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116457-99-9

1-PALMITYLTHIO-2-PALMITOYLAMIDO-1,2-DIDEOXY-SN-GLYCERO-3-PHOSPHOCHOLINE, also known as Thioetheramide-PC, is a structurally modified phospholipid that acts as a competitive, reversible inhibitor of secretory phospholipase A2 (sPLA2). It has an IC50 value of 2 μM at a substrate concentration of 0.5 mM and exhibits unique binding properties to both the catalytic and activator sites of sPLA2.

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  • 3,5-Dioxa-9-thia-4-phosphapentacosan-1-aminium,4-hydroxy-N,N,N-trimethyl-7-[(1-oxohexadecyl)amino]-, inner salt, 4-oxide,(7S)-

    Cas No: 116457-99-9

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  • 3,5-Dioxa-9-thia-4-phosphapentacosan-1-aminium,4-hydroxy-N,N,N-trimethyl-7-[(1-oxohexadecyl)amino]-, inner salt, 4-oxide,(7S)-

    Cas No: 116457-99-9

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  • 116457-99-9 Structure

  • Basic information

    1. Product Name: 1-PALMITYLTHIO-2-PALMITOYLAMIDO-1,2-DIDEOXY-SN-GLYCERO-3-PHOSPHOCHOLINE
    2. Synonyms: 1,2-DIDEOXY-1-(S-HEXADECYL)THIO-2-(N-HEXADECANOYL)AMINO-SN-GLYCERYL-3-PHOSPHORYLCHOLINE;1-PALMITYLTHIO-2-PALMITOYLAMIDO-1,2-DIDEOXY-SN-GLYCERO-3-PHOSPHOCHOLINE;1-PALMITYLTHIO-2-PALMITOYLAMIDO-1,2-DIDEOXY-SN-GLYCERO-3-PHOSPHORYLCHOLINE;1-PALMITYLTHIO-2-PALMITOYLAMINO-1,2-DIDEOXY-SN-GLYCERO-3-PHOSPHORYLCHOLINE;THIOETHERAMIDE PC;Thioetheramide phosphorylcholine;WLWWVTPUDQTUJU-KDXMTYKHSA-N
    3. CAS NO:116457-99-9
    4. Molecular Formula: C45H93N2O4PS
    5. Molecular Weight: 789.27
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 116457-99-9.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: Soluble in DMSO;Soluble in dimethyl formamide
    9. CAS DataBase Reference: 1-PALMITYLTHIO-2-PALMITOYLAMIDO-1,2-DIDEOXY-SN-GLYCERO-3-PHOSPHOCHOLINE(CAS DataBase Reference)
    10. NIST Chemistry Reference: 1-PALMITYLTHIO-2-PALMITOYLAMIDO-1,2-DIDEOXY-SN-GLYCERO-3-PHOSPHOCHOLINE(116457-99-9)
    11. EPA Substance Registry System: 1-PALMITYLTHIO-2-PALMITOYLAMIDO-1,2-DIDEOXY-SN-GLYCERO-3-PHOSPHOCHOLINE(116457-99-9)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 116457-99-9(Hazardous Substances Data)

116457-99-9 Usage

Uses

Used in Pharmaceutical Industry:
1-PALMITYLTHIO-2-PALMITOYLAMIDO-1,2-DIDEOXY-SN-GLYCERO-3-PHOSPHOCHOLINE is used as a therapeutic agent for modulating the activity of secretory phospholipase A2 (sPLA2). Due to its ability to bind to both the catalytic and activator sites of sPLA2, it can either activate or inhibit phospholipase activity, depending on its concentration. This dual action makes it a promising candidate for the development of drugs targeting sPLA2-related diseases and conditions.

references

[1] yu l, deems r a, hajdu j, et al. the interaction of phospholipase a2 with phospholipid analogues and inhibitors[j]. journal of biological chemistry, 1990, 265(5): 2657-2664.[2] balsinde j, balboa m a, insel p a, et al. regulation and inhibition of phospholipase a2[j]. annual review of pharmacology and toxicology, 1999, 39(1): 175-189.[3] mallat z, lambeau g, tedgui a. lipoprotein-associated and secreted phospholipases a2 in cardiovascular disease[j]. circulation, 2010, 122(21): 2183-2200.

Check Digit Verification of cas no

The CAS Registry Mumber 116457-99-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,6,4,5 and 7 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 116457-99:
(8*1)+(7*1)+(6*6)+(5*4)+(4*5)+(3*7)+(2*9)+(1*9)=139
139 % 10 = 9
So 116457-99-9 is a valid CAS Registry Number.

116457-99-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-[[(2S)-2-(hexadecanoylamino)-3-hexadecylsulfanylpropoxy]-hydroxyphosphoryl]oxyethyl-trimethylazanium

1.2 Other means of identification

Product number -
Other names Thioetheramide PC

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:116457-99-9 SDS

116457-99-9Downstream Products

116457-99-9Relevant articles and documents

A NEW APPROACH TO THE SYNTHESIS OF THIOETHER PHOSPHOLIPIDS. PREPARATION OF 1-THIOHEXADECYL-2-N-ACYLAMINODEOXYGLYCEROPHOSPHOCHOLINES

Bhatia, Suresh K.,Hajdu, Joseph

, p. 31 - 34 (2007/10/02)

A novel stereospecific route to biologically active thioester phospholipids is reported.

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