13-OxoODE - ≥95% , CAS No.54739-30-9

CAS: 54739-30-9 Cat. No.: O493302 Formula: C₁₈H₃₀O₃ Molecular Weight: 294.43

GRADE & PURITY ≥95%

Synonyms

13-OxoODE | 13-OXO-ODE | 13-keto-9Z,11E-octadecadienoic acid | BDBM50045522 | PD020944 | 4-Amino-2-sulphodiphenylamine | 13-KODE | NCGC00161271-03 | 13-Oxo-9Z,11E-octadecadienoic acid | HMS1791C15 | JHXAZBBVQSRKJR-BSZOFBHHSA-N | 13-ketooctadecadienoic aci

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Product description：
13-OxoODE is produced from 13-HODE by a NAD+-dependent dehydrogenase present in rat colonic mucosa.1 Stimulates cell proliferation when instilled intrarectally in rats.2 Has also been detected in preparations of rabbit reticulocyte plasma and mitochondrial membranes, mostly esterified to phospholipids. Production of 13-oxoODE is putatively linked to the maturation of reticulocytes to erythrocytes through the activity of 15-LO. 13-OxoODE is an activator of PPAR α(peroxisome proliferator-activated receptor α).

Specifications

Synonyms

13-OxoODE | 13-OXO-ODE | 13-keto-9Z,11E-octadecadienoic acid | BDBM50045522 | PD020944 | 4-Amino-2-sulphodiphenylamine | 13-KODE | NCGC00161271-03 | 13-Oxo-9Z,11E-octadecadienoic acid | HMS1791C15 | JHXAZBBVQSRKJR-BSZOFBHHSA-N | 13-ketooctadecadienoic aci

Specifications & Purity

≥95%

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Purity

≥95%

Product Properties

pKa

pKa: 4.78 (Predicted)

Names and Identifiers

Pubchem Sid

508807495

Canonical Smiles

CCCCCC(=O)C=CC=CCCCCCCCC(=O)O

IUPAC Name

(9Z,11E)-13-oxooctadeca-9,11-dienoic acid

InChIKey

JHXAZBBVQSRKJR-BSZOFBHHSA-N

INCHI

1S/C18H30O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+

Isomeric SMILES

CCCCCC(=O)/C=C/C=C\CCCCCCCC(=O)O

RTECS

RG0180250

Molecular Weight

294.43

Reaxy-Rn

31382889

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=31382889&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Lineolic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Lineolic acids and derivatives
• Alternative Parents: Long-chain fatty acids Unsaturated fatty acids Enones Acryloyl compounds Ketones Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Octadecanoid - Long-chain fatty acid - Unsaturated fatty acid - Fatty acid - Acryloyl-group - Enone - Alpha,beta-unsaturated ketone - Ketone - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxide - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
• External Descriptors: Other Octadecanoids

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)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

Discover Target: ALOX5

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

PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

Discover Target: PTGS2

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

ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)

Discover Target: ALOX15B

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

ALOX12 Tchem Arachidonate 12-lipoxygenase (3262 Activities)

Discover Target: ALOX12

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

ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

Discover Target: ALOX15

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

KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

Discover Target: KDM4E

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 water (>1 mg/ml at 25° C), ethanol, DMSO (~50 mg/ml), DMF (~50 mg/ml), and PBS (pH 7.2) (~1 mg/ml).
• Sensitivity: light sensitive；Hygroscopic
• Refractive Index: n20D~1.48
• Boil Point(°C): 78° C
• Molecular Weight: 294.400 g/mol
• XLogP3: 5.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 294.219 Da
• Monoisotopic Mass: 294.219 Da
• Topological Polar Surface Area: 54.400 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 329.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1