4-Methylumbelliferyl phosphate - Moligand™,≥98% , CAS No.3368-04-5

CAS: 3368-04-5 Cat. No.: M103814 Molecular Weight: 256.15 Beilstein Registry Number: 1687229 EC Number: 222-137-7

GRADE & PURITY Moligand™, ≥98%

Synonyms

4-Methylumbelliferyl phosphate | Phosphoric Acid 4-Methylumbelliferyl Ester | MUP | 4-Methyl-2-oxo-2H-chromen-7-yl dihydrogen phosphate | 4-MUP | (4-methyl-2-oxochromen-7-yl) dihydrogen phosphate

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

4-Methylumbelliferyl phosphate has been used as a substrate for alkaline phosphatase in the peptide-binding assay. It has also been used as a fluorogenic substrate in enzyme-linked immunosorbent assay (ELISA).

Specifications

Synonyms

4-Methylumbelliferyl phosphate | Phosphoric Acid 4-Methylumbelliferyl Ester | MUP | 4-Methyl-2-oxo-2H-chromen-7-yl dihydrogen phosphate | 4-MUP | (4-methyl-2-oxochromen-7-yl) dihydrogen phosphate

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

4-Methylumbelliferyl phosphate serves as a fluorogenic substrate for calmodulin-dependent protein phosphatase and in kinetic studies of alkaline phosphatase. It is a substrate for alkaline phosphatase in enzyme-linked immunosorbent assay (ELISA) procedur

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504753959
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504753959
• Canonical Smiles: CC1=CC(=O)OC2=C1C=CC(=C2)OP(=O)(O)O
• IUPAC Name: (4-methyl-2-oxochromen-7-yl) dihydrogen phosphate
• InChIKey: BCHIXGBGRHLSBE-UHFFFAOYSA-N
• INCHI: 1S/C10H9O6P/c1-6-4-10(11)15-9-5-7(2-3-8(6)9)16-17(12,13)14/h2-5H,1H3,(H2,12,13,14)
• Isomeric SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)OP(=O)(O)O
• UN Number: 1760
• Molecular Weight: 256.15
• Beilstein: 1687229
• Reaxy-Rn: 1687229
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1687229&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Coumarins and derivatives

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Coumarins and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Coumarins and derivatives
• Alternative Parents: Aryl phosphomonoesters 1-benzopyrans Pyranones and derivatives Benzenoids Heteroaromatic compounds Lactones Oxacyclic compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Coumarin - Aryl phosphate - Aryl phosphomonoester - Benzopyran - 1-benzopyran - Pyranone - Organic phosphoric acid derivative - Phosphoric acid ester - Pyran - Benzenoid - Heteroaromatic compound - Lactone - Organoheterocyclic compound - Oxacycle - Organic oxide - Hydrocarbon derivative - Organic oxygen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).
• External Descriptors: Not available

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

Associated Targets(Human)

PTPN11 Tchem Protein-tyrosine phosphatase 2C (2297 Activities)

Discover Target: PTPN11

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

Associated Targets(non-human)

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

Discover Target: Ptpn1

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water
• Sensitivity: light sensitive；heat sensitive
• Melt Point(°C): 212°C
• Molecular Weight: 256.149 g/mol
• XLogP3: 0.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 256.014 Da
• Monoisotopic Mass: 256.014 Da
• Topological Polar Surface Area: 93.100 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 398.000
• 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. Yu-Xi Feng, Xin Chen, Yan-Wen Li, Hai-Ming Zhao, Lei Xiang, Hui Li, Quan-Ying Cai, Nai-Xian Feng, Ce-Hui Mo, Ming-Hung Wong.  (2020)  A Visual Leaf Zymography Technique for the In Situ Examination of Plant Enzyme Activity under the Stress of Environmental Pollution.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:32822176] [10.1021/acs.jafc.0c03815]

2. Xuan Zhang, Nan Hao, Shucheng Liu, Kai Wei, Changchang Ma, Jianming Pan, Sheng Feng.  (2024)  Direct and specific detection of methyl-paraoxon using a highly sensitive fluorescence strategy combined with phosphatase-like nanozyme and molecularly imprinted polymer.  TALANTA,      [PMID:38879946] [10.1016/j.talanta.2024.126434]

3. Xing Cheng, Yue Tang, Xiaohuan Huang, Linghui Huang, Han Tao, Yuangen Wu.  (2024)  Facile fluorescent sensor for rapid and selective detection of phytic acid in food based on phosphatase-like activity of Zr(IV)-Glu complex.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2024.110379]

4. Yusha Huang, Chengli Xie, Longcheng Gong, Min Wang, Lianzhe Hu, Zhining Xia.  (2024)  Phosphatase-mimicking Zr@PDA nanozyme with excellent dispersion stability for the detection of fructose 1,6-diphosphate.  TALANTA,      [PMID:39111218] [10.1016/j.talanta.2024.126657]

5. Zhen Wu, Jinlong Wang, Xing Cheng, Yue Tang, Lian Xia, Xiaojuan Niu, Yuangen Wu.  (2025)  A novel fluorescent sensor for highly sensitive detection of ascorbic acid in food based on inhibiting phosphatase-like activity of Zr-based MOF.  FOOD CHEMISTRY,      [PMID:39808980] [10.1016/j.foodchem.2025.142837]

6. Miao Chen, Xuerong Li, Qiulan Li, Jitao Li, Yaohong Gu, Peng Yang, Bo Yang, Yaling Yang.  (2025)  Construction of phosphatase- and laccase-mimicking Cascade catalysis for ultrasensitive colorimetric detection of Profenofos.  FOOD CHEMISTRY,      [PMID:40675081] [10.1016/j.foodchem.2025.145462]

7. Xiru Zhang, Manyan Qiu, Jingwen Zhang, Qianyu Zhao, Xinyan Yang, Yujun Jiang, Chaoxin Man, Xianlong Zhang.  (2025)  Label-Free Fluorescence Biosensor Constructed Based on Pyrococcus furiosus Argonaute System and Programmable DNAzyme for Sensitive Detection of Foodborne Pathogen.  ANALYTICAL CHEMISTRY,      [PMID:41103252] [10.1021/acs.analchem.5c04287]

8. Juliana Gaithan Kauno, Haili Wei, Shiyu Xia, Wenping Gao, Zohaib Saddique, Fenghua Li, Fengxia Wu, Guobao Xu, Hsien-Yi Hsu, Ziaur Rehman, Yu Tian, Wenxin Niu.  (2026)  Defect-rich Ce–Zr–O solid-solution nanozymes with phosphatase activity for selective phosphate sensing.  ANALYTICA CHIMICA ACTA,      [PMID:] [10.1016/j.aca.2026.345332]