9,11-octadecadienoic acid

9,11-octadecadienoic acid
Compound Structure:
Synonyms: Isolinoleic acid;544-71-8;9,11-Octadecadienoic acid;9,11-Linoleic acid;Ricineic acid;9E,11E-octadecadienoic acid;(9E,11E)-octadeca-9,11-dienoic acid;Nouracid DE 554;Mangold's acid;OCTADECA-9,11-DIENOIC ACID;Ricinenic acid
Compound ID: NMPC-509
PubChem ID:

5282796

Molecular Formula: C18H32O2
Canonical SMILES: CCCCCCC=CC=CCCCCCCCC(=O)O
InChIKey: JBYXPOFIGCOSSB-XBLVEGMJSA-N
About the compound:

(9E,11E)-octadecadienoic acid, also known as 9,11-octadecadienoic acid, is an octadeca-9,11-dienoic acid characterized by a 9-trans,11-trans-stereochemistry. This compound plays diverse roles in biological processes, serving as an apoptosis inducer, antineoplastic agent, anti-inflammatory agent, antiatherogenic agent, bacterial xenobiotic metabolite, and a human metabolite. As the conjugate acid of (9E,11E)-octadecadienoate, it is integral to various metabolic pathways. This acid is particularly noted for its role in biotechnological uses, especially in the synthesis of carotenoids such as astaxanthin, which are sought after in the nutraceutical and cosmetics sectors. It has been explored for its capacity to boost the production of these substances via yeast engineering, potentially paving the way for more eco-friendly production techniques for these important antioxidants[1].

References 

ChemSpider. (9E,11E)-Octadecadienoic acid | C18H32O2. Retrieved from http://www.chemspider.com/Chemical-Structure.4445923.html


Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

280.4 g/mol

XLogP3

7.1

Hydrogen Bond Donor Count

1

Hydrogen Bond Acceptor Count

2

Rotatable Bond Count

14

Exact Mass

280.240230259 g/mol

Monoisotopic Mass

280.240230259 g/mol

Topological Polar Surface Area

37.3²

Heavy Atom Count

20

Formal Charge

0

Complexity

267

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

2

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Liquid

Source: PubChem

Source Species: Gouania longipetala
Pterocarpus santalinioides
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