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

CAS: 29557-51-5 Cat. No.: N130416 Formula: C₁₇H₃₈NO₄P 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)

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

Candida albicans (78123 Activities)

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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