12-Nitrolinoleate
12-Nitrolinoleate (12-Nitro-9-cis,12-cis-octadecadienoic acid) is an activator for peroxisome proliferator-activated receptor γ (PPARγ). 12-Nitrolinoleate is a nitrated form of linoleic acid. 12-Nitrolinoleate can be formed upon exposure to acidified nitrate and found in human red blood cells and plasma. 12-Nitrolinoleate can activate PPARγ-dependent gene expression in MCF-7 cells expressing PPARγ with an EC50 = 0.045 μM. 12-Nitrolinoleate is able to inhibit LPS (HY-D1056)-induced NF-κB transcription in RAW 264.7 cells. 12-Nitrolinoleate can inhibit IL-6, TNF-α and CCL2 induced by LPS.
For research use only. We do not sell to patients.
- CAS No.: 774603-05-3
- Formula: C18H31NO4
- Molecular Weight:325.44
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| MCF7 | EC50 |
0.07 μM
Compound: E-12-NO2-18:2
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Activation of human PPAR-gamma-dependent transcription expressed in human MCF7 cells assessed as induction of PPRE-reporter gene expression after 24 hrs by dual luciferase reporter gene assay
Activation of human PPAR-gamma-dependent transcription expressed in human MCF7 cells assessed as induction of PPRE-reporter gene expression after 24 hrs by dual luciferase reporter gene assay
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[PMID: 19719236] |
Chemical Information
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CAS No. 774603-05-3
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Molecular Weight 325.44
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Formula C18H31NO4
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SMILES
OC(CCCCCCC/C=C\C/C([N+]([O-])=O)=C\CCCCC)=O
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Synonyms
12-Nitro-9-cis,12-cis-octadecadienoic acid
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. 12-Nitrolinoleate (12-Nitro-9-cis,12-cis-octadecadienoic acid) is a peroxisome proliferator-activated receptor γ (PPARγ). 12-Nitrolinoleate is a nitrated form of linoleic acid. 12-Nitrolinoleate can be formed upon exposure to acidified nitrate and found in human red blood cells and plasma. 12-Nitrolinoleate can activate PPARγ-dependent gene expression in MCF-7 cells expressing PPARγ with an EC50 = 0.045 μM. 12-Nitrolinoleate is able to inhibit LPS (HY-D1056)-induced NF-κB transcription in RAW 264.7 cells. 12-Nitrolinoleate can inhibit IL-6, TNF-α and CCL2 induced by LPS[1][2][3]. [Content Brief]
[2]. Baker, P. R., et al., (2004). Red cell membrane and plasma linoleic acid nitration products: synthesis, clinical identification, and quantitation. Proceedings of the National Academy of Sciences of the United States of America, 101(32), 11577–11582. [Content Brief]
[3]. Cui, T., et al., (2006). Nitrated fatty acids: Endogenous anti-inflammatory signaling mediators. The Journal of biological chemistry, 281(47), 35686–35698. [Content Brief]
[4]. Alexander, R. L., et al., (2009). Differential potencies of naturally occurring regioisomers of nitrolinoleic acid in PPARgamma activation. Biochemistry, 48(2), 492–498. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
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