1,2-dilauroyl-sn-glycero-3-phosphocholine - ≥99% , CAS No.18194-25-7

CAS: 18194-25-7 Cat. No.: D130415 Peso molecular: 621.826 Beilstein Registry Number: 5676925 Número EC: 242-086-4

GRADE & PURITY ≥99%

Synonyms

BDBM50467998 | IJFVSSZAOYLHEE-SSEXGKCCSA-N | 1,2-didodecanoyl-sn-phosphatidylcholine | A909168 | DLPC, R- | 1,2-didodeca-noyl-sn-glycero-3-phosphocholine | 1,2-Didodecanoyl-sn-glycero-3-phosphocholine | DLPC, L- | SCHEMBL44308 | (7R)-4-Hydroxy-N,N,N-trime

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Application

Drug Delivery, Surface Modification, PEGylation of Protein, Peptide & Oligo

Descripción general

Product Introduction

Phosphatidylcholine (PC) is a strong bilayer-forming lipid. It the most common phospholipid in mammalian membranes. It is also an important component of the mucosal layer of the colon.

The list of Phosphatidylcholine products offered by Avanti is designed to provide compounds having a variety of physical properties. Products available include short chain (C3-C8 are water soluble and hygroscopic), saturated, multi-unsaturated and mixed acid PC′s. All of the products are purified by HPLC, and special precautions are taken to protect the products for oxidization and hydrolysis.

Application

12:0 PC (DLPC) is suitable to use as a phospholipid (PL) standard to quantify phosphatidylcholine (PC) by electrospray ionization mass spectrometry (ESI-MS).

Specifications

Sinónimos

BDBM50467998 | IJFVSSZAOYLHEE-SSEXGKCCSA-N | 1, 2-didodecanoyl-sn-phosphatidylcholine | A909168 | DLPC, R- | 1, 2-didodeca-noyl-sn-glycero-3-phosphocholine | 1, 2-Didodecanoyl-sn-glycero-3-phosphocholine | DLPC, L- | SCHEMBL44308 | (7R)-4-Hydroxy-N, N, N-trime

Especificaciones y pureza

≥99%

Mecanismos bioquímicos y fisiológicos

Phosphatidylcholine (PC) functions as a surfactant within the mucus to form a hydrophobic surface to inhibit bacterial penetrance. It is used to treat fat embolism. Phosphatidylcholine lowers the levels of cholesterol and triglycerides.

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Tipo de acción

ACTIVATOR

Nota

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥99%

Nombres e identificadores

• Pubchem Sid: 504758964
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758964
• Sonrisas canónicas: CCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC
• IUPAC Name: [(2R)-2,3-di(dodecanoyloxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate
• InChIKey: IJFVSSZAOYLHEE-SSEXGKCCSA-N
• INCHI: 1S/C32H64NO8P/c1-6-8-10-12-14-16-18-20-22-24-31(34)38-28-30(29-40-42(36,37)39-27-26-33(3,4)5)41-32(35)25-23-21-19-17-15-13-11-9-7-2/h30H,6-29H2,1-5H3/t30-/m1/s1
• Isómeros SMILES: CCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC
• WGK Alemania: 3
• Peso molecular: 621.826
• Beilstein: 5676925
• Reaxy-Rn: 6773601
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6773601&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Glycerophospholipids
      • Subclass Glycerophosphocholines

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Glycerophospholipids
• Subclass: Glycerophosphocholines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phosphatidylcholines
• Alternative Parents: Phosphocholines Fatty acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Tetraalkylammonium salts Carboxylic acid esters Organopnictogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Amines
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Diacylglycero-3-phosphocholine - Phosphocholine - Fatty acid ester - Dialkyl phosphate - Dicarboxylic acid or derivatives - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Quaternary ammonium salt - Tetraalkylammonium salt - Carboxylic acid ester - Carboxylic acid derivative - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Amine - Organic salt - Hydrocarbon derivative - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.
• External Descriptors: Diacylglycerophosphocholines

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

Objetivos asociados (humanos)

NR5A2 Tchem Nuclear receptor subfamily 5 group A member 2 (1 Activities)

Discover Target: NR5A2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

NR5A2 Tchem Orphan nuclear receptor LRH-1 (736 Activities)

Discover Target: NR5A2

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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: 20mg/ml soluble in chloroform:methanol:acetic acid:water (100:30:10:2.5); slightly soluble in methanol.
• Peso molecular: 621.800 g/mol
• XLogP3: 9.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 32
• Exact Mass: 621.437 Da
• Monoisotopic Mass: 621.437 Da
• Topological Polar Surface Area: 111.000 Ų
• Heavy Atom Count: 42
• Formal Charge: 0
• Complexity: 705.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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

Referencias

1. Yanzi Liang, Ruihuan Ding, Huihui Wang, Lanze Liu, Jibiao He, Yuping Tao, Zhenyu Zhao, Jie Zhang, Aiping Wang, Kaoxiang Sun, Youxin Li, Yanan Shi.  (2022)  Orally administered intelligent self-ablating nanoparticles: a new approach to improve drug cellular uptake and intestinal absorption.  DRUG DELIVERY,      [PMID:35037529] [10.1080/10717544.2021.2023704]

2. Hui Jiang, Hao Zhang, Shi-Jun Yin, Min Lu, Xu Wang, Feng-Qing Yang.  (2021)  Determination of lipid–water partition coefficient of neutral and ionic drugs by liposome electrokinetic chromatography.  ELECTROPHORESIS,      [PMID:33908064] [10.1002/elps.202000382]

3. Xuejiao Zhang, Lei Lei, Haiyan Zhang, Siyu Zhang, Weiwei Xing, Jin Wang, Haibo Li, Qing Zhao, Baoshan Xing.  (2018)  Interactions of polymeric drug carriers with DDT reduce their combined cytotoxicity.  ENVIRONMENTAL POLLUTION,      [PMID:29902753] [10.1016/j.envpol.2018.06.010]

4. Shengke Zhao, Yunjian Yu, Youtao Xin, Hegang Lu, Xiaohui Li, Shuyu Wang, Feihe Ma, Hui Gao.  (2025)  Oral delivery of Clostridium butyricum using selective antibacterial lipids for enhanced treatment of Fusobacterium nucleatum-associated intestinal diseases.  Nano Today,      [PMID:] [10.1016/j.nantod.2025.102742]