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Safety Information

850476C

Avanti

18:1-18:0 PC

1-oleoyl-2-stearoyl-sn-glycero-3-phosphocholine, chloroform

Synonym(s):

1--(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-phosphocholine; OSPC; PC(18:1(9Z)/18:0)

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About This Item

Empirical Formula (Hill Notation):
C44H86NO8P
CAS Number:
7276-38-2
Molecular Weight:
788.13
MDL number:
MFCD00674333
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (850476C-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 850476C

concentration

10 mg/mL (850476C-25mg)

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C44H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20,22,42H,6-19,21,23-41H2,1-5H3/b22-20-/t42-/m1/s1

InChI key

NMJCSTNQFYPVOR-VHONOUADSA-N

General description

18:1-18:0 PC (1-oleoyl-2-stearoyl-sn-glycero-3-phosphocholine) is an asymmetric phospholipid.

Application

18:1-18:0 PC (1-oleoyl-2-stearoyl-sn-glycero-3-phosphocholine) may be used:
  • as a lipid standard in ultra-performance liquid chromatography (UPLC) analyses
  • in bilayer membranes to study the bilayer phase transitions
  • in liposome as substrate to study the transacylase activities of different lysosomal phospholipase A2 (LPLA2) variants

Biochem/physiol Actions

Phosphatidylcholine (PC) is known to participate in fusion and transport of membranes.

Packaging

5 mL Clear Glass Sealed Ampule (850476C-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

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

Target Organs

Central nervous system, Liver,Kidney

WGK

WGK 3

Regulatory Information

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Kaori Tada et al.
Biochimica et biophysica acta, 1788(5), 1056-1063 (2009-02-24)
The bilayer phase transitions of six kinds of mixed-chain phosphatidylcholines (PCs) with an unsaturated acyl chain in the sn-1 or sn-2 position, 1-oleoyl-2-stearoyl- (OSPC), 1-stearoyl-2-oleoyl- (SOPC), 1-oleoyl-2-palmitoyl- (OPPC), 1-palmitoyl-2-oleoyl- (POPC), 1-oleoyl-2-myristoyl- (OMPC) and 1-myristoyl-2-oleoyl-sn-glycero-3-phosphocholine (MOPC), were observed by means of
Katharina Wozny et al.
Analytical and bioanalytical chemistry, 411(4), 915-924 (2018-12-24)
Diacyl glycerophospholipids (GPs) belong to the most abundant lipid species in living organisms and consist of a glycerol backbone with fatty acyl groups in sn-1 and sn-2 and a polar head group in the sn-3 position. Regioisomeric mixed diacyl GPs
Vania Hinkovska-Galcheva et al.
Journal of lipid research, 59(7), 1205-1218 (2018-05-05)
Lysosomal phospholipase A2 (LPLA2) is characterized by broad substrate recognition, peak activity at acidic pH, and the transacylation of lipophilic alcohols, especially N-acetyl-sphingosine. Prior structural analysis of LPLA2 revealed the presence of an atypical acidic residue, Asp13, in the otherwise
Miao-Miao Zhou et al.
Lipids in health and disease, 15(1), 135-135 (2016-08-26)
Phosphatidylcholine (PC), the major source of dietary choline, has been demonstrated to improve the capability of learning and memory in rodent and the amelioration of long-chain n-3 polyunsaturated fatty acids (PUFA) on anti-aging and anti-oxidation is widely known as well.
Simon Becher et al.
Analytical chemistry, 90(19), 11486-11494 (2018-09-11)
Phosphatidylcholines are the major phospholipid component of most eukaryotic cell membranes. Phosphatidylcholines have been shown to actively participate in regulatory and metabolic processes. Dysfunctional metabolic processes have been linked to human disease and can result in altered phosphatidylcholine structural features

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