10-Nitrooleate - Moligand™,≥98%,500 µg/ml solution in ethanol , CAS No.88127-53-1

CAS: 88127-53-1 Cat. No.: N332337 Molecular Weight: 327.46

GRADE & PURITY Moligand™, ≥98%, 500 µg/ml solution in ethanol

Synonyms

CXA-10 | 10-nitro-9-trans-octadecenoic acid | LNA | 10-nitroelaidic acid | AKOS040748198 | 10-Nitroelaidate | Prestwick2_000245 | (9E)-10-nitrooctadec-9-enoic acid | DB15026 | (9E)-10-nitrooctadecenoic acid | SCHEMBL1018141 | 10-nitro-9E-Octadecenoate | 1

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

10-Nitrooleate is an endogenous, lipid-derived signaling molecule which functions as a potent ligand for PPARγ. It is known that this ligand activates the PPARγ receptor 7-fold at concentrations of 1 μM. Studies demonstrate that 10-nitrooleate is found in human plasma in the free acid form and can be esterified in phospholipids. In addition, 10-nitrooleate can release nitric oxide (NO) via decomposition or metabolism. Furthermore, 10-nitrooleate can effectively promote differentiation of preadipocytes at higher concentrations.

Specifications

Synonyms

CXA-10 | 10-nitro-9-trans-octadecenoic acid | LNA | 10-nitroelaidic acid | AKOS040748198 | 10-Nitroelaidate | Prestwick2_000245 | (9E)-10-nitrooctadec-9-enoic acid | DB15026 | (9E)-10-nitrooctadecenoic acid | SCHEMBL1018141 | 10-nitro-9E-Octadecenoate | 1

Specifications & Purity

Moligand™, ≥98%, 500 µg/ml solution in ethanol

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥98%

Product Properties

• pKa: pKₐ: 4.77 (Predicted)

Names and Identifiers

• Canonical Smiles: CCCCCCCCC(=CCCCCCCCC(=O)O)[N+](=O)[O-]
• IUPAC Name: (E)-10-nitrooctadec-9-enoic acid
• InChIKey: WRADPCFZZWXOTI-BMRADRMJSA-N
• INCHI: 1S/C18H33NO4/c1-2-3-4-5-8-11-14-17(19(22)23)15-12-9-6-7-10-13-16-18(20)21/h15H,2-14,16H2,1H3,(H,20,21)/b17-15+
• Isomeric SMILES: CCCCCCCC/C(=C\CCCCCCCC(=O)O)/[N+](=O)[O-]
• Molecular Weight: 327.46
• Reaxy-Rn: 27101918
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=27101918&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acids and conjugates

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acids and conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Long-chain fatty acids
• Alternative Parents: Nitro fatty acids Unsaturated fatty acids C-nitro compounds Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Long-chain fatty acid - Nitro fatty acid - Unsaturated fatty acid - C-nitro compound - Organic nitro compound - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxoazanium - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Carbonyl group - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Organic oxide - Organic nitrogen compound - Organic oxygen compound - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
• External Descriptors: Nitro fatty acids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)

Discover Target: PPARA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol, DMF (~1 mg/ml), and DMSO (~1 mg/ml).
• Refractive Index: n20D1.48 (Predicted)
• Boil Point(°C): 78° C
• Molecular Weight: 327.500 g/mol
• XLogP3: 6.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 15
• Exact Mass: 327.241 Da
• Monoisotopic Mass: 327.241 Da
• Topological Polar Surface Area: 83.100 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 347.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1