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Merck
CN

P8648

Sigma-Aldrich

1,2-Dinonanoyl-sn-glycero-3-phosphocholine

20 mg/mL in chloroform, ~99% (TLC)

Synonym(s):

L-α-Phosphatidylcholine, dinonanoyl

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About This Item

Empirical Formula (Hill Notation):
C26H52NO8P
CAS Number:
27869-45-0
Molecular Weight:
537.67
MDL number:
MFCD00082437
UNSPSC Code:
12352211
PubChem Substance ID:
24898961

Key Documents

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Assay

~99% (TLC)

form

liquid

concentration

20 mg/mL in chloroform

functional group

amine
ester

storage temp.

−20°C

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCCC)=O)COC(CCCCCCCC)=O)=O

InChI

1S/C26H53NO8P/c1-6-8-10-12-14-16-18-25(28)32-22-24(35-26(29)19-17-15-13-11-9-7-2)23-34-36(30,31)33-21-20-27(3,4)5/h24H,6-23H2,1-5H3,(H,30,31)

InChI key

HYQZGTSCHQFLRJ-UHFFFAOYSA-N

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

does not flash

Flash Point(C)

does not flash

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

易制毒化学品（2类）
危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
086F8390

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D G Rhodes et al.
Chemistry and physics of lipids, 59(3), 215-224 (1991-10-01)
Polymerization of 1,2-bis(tricosa-10,12-diynoyl)-sn-glycero-3-phosphocholine (DC8,9PC) is enhanced by addition of short-chain saturated phosphatidylcholines such as 1,2-dinonanoyl-sn-glycero-3- phosphocholine (DNPC). Because of well established constraints on the topochemical polymerisation process, we undertook structure-based experiments to determine the nature of this effect. Two hypotheses
Calvin Yeang et al.
Cardiovascular research, 115(1), 179-189 (2018-06-01)
Myocardial ischaemia followed by reperfusion (IR) causes an oxidative burst resulting in cellular dysfunction. Little is known about the impact of oxidative stress on cardiomyocyte lipids and their role in cardiac cell death. Our goal was to identify oxidized phosphatidylcholine-containing
M A Markowitz et al.
Biochemical and biophysical research communications, 203(1), 296-305 (1994-08-30)
A polymerizable gel superaggregate has been formed from low concentrations (6 mM) of phospholipid mixtures of polymerizable 1,2-bis(tricosa-10,12-diynoyl)-sn-glycero-3-phosphocholine and 1,2-bis(dinonoyl)-sn-glycero-3-phosphocholine. Transmission electron microscopy (TEM) revealed that the superaggregate structure consisted of a network of twisted, braided fibers and that the
Lucian Beer et al.
Scientific reports, 5, 16662-16662 (2015-11-17)
We previously showed that, when peripheral blood mononuclear cells (PBMCs) were stressed with ionizing radiation, they released paracrine factors that showed regenerative capacity in vitro and in vivo. This study aimed to characterize the secretome of PBMCs and to investigate

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