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EICOSENOIC ACID

CAS NUMBER: 5561-99-9

UNII NUMBER: UDX6WPL94T

MOLECULAR FORMULA: C20H38O2

MOLECULAR WEIGHT: 310.5

IUPAC NAME: (Z)-icos-11-enoic acid


Eicosenoic Acid is a monounsaturated long-chain fatty acid with a 20-carbon backbone and the sole double bond originating from the 5th, 6th, 7th, 9th, 11th 12th or 15th positions from the methyl end.
Eicosenoic Acid is a natural product found in Simmondsia chinensis, Homo sapiens, and other organisms with data available.
Eicosenoic Acid is an icosenoic acid having a cis- double bond at position 11. 

Eicosenoic Acid has a role as a plant metabolite and a human metabolite. 
Eicosenoic Acid is a conjugate acid of a gondoate.
Eicosenoic Acid, also called gondoic acid, is a monounsaturated omega-9 fatty acid found in a variety of plant oils and nuts; in particular jojoba oil.

Eicosenoic Acid is one of a number of eicosenoic acids.
Eicosenoic Acid may refer to one of three closely related chemical compounds:

*9-Eicosenoic acid (gadoleic acid), an omega-11 fatty acid (20:1ω11)

*11-Eicosenoic acid (gondoic acid), an omega-9 fatty acid (20:1ω9)

*13-Eicosenoic acid (paullinic acid), an omega-7 fatty acid (20:1ω7)

Eicosenoic Acid is a class of monounsaturated fatty acids with 20 carbons.
Eicosenoic Acid is a long-chain fatty acid.

Eicosenoic Acid, also known as gondoic acid, is a member of the class of compounds known as long-chain fatty acids. 
Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 


Alternative Classes:    
-Unsaturated fatty acids 

-Straight chain fatty acids 

-Monocarboxylic acids and derivatives 

-Carboxylic acids 

-Organic oxides 

-Hydrocarbon derivatives 

-Derivatives of hydrocarbons obtained by substituting one or more carbon atoms by an heteroatom. They contain at least one carbon atom and heteroatom.

-Carbonyl compounds


Eicosenoic Acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 
More specifically, Eicosenoic Acid is a monounsaturated omega-9 fatty acid found in a variety of nuts and plant oils. 

Eicosenoic Acid is not produced by humans and comes from the diet. 
Eicosenoic Acid has been found in the red blood cell membrane with increased concentrations in children with regressive autism.

Eicosenoic Acid 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.


Substituents:    
*Long-chain fatty acid

*Unsaturated fatty acid

*Straight chain fatty acid

*Monocarboxylic acid or derivatives

*Carboxylic acid

*Carboxylic acid derivative

*Organic oxygen compound

*Organic oxide

*Hydrocarbon derivative

*Organooxygen compound

*Carbonyl group

*Aliphatic acyclic compound


Eicosenoic Acid is a very long-chain ω-9 fatty acid that is a trans monounsaturated isomer of arachidic acid.
Eicosenoic Acid is one of several monounsaturated 20-carbon fatty acids.

The combined C20:1 isomers constitute 70% of the total fatty acid pool in jojoba seed oil isolated from plants in the Arizona desert. 
Unlike other eicosenoic fatty acids, 11(E)-eicosenoic acid does not inhibit leukotriene B4 (Ki = 1,150 µM in a radioligand binding assay in pig neutrophil membranes) or affect telomerase activity.

Eicosenoic Acid is an omega-9 mono-unsaturated fatty acid compound identified in many different biological systems. 
cis-11-Eicosenoic acid is useful as a reference compound for the analysis of fatty acids derived from various biological sources.

Eicosenoic Acid is a very long-chain ω-9 fatty acid that is a trans monounsaturated isomer of arachidic acid. 
Eicosenoic Acid is one of several monounsaturated 20-carbon fatty acids, and is used to study phospholipid membranes. 

The combined C20:1 isomers constitute 70% of the total fatty acid pool in jojoba seed oil isolated from plants in the Arizona desert. 
Eicosenoic Acid has been shown to inhibit glycerophosphate acyltransferase, cholinephosphotransferase and ethanolaminephosphotransferase in V79-R cells. 

Eicosenoic Acid lacks the cis-double bond and has virtually no effect on telomerase activity.
Eicosenoic Acid C20:1, a monounsaturated fatty acid that exists in three different forms: 9-eicosenoic acid (gadoleic acid), an omega-11 fatty acid common in fish oils, 11-eicosenoic acid (gondoic acid), an omega-9 fatty acid characteristic of jojoba oil, and 13-eicosenoic acid (paullinic acid), an omega-7 fatty acid. 

Also, Eicosenoic Acid C20:1 is one of the fatty acids that have been identified in hemp (cannabis) seed oil.
Eicosenoic Acid 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:    
-icosenoic acid

-Unsaturated fatty acids

-Monounsaturated fatty acids

-Unsaturated fatty acids


This high purity monounsaturated fatty acid is ideal as a standard and for biological systems.
Eicosenoic Acid is formed by the elongation of oleic acid and can then be converted to docosenoic acid and nervonic acid. 

Eicosenoic Acid is found in many plants and animals in small amounts although in some marine fish it is one of the major fatty acids. 
Eicosenoic Acid is found in the membrane of red blood cells and the concentration is higher in children with autism making it an important biomarker.

Eicosenoic Acid is also found in bone marrow aspirates and phospholipids.
Eicosenoic Acid is a monounsaturated omega-9 fatty acid found in a variety of plant oils.

Eicosenoic Acid has recently been reported as one of the five biomarkers for diagnosis of schizophrenia:
-Eicosenoic acid

-Glycerate

-Beta-hydroxybutyrate

-Pyruvate

-Cystine


Eicosenoic Acid is one of the metabolites produced from the degradation of fatty acids.
Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbonatoms. 

Eicosenoic Acid is practically insoluble (in water) and a weakly acidic compound. 
Eicosenoic Acid is a monounsaturated omega-9 fatty acid found in a variety of plant oils. 
Eicosenoic Acid is also found in the red cell membrane with increased concentrations in children with regressive autism.

Eicosenoic Acid is an monounsaturated omega-9 fatty acid found in a variety of plant oils.
Eicosenoic Acid is an omega-7 fatty acid find in a variety of plant sources , including guarana (Paullinia cupana) from which it gets its name.

Eicosenoic Acid is an ω-7 fatty acid found in a variety of fish from the Indian, Atlantic, and Pacific oceans. 
Eicosenoic Acid increases triglyceride accumulation in 3T3-L1 cells when used at a concentration of 50 μM.


GENERAL PROPERTIES:

-Melting point: :23-24 °C

-Boiling point: :419.84°C

-Density  :0.883 g/mL at 25 °C

-refractive index  :n20/D 1.4606

-Flash point: >230 °F

-storage temperature :-20°C

-pka :4.78±0.10

-form  :Solid


Eicosenoic Acid, a monounsaturated long-chain fatty acid, is contained in a variety of plant oils and nuts.
Eicosenoic Acid has a role as a plant metabolite and a human metabolite. 

Eicosenoic Acid is a conjugate acid of a gondoate.
Eicosenoic Acid, also called gondoic acid, is a monounsaturated omega-9 fatty acid found in a variety of plant oils and nuts; in particular jojoba oil.

Eicosenoic Acid is one of a number of eicosenoic acids.
Eicosenoic Acid may refer to one of three closely related chemical compounds:


PHYSICAL PROPERTIES:

-Molecular Weight: 310.5    

-XLogP3: 7.6    

-Rotatable Bond Count: 17    

-Exact Mass: 310.287180451    

-Monoisotopic Mass: 310.287180451    

-Topological Polar Surface Area: 37.3 Ų        

-Compound Is Canonicalized: Yes

-Physical Description: Solid

-Boiling Point: 426.30°C

-Solubility: 0.0009611 mg/L

-LogP: 8.760

-Collision Cross Section: 188.57 Ų


Eicosenoic Acid is a class of monounsaturated fatty acids with 20 carbons.
Eicosenoic Acid is a long-chain fatty acid.

Eicosenoic Acid, also known as gondoic acid, is a member of the class of compounds known as long-chain fatty acids. 
Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 

Eicosenoic Acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 
More specifically, Eicosenoic Acid is a monounsaturated omega-9 fatty acid found in a variety of nuts and plant oils. 

Eicosenoic Acid is not produced by humans and comes from the diet. 
Eicosenoic Acid has been found in the red blood cell membrane with increased concentrations in children with regressive autism.


CHEMICAL PROPERTIES:

-Heavy Atom Count: 22    

-Formal Charge: 0    

-Complexity: 258    

-Isotope Atom Count: 0    

-Defined Atom Stereocenter Count: 0    

-Undefined Atom Stereocenter Count: 0    

-Defined Bond Stereocenter Count: 1    

-Undefined Bond Stereocenter Count: 0    

-Covalently-Bonded Unit Count: 1

-Hydrogen Bond Donor Count: 1    

-Hydrogen Bond Acceptor Count: 2    


Eicosenoic Acid 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.

Eicosenoic Acid is an omega-9 mono-unsaturated fatty acid compound identified in many different biological systems. 
Eicosenoic Acid is useful as a reference compound for the analysis of fatty acids derived from various biological sources.

Eicosenoic Acid is a very long-chain ω-9 fatty acid that is a trans monounsaturated isomer of arachidic acid. 
Eicosenoic Acid is one of several monounsaturated 20-carbon fatty acids, and is used to study phospholipid membranes. 
Eicosenoic Acid has been shown to inhibit glycerophosphate acyltransferase, cholinephosphotransferase and ethanolaminephosphotransferase in V79-R cells. 


SYNONYMS:

cis-11-eicosenoic acid
gondoic acid
11-Eicosenoic acid
(Z)-icos-11-enoic acid
cis-gondoic acid
11Z-eicosenoic acid
cis-11-icosenoic acid
Eicosenoic acid
11-Icosenoic acid
(11Z)-icos-11-enoic acid
(11Z)-Icosenoic acid
(11Z)-Eicosenoic acid
(Z)-Icosa-11-enoic acid
11-cis-eicosenoic acid
(Z)-eicos-11-enoic acid
C20:1n-9
eicosenoate
Icosenoic acid
cis-Gondoate
11-Eicosenoate
11Z-Eicosenoate
11-cis-eicosenoate
cis-11-Icosenoate
cis-11-Eicosenoate
11(Z)-eicosenoate
11(Z)-eicosenoic acid
(Z)-11-Eicosenic acid
(Z)-11-Icosenoic acid
cis-Delta11-eicosenoic acid
Z-Delta(11)-Eicosensaeure
(11Z)-11-Eicosenoic acid
cis-Delta(11)-eicosenoic acid
cis-11-Eicosenoic acid, analytical standard
cis-11-Eicosenoic acid, >=99% (capillary GC)

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