(±)14(15)-EET - ≥95%, 100 ug/mL in ethanol , CAS No.197508-62-6

CAS: 197508-62-6 Cat. No.: E274629 Molecular Weight: 320.5

GRADE & PURITY ≥95%, 100 ug/mL in ethanol

Synonyms

14,15-epoxyeicosatrienoic acid | 14(R),15(S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid | KBioGR_000055 | 14,15-Epoxy-5,8,11-eicosatrienoic acid | CBiol_001861 | 13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid | (±)14(15)-EET | (±)14(15)-epoxy-5Z,8Z,11Z-e

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Concentration ：100 ug/mL in ethanol
(±)14,15-Epoxyeicosatrienoic acid ((±)14(15)-EET) is the Cytochrome P450 metabolite of arachidonic acid. While CYP3A4 may be involved in breast cancer cell growth, (±)14,15-Epoxyeicosatrienoic acid may promote mitosis and anchorage-dependent cloning through STAT3 affected by CYP3A4. (±)14,15-Epoxyeicosatrienoic acid exhibits STAT3-dependent cell growth promotion and may also participate in the autocrine/paracrine pathway that drives cell growth。

Specifications

Synonyms

14, 15-epoxyeicosatrienoic acid | 14(R), 15(S)-Epoxy-(5Z, 8Z, 11Z)-eicosatrienoic acid | KBioGR_000055 | 14, 15-Epoxy-5, 8, 11-eicosatrienoic acid | CBiol_001861 | 13-(3-pentyloxiran-2-yl)trideca-5, 8, 11-trienoic acid | (±)14(15)-EET | (±)14(15)-epoxy-5Z, 8Z, 11Z-e

Specifications & Purity

≥95%, 100 ug/mL in ethanol

Biochemical and Physiological Mechanisms

Cytochrome p450 metabolite of arachidonic acid . Vasodilatory in vivo. Activates STAT-3 in human dermal microvascular endothelial cells. Induces angiogenesis.

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.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -80°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 528753469
• Canonical Smiles: CCCCCC1C(O1)CC=CCC=CCC=CCCCC(=O)O
• IUPAC Name: 13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid
• InChIKey: JBSCUHKPLGKXKH-UHFFFAOYSA-N
• INCHI: 1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)
• Isomeric SMILES: CCCCCC1C(O1)CC=CCC=CCC=CCCCC(=O)O
• Alternate CAS: 81276-03-1，98103-48-1，105304-92-5
• Molecular Weight: 320.5

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: Epoxy fatty acids Unsaturated fatty acids Oxacyclic compounds Monocarboxylic acids and derivatives Epoxides Dialkyl ethers Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Long-chain fatty acid - Epoxy fatty acid - Heterocyclic fatty acid - Unsaturated fatty acid - Carboxylic acid derivative - Carboxylic acid - Dialkyl ether - Oxirane - Ether - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Oxacycle - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Organic oxygen compound - Aliphatic heteromonocyclic 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: Not available

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

Chemical and Physical Properties

• Solubility: Supplied in ethanol (50 µg/ml)
• Molecular Weight: 320.500 g/mol
• XLogP3: 5.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 320.235 Da
• Monoisotopic Mass: 320.235 Da
• Topological Polar Surface Area: 49.800 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 396.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 3
• The total count of all stereochemical bonds: 3
• Covalently-Bonded Unit Count: 1