dodecylphosphocholine（DPC） - ≥99% , CAS No.29557-51-5

CAS: 29557-51-5 Cat. No.: N130416 Molecular Weight: 351.46

GRADE & PURITY ≥99%

Synonyms

DPC | Fos-Choline-12 | FOS12 | FC-12 | dodecyl 2-(trimethylammonio)ethyl phosphate | dodecyl phosphocholine | DDPPC | M5CF6282DD | dodecyl 2-(trimethylazaniumyl)ethyl phosphate | 2-(Trimethylammonio)ethyl dodecyl phosphate

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Dodecylphosphocholine is a structural analog of lauroyl lysophosphatidylcholine that is more stable to hydrolytic degradation.
Dodecylphosphocholine is often used as a detergent for membrane protein solubilization and purification.It has been shown to improve paracellular permeability of hydrophilic compounds by modulating the tight junctions. This may have implications on its use for oral or nasal drug delivery.

Specifications

Synonyms

DPC | Fos-Choline-12 | FOS12 | FC-12 | dodecyl 2-(trimethylammonio)ethyl phosphate | dodecyl phosphocholine | DDPPC | M5CF6282DD | dodecyl 2-(trimethylazaniumyl)ethyl phosphate | 2-(Trimethylammonio)ethyl dodecyl phosphate

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

n-dodecylphosphocholine in combination with 1, 2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) is used for membrane-mimetic bicelle system for orientation based studies in membrane proteins. It provides a zwitterionic surface in the membrane micelle struc

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.

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504759768
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504759768
• Canonical Smiles: CCCCCCCCCCCCOP(=O)([O-])OCC[N+](C)(C)C
• IUPAC Name: dodecyl 2-(trimethylazaniumyl)ethyl phosphate
• InChIKey: QBHFVMDLPTZDOI-UHFFFAOYSA-N
• INCHI: 1S/C17H38NO4P/c1-5-6-7-8-9-10-11-12-13-14-16-21-23(19,20)22-17-15-18(2,3)4/h5-17H2,1-4H3
• Isomeric SMILES: CCCCCCCCCCCCOP(=O)([O-])OCC[N+](C)(C)C
• Molecular Weight: 351.46
• Reaxy-Rn: 3980150
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3980150&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Quaternary ammonium salts
        • Level5 Cholines
          • Level6 Phosphocholines

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Quaternary ammonium salts
• Intermediate Tree Nodes: Cholines
• Direct Parent: Phosphocholines
• Alternative Parents: Dialkyl phosphates Tetraalkylammonium salts Organopnictogen compounds Organooxygen compounds Organic salts Organic oxides Hydrocarbon derivatives Amines
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Phosphocholine - Dialkyl phosphate - Alkyl phosphate - Phosphoric acid ester - Organic phosphoric acid derivative - Tetraalkylammonium salt - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic salt - Organooxygen compound - Amine - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as phosphocholines. These are compounds containing a [2-(trimethylazaniumyl)ethoxy]phosphonic acid or derivative.
• External Descriptors: phosphocholines

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(non-human)

Cryptococcus neoformans (21258 Activities)

Explore this target

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

Candida albicans (78123 Activities)

Explore this target

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

PLB1 Phospholipase B (44 Activities)

Discover Target: PLB1

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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Hygroscopic
• Molecular Weight: 351.500 g/mol
• XLogP3: 4.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 16
• Exact Mass: 351.254 Da
• Monoisotopic Mass: 351.254 Da
• Topological Polar Surface Area: 58.600 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 310.000
• 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. Xian Sun, Xiaochuan Zhang, Xiaohong Ren, Hongyu Sun, Li Wu, Caifen Wang, Xiaohui Ye, Peter York, Zhaobing Gao, Hualiang Jiang, Jiwen Zhang, Xianzhen Yin.  (2021)  Multiscale Co-reconstruction of Lung Architectures and Inhalable Materials Spatial Distribution.  Advanced Science,  8  (8): (2003941).  [PMID:33898181] [10.1002/advs.202003941]

2. Yan Xiong, Jie Chen, Ming Duan, Xiang Li, Jun Li, Can Zhang, Shenwen Fang, Rui Liu, Run Zhang.  (2019)  Insight into the Adsorption-Interaction Mechanism of Cr(VI) at the Silica Adsorbent Surface by Evanescent Wave Measurement.  LANGMUIR,      [PMID:31607126] [10.1021/acs.langmuir.9b01556]

3. Shailendra Shakya, Yaping He, Xiaohong Ren, Tao Guo, Abi Maharjan, Ting Luo, Tingting Wang, Ramesh Dhakhwa, Balmukunda Regmi, Haiyan Li, Ruxandra Gref, Jiwen Zhang.  (2019)  Ultrafine Silver Nanoparticles Embedded in Cyclodextrin Metal-Organic Frameworks with GRGDS Functionalization to Promote Antibacterial and Wound Healing Application.  Small,  15  (27): (1901065).  [PMID:31069948] [10.1002/smll.201901065]

4. Yaping He, Jian Xu, Xian Sun, Xiaohong Ren, Abi Maharjan, Peter York, Yong Su, Haiyan Li, Jiwen Zhang.  (2019)  Cuboidal tethered cyclodextrin frameworks tailored for hemostasis and injured vessel targeting.  Theranostics,      [PMID:31131049] [10.7150/thno.31159]

5. Ling Tan, Yufei Huang, Wei Mao, Xiayi Hu, Yangqiang Huang, Hao Chen, Xiao Luo.  (2024)  Anatase-Layered TiO2 for Selective Transesterification for Diphenyl Carbonate: A Study of the Active Site and Deactivation Mechanism.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.4c02485]

6. Wen Li, Jintao He, Qijue Chen, Feng Bao, Yinqiang Huo, Jing Deng, Qinlu Lin, Feijun Luo.  (2025)  Enhancement of Oryzanol application by constructing modified β-CD inclusion complex and polycaprolactone-chitosan electrospun fiber membranes: Perspectives on wound dressings and grape preservation.  FOOD CHEMISTRY,      [PMID:39855072] [10.1016/j.foodchem.2025.143025]

7. Zhencai Zhang, Zifeng Yang, Ming Jiang, Wenjuan Fang, Heng Wang, Chenhao Li, Xin Yao, Zengxi Li, Fei Xu.  (2024)  Green and Efficient Synthesis of Biobased Polycarbonates with Tunable Performance via Functionalized Ionic Liquid Catalysts Enhanced by Cation–π Interactions.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.4c00480]

8. Yanfang Huang, Meimei Wang, Bingbing Liu, Shengpeng Su, Hu Sun, Shuzhen Yang, Guihong Han.  (2024)  Highly selective ion precipitation flotation for ternary Co–Zn–Mn separation: Stepwise chelation capture of Co and Zn from simulated zinc hydrometallurgy wastewater.  CHEMOSPHERE,      [PMID:38403126] [10.1016/j.chemosphere.2024.141533]

9. Jingjing Jiang, Jiajia Wang, Peng Wang, Zenghui Huang, Yang Zang, Guowang Diao.  (2025)  Sensitive electrochemical carbendazim detection in pesticides based on cross-linked γ-cyclodextrin metal-organic framework coupled with multi-atom co-doped graphene.  JOURNAL OF ELECTROANALYTICAL CHEMISTRY,      [PMID:] [10.1016/j.jelechem.2025.119712]

10. Jianjun Li, Deyu Niu, Weijun Yang, Pengwu Xu, Piming Ma.  (2026)  A New Structure of High-Performance Isosorbide-Based Polyester-Polycarbonates and Its Mechanical Behavior.  MACROMOLECULES,      [PMID:] [10.1021/acs.macromol.5c03140]