcohol/pullulan nanofibers and Eudragit® S100/polyvinyl alcohol/pullulan core-shell nanofibers for enhanced probiotic storage and oral viability.  FOOD HYDROCOLLOIDS,      [PMID:] [10.1016/j.foodhyd.2025.111172]

60. Weibo Zhang, Xiaoyi Hou, Zheng Sun, Jing Yang, Peng Li.  (2024)  Room temperature, long afterglow, water-soluble materials with multicolor tunability.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2024.112080]

61. Chunmiao Wang, Zhaoquan Li, Honglan Zhai, Xiaoyan Shen, Fengming Li, Qiuping Zhang, Danrong Li, Huaxin Hou.  (2024)  Targeted blocking of EGFR and GLUT1 by compound H reveals a new strategy for treatment of triple-negative breast cancer and nasopharyngeal carcinoma.  EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES,      [PMID:38710335] [10.1016/j.ejps.2024.106789]

62. Mengxue Diao, Ziwei Li, Runhao Zhou, Xiaoxia Yan, Tiehua Zhang.  (2025)  The combined antimicrobial activity of α-lactalbumin and thymol against Escherichia coli and Staphylococcus aureus.  FOOD CHEMISTRY,      [PMID:39884235] [10.1016/j.foodchem.2025.143048]

63. Zhou Zhixin, Zhou Cheng, Liu Jia, Yuan Ye, Yao Chundong, Liu Miaodeng, Deng Lixue, Sun Jia, Chen Zuoyu, Wang Lin, Wang Zheng.  (2024)  Tumor specific in situ synthesis of therapeutic agent for precision cancer therapy.  JOURNAL OF NANOBIOTECHNOLOGY,  22  (1): (1-18).  [PMID:39385273] [10.1186/s12951-024-02825-6]

64. Li Wanqian, Whiteway Malcolm, Hang Sijin, Yu Jinhua, Lu Hui, Jiang Yuanying.  (2025)  Impairing the interaction between Erg11 and cytochrome P450 reductase Ncp1 enhances azoles’ antifungal activities.  Nature Communications,  16  (1): (1-18).  [PMID:40707518] [10.1038/s41467-025-62131-z]

65. Yanyan Zhou, Shengnan Luo, Zhe Jiang, Xiang Luo, Zhangsen Yu, Zhixin Wang, Kewu Zhu.  (2025)  Formulation, characterization, and In vitro evaluation of lenvatinib-loaded solid lipid nanoparticles functionalized with Twenty-Polyglycerol vitamin E succinate for liver cancer treatment.  DRUG DEVELOPMENT AND INDUSTRIAL PHARMACY,      [PMID:40751422] [10.1080/03639045.2025.2542473]

66. Yiwei Mo, Qing Zeng, Jianping Ye, Wenlong Jin, Tianrong Guo.  (2025)  Antifungal properties and mode of action of natamycin against Monilinia fructicola causing brown rot in Shengzhou nane fruit.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2025.118447]

67. Haoxiang Zhang, Fan Zhang, Zhuang Wang, Willie Peijnenburg.  (2025)  Violet Phosphorus Nanosheets Exhibit Higher Toxicity in the Freshwater Microalgae Tetradesmus obliquus than Black Phosphorus Nanosheets.  Environmental Science-Nano,      [PMID:] [10.1039/D5EN00302D]

68. Chen Yuan, Chen Yuancai.  (2021)  Difference in toxicity of Pd (II) and mechanism of action before and after reduction by Bacillus wiedmannii MSM.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  29  (2): (1824-1835).  [PMID:34363160] [10.1007/s11356-021-15736-y]

69. Rongli Chen, Ergang Liu, Yuefei Fang, Nan Gao, Meng Zhang, Xiaoru Zhang, Wanying Chen, Chuxin Liang, Yu Zhang, Yongzhuo Huang.  (2024)  Naturally sourced amphiphilic peptides as paclitaxel vehicles for breast cancer treatment.  Biomaterials Advances,      [PMID:38490019] [10.1016/j.bioadv.2024.213824]

70. Zhaoyu Wang, Qingxia Ji, Tingting Wang, Weiliang Hua, Yanhong Bi, Yongzhou Chi, Rongling Yang.  (2025)  A novel strategy for encapsulation and controlled release of Schisantherin a employing biofriendly polydopamine microparticles built on biomineralized calcium carbonate crystals.  JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.jddst.2025.106893]

71. Zhongmei Tan, Mengguo Wu, Bailiang Li, Zhanmei Jiang, Jiage Ma, Juncai Hou.  (2025)  Improving probiotic survivability using coaxial electrospinning: Role of ethyl cellulose in shell.  FOOD RESEARCH INTERNATIONAL,      [PMID:40436576] [10.1016/j.foodres.2025.116606]

72. Wei Hong, Fan Zhang, Zhuang Wang.  (2025)  Toxicity Effects and Mechanisms of Graphdiyne towards Freshwater Microalgae Scenedesmus obliquus.  AQUATIC TOXICOLOGY,      [PMID:40424960] [10.1016/j.aquatox.2025.107419]

73. Feifei Wang, Changrong Cao, Yiliang Cai, Xianglong Chen, Haiyan Lin, Chenggang Cai, Ruiyu Zhu.  (2025)  Pulsed light treatment reduces the growth and patulin production of Penicillium expansum and its application in apple preservation.  FOOD CONTROL,      [PMID:] [10.1016/j.foodcont.2025.111433]

74. Haiyan Lin, Yiliang Cai, Jingjing Shan, Xinyu Mao, Zihan Zhang, Jianjun Huang, Chenggang Cai, Ruiyu Zhu.  (2025)  White and blue LED irradiation effectively inhibit postharvest decay in citrus caused by Cladosporium cladosporioides.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2025.118016]

75. Zhu Junqiao, Tang Wei, Sun Zhiting, Zhu Xinhai, Quan Qiang, Yin Jiaxin, Huang Qiugui, Jia Guoxia, Zhao Yang, Tang Yuqin, Zhang Yan, Xie Linhao, Zhao Jianfu.  (2025)  Smart pH-sensitive and sequentially controlled drug delivery system based on PLGA-PEG overcomes multidrug resistance in hepatocellular carcinoma by endocytosis-mediated energy dissipation and energy production decrease.  JOURNAL OF NANOPARTICLE RESEARCH,  27  (10): (1-16).  [PMID:] [10.1007/s11051-025-06463-3]

76. Jiayi Song, Maomao Ma, Yijian Wu, Yan Hu, Xinyi Wu, Peipei Guan, Bin Zeng.  (2025)  Antifungal potential of the novel antimicrobial peptide N1-6L7A against Penicillium digitatum in Citrus sinensis (L.) Osbeck and its mechanism of action.  POSTHARVEST BIOLOGY AND TECHNOLOGY,      [PMID:] [10.1016/j.postharvbio.2025.114022]

77. Xibo Lu, Seyed Ali Johari, Zhuang Wang.  (2026)  Role of uniform 1 μm polystyrene microplastics in inducing oxidative damage and transcriptome alterations in Tetradesmus obliquus.  Algal Research-Biomass Biofuels and Bioproducts,      [PMID:] [10.1016/j.algal.2026.104555]

78. Kai Dong, Zelin Guan, Danyang Wang, Jinyao Sun, Ying Zhang, Cuiyu You, Yuanming Xing.  (2026)  A “One-Stone-Three-Birds” Inspired Nanoplatform for Multi-Targeted Ulcerative Colitis Therapy via Combined AhR Activation and ROS Scavenging.  Biomaterials Research,      [PMID:] [10.34133/bmr.0356]