HEPC - ≥95%, 25mg/mL in ethanol , CAS No.60793-01-3

CAS: 60793-01-3 Cat. No.: H350857 Molecular Weight: 481.67

GRADE & PURITY ≥95%, 25mg/mL in ethanol

Synonyms

3,5-Dioxa-8-thia-4-phosphatetracosan-1-aminium, 4-hydroxy-N,N,N-trimethyl-9-oxo-, hydroxide, inner salt, 4-oxide | 2-hexadecanoylsulanylethyl 2-(trimethylazaniumyl)ethyl phosphate | Thioglycollecithin | BDPQVGIMLZYZQA-UHFFFAOYSA-N | CHEBI:183990 | 2-Hexad

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Product description：

HEPC is a truncated analog of phosphatidylcholine with the entire sn-1 substituent deleted, and with a hexadecylthioester in the sn-2 position. Substrate for PLA2 (Type II phospholipase A2) enzymes, such as porcine pancreatic, bee venom, and snake venom PLA2.

Applications：

HEPC is a truncated analog of phosphatidylcholine with the entire sn-1 substituent deleted

Specifications

Synonyms

3, 5-Dioxa-8-thia-4-phosphatetracosan-1-aminium, 4-hydroxy-N, N, N-trimethyl-9-oxo-, hydroxide, inner salt, 4-oxide | 2-hexadecanoylsulanylethyl 2-(trimethylazaniumyl)ethyl phosphate | Thioglycollecithin | BDPQVGIMLZYZQA-UHFFFAOYSA-N | CHEBI:183990 | 2-Hexad

Specifications & Purity

≥95%, 25mg/mL in ethanol

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

≥95%

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCCCC(=O)SCCOP(=O)([O-])OCC[N+](C)(C)C
• IUPAC Name: 2-hexadecanoylsulfanylethyl 2-(trimethylazaniumyl)ethyl phosphate
• InChIKey: BDPQVGIMLZYZQA-UHFFFAOYSA-N
• INCHI: 1S/C23H48NO5PS/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(25)31-22-21-29-30(26,27)28-20-19-24(2,3)4/h5-22H2,1-4H3
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)SCCOP(=O)([O-])OCC[N+](C)(C)C
• Molecular Weight: 481.67
• Reaxy-Rn: 4018892
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4018892&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: Fatty acyl thioesters Dialkyl phosphates Tetraalkylammonium salts Thioesters Carbothioic S-esters Sulfenyl compounds Carboxylic acids and derivatives Organopnictogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Amines
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Phosphocholine - Fatty acyl thioester - Dialkyl phosphate - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Tetraalkylammonium salt - Thiocarboxylic acid ester - Carbothioic s-ester - Carboxylic acid derivative - Thiocarboxylic acid or derivatives - Sulfenyl compound - Amine - Organic oxide - Organopnictogen compound - Organosulfur compound - Organooxygen compound - Organic oxygen compound - Hydrocarbon derivative - Carbonyl group - Organic salt - 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: 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

Chemical and Physical Properties

• Solubility: Soluble in water (5 mg/ml at 25.0° C), ethanol, DMSO, DMF, and PBS (pH 7.2) (~5 mg/ml).
• Boil Point(°C): 78° C
• Molecular Weight: 481.700 g/mol
• XLogP3: 6.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 23
• Exact Mass: 481.299 Da
• Monoisotopic Mass: 481.299 Da
• Topological Polar Surface Area: 101.000 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 477.000
• 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. Zhi Li, Lifen Zhang, Changning Xue, Yuman Zhang, Yao Yu, Xinhong Guo, Zhenzhong Zhang.  (2022)  Hydroxypropyl-β-cyclodextrin/Oridonin and Trehalose loaded nanovesicles attenuate foam cells formation and regulate the inflammation.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2022.111596]