8-Hydroxypyrene-1,3,6-trisulfonic acid trisodium salt - analytical standard , CAS No.6358-69-6

CAS: 6358-69-6 Cat. No.: H131275 Molecular Weight: 524.385 Beilstein Registry Number: 4107272 EC Number: 228-783-6

GRADE & PURITY Analytical standard

Synonyms

HPTS | TRISODIUM SALT OF 8-HYDROXY-1,3,6-PYRENE-TRISULFONIC ACID | D & C Green no. 8 | Solvent Green 7 hydrate | D&C Green 8 | Japan Green No. 204 | Pyrene 1 | 1,3,6-Pyrenetrisulfonic acid, 8-hydroxy-, sodium salt (1:3) | 7,8-Hydroxypyrene-1,3,6-trisulfon

Storage

Room temperature

Shipped In

Normal

Overview

Highly water-soluble membrane-impermeant pH indicator

Specifications

Synonyms

HPTS | TRISODIUM SALT OF 8-HYDROXY-1, 3, 6-PYRENE-TRISULFONIC ACID | D & C Green no. 8 | Solvent Green 7 hydrate | D&C Green 8 | Japan Green No. 204 | Pyrene 1 | 1, 3, 6-Pyrenetrisulfonic acid, 8-hydroxy-, sodium salt (1:3) | 7, 8-Hydroxypyrene-1, 3, 6-trisulfon

Specifications & Purity

analytical standard

Storage

Room temperature

Shipped In

Normal

Grade

Analytical standard

Names and Identifiers

• Canonical Smiles: C1=CC2=C3C(=C(C=C2S(=O)(=O)[O-])S(=O)(=O)[O-])C=CC4=C(C=C(C1=C43)O)S(=O)(=O)[O-].[Na+].[Na+].[Na+]
• IUPAC Name: trisodium;8-hydroxypyrene-1,3,6-trisulfonate
• InChIKey: KXXXUIKPSVVSAW-UHFFFAOYSA-K
• INCHI: 1S/C16H10O10S3.3Na/c17-11-5-12(27(18,19)20)8-3-4-10-14(29(24,25)26)6-13(28(21,22)23)9-2-1-7(11)15(8)16(9)10;;;/h1-6,17H,(H,18,19,20)(H,21,22,23)(H,24,25,26);;;/q;3*+1/p-3
• Isomeric SMILES: C1=CC2=C3C(=C(C=C2S(=O)(=O)[O-])S(=O)(=O)[O-])C=CC4=C(C=C(C1=C43)O)S(=O)(=O)[O-].[Na+].[Na+].[Na+]
• WGK Germany: 3
• RTECS: UR2700000
• Molecular Weight: 524.385
• Beilstein: 4107272
• Reaxy-Rn: 4107272
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4107272&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Pyrenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Pyrenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrenes
• Alternative Parents: Phenanthrols 2-naphthalene sulfonic acids and derivatives 2-naphthalene sulfonates 1-naphthalene sulfonic acids and derivatives 1-naphthalene sulfonates Naphthols and derivatives 1-sulfo,2-unsubstituted aromatic compounds 1-hydroxy-2-unsubstituted benzenoids Sulfonyls Organosulfonic acids Organooxygen compounds Organic sodium salts Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Pyrene - Phenanthrol - Phenanthrene - Naphthalene sulfonate - 2-naphthalene sulfonate - 1-naphthalene sulfonate - Naphthalene sulfonic acid or derivatives - 2-naphthalene sulfonic acid or derivatives - 1-naphthalene sulfonic acid or derivatives - 2-naphthol - 1-naphthol - Naphthalene - Arylsulfonic acid or derivatives - 1-sulfo,2-unsubstituted aromatic compound - 1-hydroxy-2-unsubstituted benzenoid - Sulfonyl - Organosulfonic acid - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Organic alkali metal salt - Organic sodium salt - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organic oxide - Organic oxygen compound - Organic salt - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrenes. These are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system.
• External Descriptors: organic sodium salt

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): >300 °C (lit.)
• Molecular Weight: 524.400 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 0
• Exact Mass: 523.889 Da
• Monoisotopic Mass: 523.889 Da
• Topological Polar Surface Area: 217.000 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 931.000
• 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: 4

XLogP3

References

1. Zhixuan Liang, Yiheng Li, Liu He, Zhi Gao, Zhenbin Tang, Yiting Xu, Birong Zeng, Weiang Luo, Guorong Chen, Conghui Yuan, Lizong Dai.  (2023)  A Delayed Cross-Linking Strategy for Evolvable Hydrogels.  ADVANCED FUNCTIONAL MATERIALS,  33  (44): (2302285).  [PMID:] [10.1002/adfm.202302285]

2. Dan Yang, Yang Luo, Shang Wei Yuan, Li Xia Chen, Pei Hua Ma, Zhu Tao, Xin Xiao.  (2023)  A cucurbit[8]uril-based supramolecular polymer constructed via outer surface interactions: Use as a sensor, in cellular imaging and beyond.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2023.121593]

3. Shuangfeng Guo, Hao Wu, Xinyue Liu, Wenqing Zhao, Jiayu Zheng, Wenhao Li.  (2023)  Structural, Physicochemical and Digestive Property Changes of Potato Starch after Continuous and Repeated Dry Heat Modification and Its Comparative Study.  Foods,  12  (2): (335).  [PMID:36673427] [10.3390/foods12020335]

4. Kong Shuai, Shen Chong, Meng Qin.  (2021)  Fluorescently visualizing the penetration of anionic surfactants across cytoplasmic membrane and the subsequent damage on human cells.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  29  (14): (20593-20602).  [PMID:34741264] [10.1007/s11356-021-16308-w]

5. Zhang Yongkang, Zheng Jie, Jin Fangzhou, Xiao Jie, Lan Ni, Xu Zhiyuan, Yue Xu, Li Zesen, Li Chengzhi, Cao Donglin, Wang Yifei, Zhong Wenbin, Ran Yang, Guan Bai-Ou.  (2024)  Fiber-optic drug delivery strategy for synergistic cancer photothermal-chemotherapy.  Light-Science & Applications,  13  (1): (1-16).  [PMID:39227591] [10.1038/s41377-024-01586-z]

6. Yanfei Wang, Tongge Li, Shihui Wang, Xiao Du, Lin Li, Hui Xiao, Zhaoyuan Zhang, Feiyang Jiang, Shifa Li, Zhenzhong Wang, Yifang Wang, Ning Yang.  (2024)  High precision CO2 dynamic sensing method based on cyclic microfluidic fluorescence response.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2024.112449]

7. Yongtang Chen, Xueyan Li, Junshuo Lian, Kang Fu, Zhongxi Zhao, Yi He, Peng Tan.  (2024)  In Situ Visualization of Ion Transport Processes in Aqueous Batteries.  ACS Applied Materials & Interfaces,      [PMID:39088694] [10.1021/acsami.4c09788]

8. Shuai Kong, Haifeng Xiao, Baima Zhuoga, Chong Shen, Qin Meng.  (2024)  Interpretation of antimicrobial function of biosurfactant rhamnolipids using Trisodium 8-hydroxypyrene-1,3,6-trisulfonate-based fluorescent surfactants.  JOURNAL OF SURFACTANTS AND DETERGENTS,      [PMID:] [10.1002/jsde.12804]

9. Liwei Wu, Jinfan Qi, Lingling Zhang, Lei Yu, Hongfei Gao, Jun Gao, Jie Ju, Xi Yao.  (2024)  Self-powered photoelectric sensors based on hydrogel diodes doped with photoacid.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.151215]

10. Yexin Shen, Ran Hong, Xin He, Cong Wang, Xiuyuan Wang, Shantao Li, Xiandong Zhu, Daxiang Gui.  (2024)  Utilizing excited-state proton transfer fluorescence quenching mechanism, layered rare earth hydroxides enable ultra-sensitive detection of nitroaromatic.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:38889547] [10.1016/j.jcis.2024.06.075]

11. Qifeng Zhao, Haoshan Hong, Qianqian Zhong, Yuexing Zhang, Chunxiao Li, Guang Lu, Qijing Bu, Qingyun Liu.  (2025)  Revealing the Multiple Function of Nitrogen-Doped Carbon Layer in Hematite-Based Photoanode for Photoelectrochemical Water Oxidation.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202424885]

12. Shuai Yang, Qiang He, Xiankun Lin.  (2025)  Dual chemotaxis of glucose oxidase-powered nanomotors towards the concentration gradients of both glucose and proton.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2025.137240]

13. Qiuxia Luo, Chengmeng Wei, Yulin Zhou, Waner Chen, Cha Wen, Ning Qing, Zhenpin Lu, Liuyan Tang.  (2026)  Antiswelling Charge-Transfer Hydrogels for Highly Sensitive Underwater Temperature Sensing.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.5c04659]