Cresol red indicator - 0.04%(w/v) in water , CAS No.1733-12-6

CAS: 1733-12-6 Cat. No.: C196466 Molecular Weight: 382.43 Beilstein Registry Number: 343399 EC Number: 217-064-2

GRADE & PURITY 0.04%(w/v) in water

Synonyms

AKOS000813825 | NSC7224 | NSC-7224 | Cresol red indicator | D89243 | BS-43766 | CresolRed | FT-0640840 | CRESOL RED [MI] | Cresol red, indicator grade, Dye content 95 % | 3,3-bis(4-hydroxy-5-methylphenyl)-2,1lambda(6)-benzoxathiole-1,1(3H)-dione | 4,4'-(1

Storage

Room temperature

Shipped In

Normal

Overview

Cresol red is commonly used with lead acetate for the detection of urease after PAGE. It is also used as an indicator with the following transition intervals: pH 1.8 (orange) to pH 2.0 (yellow); pH 7.0 (yellow) to pH 8.8 (violet).
Cresol Red is used as a tracking dye in DNA, RNA (agarose) and protein (polyacrylamide) electrophoresis. In agarose, Cresol Red runs with an apparent molecular size of approx. 125 bp DNA. Cresol Red does not inhibit Taq polymerase. Recently Cresol Red has been used as a pH sensitive indicator dye in nanoengineered optical urea biosensors films and hetero-core structured fiber optic pH sensor.

Specifications

Synonyms

AKOS000813825 | NSC7224 | NSC-7224 | Cresol red indicator | D89243 | BS-43766 | CresolRed | FT-0640840 | CRESOL RED [MI] | Cresol red, indicator grade, Dye content 95 % | 3, 3-bis(4-hydroxy-5-methylphenyl)-2, 1lambda(6)-benzoxathiole-1, 1(3H)-dione | 4, 4'-(1

Specifications & Purity

0.04%(w/v) in water

Storage

Room temperature

Shipped In

Normal

Names and Identifiers

• Canonical Smiles: CC1=C(C=CC(=C1)C2(C3=CC=CC=C3S(=O)(=O)O2)C4=CC(=C(C=C4)O)C)O
• IUPAC Name: 4-[3-(4-hydroxy-3-methylphenyl)-1,1-dioxo-2,1λ6-benzoxathiol-3-yl]-2-methylphenol
• InChIKey: OBRMNDMBJQTZHV-UHFFFAOYSA-N
• INCHI: 1S/C21H18O5S/c1-13-11-15(7-9-18(13)22)21(16-8-10-19(23)14(2)12-16)17-5-3-4-6-20(17)27(24,25)26-21/h3-12,22-23H,1-2H3
• Isomeric SMILES: CC1=C(C=CC(=C1)C2(C3=CC=CC=C3S(=O)(=O)O2)C4=CC(=C(C=C4)O)C)O
• WGK Germany: 3
• Molecular Weight: 382.43
• Beilstein: 343399
• Reaxy-Rn: 343399
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=343399&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzofurans
      • Subclass Benzofuranones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzofurans
• Subclass: Benzofuranones
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzofuranones
• Alternative Parents: Phthalides Benzoxathioles Ortho cresols Toluenes 1-hydroxy-2-unsubstituted benzenoids Organosulfonic acid esters Oxacyclic compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzofuranone - Phthalide - Benzoxathiole - O-cresol - 1-hydroxy-2-unsubstituted benzenoid - Toluene - Phenol - Monocyclic benzene moiety - Benzenoid - Organosulfonic acid ester - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Oxacycle - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone.
• External Descriptors: polyphenol - arenesulfonate ester - 2,1-benzoxathiole - sultone

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

Chemical and Physical Properties

• Melt Point(°C): 290 °C
• Molecular Weight: 382.400 g/mol
• XLogP3: 3.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 382.087 Da
• Monoisotopic Mass: 382.087 Da
• Topological Polar Surface Area: 92.200 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 615.000
• 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: 1

References

1. Limei Tian, Haixu Dou, Yanlong Shao, Yaozhen Yi, Xue Fu, Jie Zhao, Yong Fan, Weihua Ming, Luquan Ren.  (2022)  Magnetically controlled super-wetting surface switching between ultra-low and ultra-high droplet adhesion.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.141093]

2. Xing Xing, Mi Wang, Hong Meng.  (2022)  Color Palette Tactic for Multicolor Electrochromics Enabled by Electrolyte Thermochromic Engineering.  Advanced Optical Materials,  10  (22): (2200941).  [PMID:] [10.1002/adom.202200941]

3. Zhongwei Guo, Kaifei Zhang, Hui Guan, Meihong Liu, Sanchuan Yu, Congjie Gao.  (2021)  Improved separation efficiency of polyamide-based composite nanofiltration membrane by surface modification using 3-aminopropyltriethoxysilane.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2021.119142]

4. Yang Jin, Cao Yan, Zhang Naidong.  (2020)  Color-mixing effects of photosensitive organic dyes initiated by superoxide anion radicals under visible-light irradiation.  Environmental Chemistry Letters,  18  (6): (2127-2132).  [PMID:] [10.1007/s10311-020-01043-4]

5. Jianye Ji, Xin Ge, Xiaoyan Pang, Ruoling Liu, Shuyi Wen, Jiaqi Sun, Weijie Liang, Jianfang Ge, Xunjun Chen.  (2019)  Synthesis and Characterization of Room Temperature Vulcanized Silicone Rubber Using Methoxyl-Capped MQ Silicone Resin as Self-Reinforced Cross-Linker.  Polymers,  11  (7): (1142).  [PMID:31277337] [10.3390/polym11071142]

6. Duanyang Wu, Junxue Li, Jing Xu, Wei Cheng.  (2024)  Freezing-enhanced chlorination of organic pollutants for water treatment.  RSC Advances,  14  (17): (12218-12224).  [PMID:38628482] [10.1039/D4RA00081A]

7. Kai Xu, Xuefeng Zhang, Ming Zhang, Lanhe Zhang, Zicheng Chen.  (2025)  Fabrication of pH-sensitive cellulose colorimetric papers for rapid detection of water content in transformer oil.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40796044] [10.1016/j.ijbiomac.2025.146598]

8. Wen Sun, Hui Li, Han Wang, Shan Xiao, Jihui Wang, Liang Feng.  (2015)  Sensitivity enhancement of pH indicator and its application in the evaluation of fish freshness.  TALANTA,      [PMID:26078139] [10.1016/j.talanta.2015.05.021]

9. Nan Wu, Lili Ren, Wei Song, Jian Xu, Li Zhang, Shuai Wang, Zeyu Wang, Qiancheng He, Qingzhu Zhang.  (2025)  Preparation and characterization of pH-responsive films of cresol red/starch/carboxymethyl cellulose induced by boric acid.  INDUSTRIAL CROPS AND PRODUCTS,      [PMID:] [10.1016/j.indcrop.2025.122087]

10. Yucheng Liu, Hantao Du, Xu Huang, Mingming Yin, Hongtao Liu, Haoran Sun, Lizhang Wang.  (2025)  Sulfate ion-mediated electron transfer process on Ti/RuO2-MOx electrodes for ultra-low energy degradation of organic pollutants.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2025.136243]

11. Rongrong Dai, Bingyan Zhou, Jingwen Zeng, Pengle Qian, Yadong Sun, Yingtang Zhou, Zheng Guo.  (2025)  Boosting Catalytic Dye Degradation in Fe2O3 Nanozyme through Cu-Doping Mediated Phase Transformation.  Journal of Environmental Chemical Engineering,      [PMID:] [10.1016/j.jece.2025.120625]

12. Wang Shiyu, Zhou Ying, Zhao Wenchang, Li Yanhong, Tang Shuxian, Si Ting, Zhu Pingan.  (2025)  Spontaneous droplet transport on shape-evolving microfiber rails.  Nature Communications,  16  (1): (10894).  [PMID:41345385] [10.1038/s41467-025-65884-9]

13. Asmaa Gbiliy, Ibrahim Senosy, Marwa A.A. Saadan, Mahmoud Sayed, I.P.W.A.V. Kumara, Ge-Fei Hao, Man-Qun Wang.  (2026)  Highly sensitive colorimetric 3D covalent organic framework sensors with artificial intelligence analysis enabled early detection of plant diseases.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2026.175189]

14. Zhu Lang, Chen Na, Zou Rui, Ren Luyao, Xie Jia, Hao Zelin, Jiang Haoyang, Jia Hanzhong.  (2026)  Dissolved organic carbon decomposed or polymerized in ice depending on nitrate-mediated carbon-nitrogen coupling.  Communications Earth & Environment,      [PMID:] [10.1038/s43247-026-03482-3]