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A6850

Sigma-Aldrich

Azelaoyl PAF

10 mg/mL in ethanol

Synonym(s):

1-O-Hexadecyl-2-O-(9-carboxyoctanoyl)-sn-glyceryl-3-phosphocholine, 1-O-Hexadecyl-2-azelaoyl-sn-glycero-3-phosphocholine, hexadecyl azelaoyl phosphatidylcholine

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About This Item

Empirical Formula (Hill Notation):
C33H66NO9P
Molecular Weight:
651.85
EC Number:
200-578-6
MDL number:
MFCD03412018
UNSPSC Code:
12352200
PubChem Substance ID:
329770906

form

liquid

Quality Level

200

concentration

10 mg/mL in ethanol

shipped in

wet ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C33H66NO9P/c1-5-6-7-8-9-10-11-12-13-14-15-16-20-23-27-40-29-31(30-42-44(38,39)41-28-26-34(2,3)4)43-33(37)25-22-19-17-18-21-24-32(35)36/h31H,5-30H2,1-4H3,(H-,35,36,38,39)/t31-/m1/s1

InChI key

ZDFOCDTXDPKJKA-WJOKGBTCSA-N

Application

Azelaoyl PAF is a potent PPARγ agonist. Azelaoyl PAF has been used to investigate whether peroxisome proliferator-activated receptors gamma agonists could play a role in the treatment of Friedreich′s ataxia, a neurodegenerative disease due to frataxin deficiency.

Biochem/physiol Actions

Potent PPARγ agonist.

Features and Benefits

This compound is featured on the Nuclear Receptors (PPARs) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

57.2 °F - closed cup

flash_point_c

14 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SLBQ8056V
SLBN0718V
SLBH1471V
SLBB2278V
089K1316

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Daniele Marmolino et al.
Cerebellum (London, England), 8(2), 98-103 (2008-12-24)
Friedreich's ataxia is a neurodegenerative disease due to frataxin deficiency, and thus, drugs increasing the frataxin amount are excellent candidates for therapy. By screening Gene Expression Omnibus profiles, we identified records showing a frataxin response to the peroxisome proliferator-activated receptors

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