Lissamine rhodamine B - Biological stain , CAS No.3520-42-1

CAS: 3520-42-1 Cat. No.: L109290 Molecular Weight: 580.65 Beilstein Registry Number: 3886008 EC Number: 222-529-8
AVAILABLE TO ORDER
GRADE & PURITY Biological Stain ? Biological stain grade — dyes characterized for staining cells and tissues. Use in histology and microscopy where staining consistency matters.
Synonyms
Aizen Food Red No. 106 | CI 45100 | MS-24955 | NSC701554 | CI 45100 [INCI] | Acid red 52 | Acid Rhodamine B | Kiton Rhodamine B | MLVKMSCFQIQULM-UHFFFAOYSA-N | SMR000347999 | Ethanaminium, N-(6-(diethylamino)-9-(2,4-disulfophenyl)-3H-xanthen-3-ylidene)-N-
Storage
Room temperature
Shipped In
Normal
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Size
Status
Price
Qty
25g
L109290-25g
1
$13.90
100g
L109290-100g
1
$46.90
500g
L109290-500g
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$214.90
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Why this grade

Biological stain Biological Stain for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Room temperature Ships Normal Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 15 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
Aizen Food Red No. 106 | CI 45100 | MS-24955 | NSC701554 | CI 45100 [INCI] | Acid red 52 | Acid Rhodamine B | Kiton Rhodamine B | MLVKMSCFQIQULM-UHFFFAOYSA-N | SMR000347999 | Ethanaminium, N-(6-(diethylamino)-9-(2, 4-disulfophenyl)-3H-xanthen-3-ylidene)-N-
Specifications & Purity
Biological stain
Storage
Room temperature
Shipped In
Normal
Grade
Biological Stain
Names and Identifiers
Pubchem Sid504765087
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504765087
Canonical SmilesCCN(CC)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](CC)CC)C=C3O2)C4=C(C=C(C=C4)S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+]
IUPAC Namesodium;4-[3-(diethylamino)-6-diethylazaniumylidenexanthen-9-yl]benzene-1,3-disulfonate
InChIKeySXQCTESRRZBPHJ-UHFFFAOYSA-M
INCHI1S/C27H30N2O7S2.Na/c1-5-28(6-2)18-9-12-21-24(15-18)36-25-16-19(29(7-3)8-4)10-13-22(25)27(21)23-14-11-20(37(30,31)32)17-26(23)38(33,34)35;/h9-17H,5-8H2,1-4H3,(H-,30,31,32,33,34,35);/q;+1/p-1
Isomeric SMILES CCN(CC)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](CC)CC)C=C3O2)C4=C(C=C(C=C4)S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+]
WGK Germany 2
RTECS BP6750000
Molecular Weight 580.65
Beilstein 3886008
Reaxy-Rn 3886008
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3886008&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassBenzopyrans
Subclass1-benzopyrans
Intermediate Tree Nodes Dibenzopyrans
Direct ParentXanthenes
Alternative Parents Benzenesulfonic acids and derivatives  Benzenesulfonyl compounds  1-sulfo,2-unsubstituted aromatic compounds  Dialkylarylamines  Sulfonyls  Secondary ketimines  Organosulfonic acids  Heteroaromatic compounds  Oxacyclic compounds  Organopnictogen compounds  Organooxygen compounds  Organic zwitterions  Organic sodium salts  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Xanthene - Benzenesulfonate - Arylsulfonic acid or derivatives - Benzenesulfonyl group - 1-sulfo,2-unsubstituted aromatic compound - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Monocyclic benzene moiety - Benzenoid - Secondary ketimine - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Organosulfonic acid - Sulfonyl - Heteroaromatic compound - Tertiary amine - Oxacycle - Organic alkali metal salt - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Organosulfur compound - Organooxygen compound - Organic zwitterion - Organic salt - Organic sodium salt - Aromatic heteropolycyclic compound
DescriptionThis 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 Not available
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
VDR Tclin Vitamin D receptor (26531 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLB Tchem DNA polymerase beta (23632 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FEN1 Tchem Flap endonuclease 1 (12055 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NR2E3 Tchem Photoreceptor-specific nuclear receptor (502 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GNAS Tbio Guanine nucleotide-binding protein G(s), subunit alpha (103405 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLK Tbio DNA polymerase kappa (8653 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SNCA Tchem Alpha-synuclein (10960 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TSG101 Tbio Tumor susceptibility gene 101 protein (2874 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP2 Tbio Ubiquitin carboxyl-terminal hydrolase 2 (8818 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BLM Tchem Bloom syndrome protein (4248 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EYA2 Tbio Eyes absent homolog 2 (5884 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KMT2A Tchem Histone-lysine N-methyltransferase MLL (17327 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RXFP1 Tchem Relaxin receptor 1 (6345 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MBNL1 Tbio Muscleblind-like protein 1 (34431 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ATXN2 Tbio Ataxin-2 (54410 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAPGEF3 Tchem Rap guanine nucleotide exchange factor 3 (15528 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAPGEF4 Tchem Rap guanine nucleotide exchange factor 4 (11476 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PPARG Tclin Peroxisome proliferator-activated receptor gamma/Nuclear receptor corepressor 2 (239 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CGA Tbio Glycoprotein hormones alpha chain (29278 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
WRN Tbio Werner syndrome ATP-dependent helicase (8824 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TARDBP Tchem TAR DNA-binding protein 43 (40113 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NSD2 Tchem Histone-lysine N-methyltransferase NSD2 (803 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAN Tchem GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1 (21853 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
blaZ Beta-lactamase (285 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Saccharomyces cerevisiae (19171 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GCN5 Histone acetyltransferase GCN5 (89 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Genome polyprotein (620 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Luciferin 4-monooxygenase (66902 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PYK Pyruvate kinase (6726 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rorc Nuclear receptor ROR-gamma (89407 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
bla(tem-2) Beta Lactamase (819 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FTL Ferritin light chain (43324 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Phosphoglycerate kinase, glycosomal (2184 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
vpr Aberrant vpr protein (14595 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

11 results found

Lot NumberCertificate TypeDateItem
K2401514Certificate of AnalysisOct 17, 2024 L109290
K2401515Certificate of AnalysisOct 17, 2024 L109290
K2401517Certificate of AnalysisOct 17, 2024 L109290
K2521021Certificate of AnalysisOct 17, 2024 L109290
A2426533Certificate of AnalysisJan 17, 2024 L109290
A2426534Certificate of AnalysisJan 17, 2024 L109290
A2426535Certificate of AnalysisJan 17, 2024 L109290
A2426536Certificate of AnalysisJan 17, 2024 L109290
A2426539Certificate of AnalysisJan 17, 2024 L109290
J2408276Certificate of AnalysisJan 17, 2024 L109290
E23161108Certificate of AnalysisMar 11, 2021 L109290

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Chemical and Physical Properties
Molecular Weight580.700 g/mol
XLogP3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count8
Rotatable Bond Count6
Exact Mass580.131 Da
Monoisotopic Mass580.131 Da
Topological Polar Surface Area147.000 Ų
Heavy Atom Count39
Formal Charge0
Complexity1150.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count2
Documents & Articles
Citations of This Product
References
1. Wenxuan Deng, Xin Xiang, Dongyun Chen, Najun Li, Qingfeng Xu, Hua Li, Jianmei Lu.  (2023)  A bifunctional heterostructured membrane for efficient emulsion separation and photocatalytic degradation of waterborne organic pollutants.  CHEMICAL ENGINEERING SCIENCE,      [PMID:] [10.1016/j.ces.2023.119344]
2. Cui XiaoLing, Wang XiaoTan, Wen Jie, Li Xiao, Li Nan, Hao XuXiao, Zhao BaoXiang, Wu Xunwei, Miao JunYing.  (2022)  Identification of a new way to induce differentiation of dermal fibroblasts into vascular endothelial cells.  Stem Cell Research & Therapy,  13  (1): (1-16).  [PMID:36210433] [10.1186/s13287-022-03185-4]
3. Huang Yejing, Han Xiufen, Yu Xiao, Wang Shumei, Zhai Haiyun.  (2021)  Capillary Electrophoresis-Indirect Laser-Induced Fluorescence Detection of Neomycin in Fish.  CHROMATOGRAPHIA,  84  (9): (861-868).  [PMID:] [10.1007/s10337-021-04075-2]
4. Shuai Zhang, Cong Zhang, Xiaodong Shao, Rentian Guan, Yingying Hu, Keying Zhang, Wenjing Liu, Min Hong, Qiaoli Yue.  (2021)  Dual-emission ratio fluorescence for selective and sensitive detection of ferric ions and ascorbic acid based on one-pot synthesis of glutathione protected gold nanoclusters.  RSC Advances,  11  (28): (17283-17290).  [PMID:35479669] [10.1039/D0RA10281D]
5. Hu Yingying, Guan Rentian, Shao Xiaodong, Zhang Cong, Fan Xiaoyu, Zhang Shuai, Hong Min, Yue Qiaoli.  (2020)  Synthesis of Carbon Dots by Varying Doped Elements and Application in Serine Detection.  JOURNAL OF FLUORESCENCE,  30  (6): (1447-1456).  [PMID:32780262] [10.1007/s10895-020-02592-1]
6. Yingying Hu, Rentian Guan, Cong Zhang, Keying Zhang, Wenjing Liu, Xiaodong Shao, Qingwang Xue, Qiaoli Yue.  (2020)  Fluorescence and photocatalytic activity of metal-free nitrogen-doped carbon quantum dots with varying nitrogen contents.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2020.147344]
7. Hao Zhang, Min Lu, Hui Jiang, Xu Wang, Feng-Qing Yang.  (2020)  Evaluation inhibitory activity of catechins on trypsin by capillary electrophoresis–based immobilized enzyme microreactor with chromogenic substrate.  JOURNAL OF SEPARATION SCIENCE,  43  (15): (3136-3145).  [PMID:32515904] [10.1002/jssc.202000132]
8. Qiaoyun Qi, Yanru Li, Wu Qiu, Wenhai Zhang, Chenyang Shi, Chen Hou, Wen Yan, Jiani Huang, Likun Yang, Hao Wang, Wenxi Guo, Xiang Yang Liu, Naibo Lin.  (2019)  Transient bioelectrical devices inspired by a silkworm moth breaking out of its cocoon.  RSC Advances,  (25): (14254-14259).  [PMID:35519322] [10.1039/C9RA02147G]
9. Jing Gao, Miyu Zhang, Jingtao Wang, Guanhua Liu, Hengrao Liu, Yanjun Jiang.  (2019)  Bioinspired Modification of Layer-Stacked Molybdenum Disulfide (MoS2) Membranes for Enhanced Nanofiltration Performance.  ACS Omega,      [PMID:31459610] [10.1021/acsomega.9b00155]
10. Zhengjun Cheng, Lei Zhang, Xiao Guo, Xiaohui Jiang, Rong Liu.  (2014)  Removal of Lissamine rhodamine B and acid orange 10 from aqueous solution using activated carbon/surfactant: Process optimization, kinetics and equilibrium.  Journal of the Taiwan Institute of Chemical Engineers,      [PMID:] [10.1016/j.jtice.2014.09.032]
11. Shuo-Hui Cao, Zhe-Xiang Zou, Yu-Hua Weng, Wei-Peng Cai, Qian Liu, Yao-Qun Li.  (2014)  Plasmon-mediated fluorescence with distance independence: From model to a biosensing application.  BIOSENSORS & BIOELECTRONICS,      [PMID:24657646] [10.1016/j.bios.2014.02.067]
12. Xiuying Liu, Bing Bai, Qian Zhou, Yingchao Yu, Shujuan Ji.  (2013)  Grafting of Molecularly Imprinted Polymers on to Carboxyl-Modified Multiwalled Carbon Nanotubes for the Extraction of Rhodamine B from Dried Chili Powder.  ANALYTICAL LETTERS,      [PMID:] [10.1080/00032719.2013.803252]
13. Shaochen Sun, Tianyu Li, Yan Zhu, Guangqun Wang, Faqu Yin, Fei Li, Farong Tao, Liping Wang, Guang Li.  (2024)  Construction of starch-based room temperature phosphorescence materials with wide color-tunable long afterglow and even persistent near-infrared luminescence via Förster resonance energy transfer.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39615724] [10.1016/j.ijbiomac.2024.138175]
14. Liangyin Wei, Hong Wang, Xietao Ye, Junfan Yue, Hong Guo, Dengxuan Mao, Xia Li, Yeyang Sun, Congyan Liu, Yuping Liu, Yan Chen.  (2025)  Oxymatrine and astragaloside IV co-loaded liposomes: Scale-up purposes and their enhancement of anti-PD-1 efficacy against breast cancer.  Materials Today Bio,      [PMID:40177381] [10.1016/j.mtbio.2025.101634]
15. Li Tian-Yu, Zhou Yu-Tong, Wang Zhi-Hui, Tao Fa-Rong, Wang Li-Ping, Li Guang.  (2026)  Multicolor-tunable and Flexible Sodium Carboxymethyl Cellulose-based Ultralong Room-temperature Phosphorescence Materials for Advanced Information Encryption.  CHINESE JOURNAL OF POLYMER SCIENCE,      [PMID:] [10.1007/s10118-026-3557-1]
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