ChemFOnt: Showing chemical card for Arachidonate (CFc000040561)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:42:07 UTC

Chemfont ID

CFc000040561

Molecule Identification

Common Name

Arachidonate

Definition

The beneficial effects of omega-3 fatty acids are believed to be due in part to selective alteration of arachidonate metabolism that involves cyclooxygenase (COX) enzymes. (PMID: 23371504 ) Here, 9-oxononanoic acid (9-ONA), one of the major products of peroxidized fatty acids, was found to stimulate the activity of phospholipase A2 (PLA2), the key enzyme to initiate arachidonate cascade and eicosanoid production. (PMID: 23704812 ) Arachidonate lipoxygenase (ALOX) enzymes metabolize arachidonic acid to generate potent inflammatory mediators and play an important role in inflammation-associated diseases. (PMID: 23404351 )

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(5Z,8Z,11Z,14Z)-5,8,11,14-Icosatetraenoic acid	ChEBI
(5Z,8Z,11Z,14Z)-Icosatetraenoic acid	ChEBI
AA	ChEBI
all-cis-5,8,11,14-Eicosatetraenoic acid	ChEBI
ARA	ChEBI
Arachidonate	ChEBI
Arachidonsaeure	ChEBI
cis-5,8,11,14-Eicosatetraenoic acid	ChEBI
cis-Delta(5,8,11,14)-Eicosatetraenoic acid	ChEBI
5Z,8Z,11Z,14Z-Eicosatetraenoic acid	Kegg
(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoic acid	Kegg
(5Z,8Z,11Z,14Z)-5,8,11,14-Icosatetraenoate	Generator
(5Z,8Z,11Z,14Z)-Icosatetraenoate	Generator
all-cis-5,8,11,14-Eicosatetraenoate	Generator
cis-5,8,11,14-Eicosatetraenoate	Generator
cis-delta(5,8,11,14)-Eicosatetraenoate	Generator
cis-Δ(5,8,11,14)-eicosatetraenoate	Generator
cis-Δ(5,8,11,14)-eicosatetraenoic acid	Generator
5Z,8Z,11Z,14Z-Eicosatetraenoate	Generator
(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoate	Generator
Arachidonic acid, (all-Z)-isomer, 1-(14)C-labeled	MeSH
Arachidonic acid, zinc salt, (all-Z)-isomer	MeSH
Sodium arachidonate	MeSH
Arachidonate, sodium	MeSH
Arachidonic acid, (all-Z)-isomer, 3H-labeled	MeSH
Arachidonic acid, ammonium salt, (all-Z)-isomer	MeSH
Arachidonic acid, cerium salt, (all-Z)-isomer	MeSH
Arachidonic acid, sodium salt	MeSH
Arachidonic acid, sodium salt, (all-Z)-isomer	MeSH
Vitamin F	MeSH
Arachidonic acid, cesium salt, (all-Z)-isomer	MeSH
Arachidonic acid, lithium salt, (all-Z)-isomer	MeSH
(all-Z)-5,8,11,14-Eicosatetraenoic acid	MeSH
Arachidonic acid, potassium salt, (all-Z)-isomer	MeSH
(all-Z)-5,8,11,14-Eicosatetraenoate	HMDB
5,8,11,14-all-cis-Eicosatetraenoate	HMDB
5,8,11,14-all-cis-Eicosatetraenoic acid	HMDB
5,8,11,14-Eicosatetraenoate	HMDB
5,8,11,14-Eicosatetraenoic acid	HMDB
5-cis,8-cis,11-cis,14-cis-Eicosatetraenoate	HMDB
5-cis,8-cis,11-cis,14-cis-Eicosatetraenoic acid	HMDB
cis-D5,8,11,14-Eicosatetraenoate	HMDB
cis-D5,8,11,14-Eicosatetraenoic acid	HMDB
Immunocytophyte	HMDB
FA(20:4(5Z,8Z,11Z,14Z))	HMDB
FA(20:4n6)	HMDB

Chemical Formula

C₂₀H₃₂O₂

Average Molecular Weight

304.4669

Monoisotopic Molecular Weight

304.240230268

IUPAC Name

(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid

Traditional Name

arachidonic acid

CAS Registry Number

506-32-1

SMILES

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O

InChI Identifier

InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-

InChI Key

YZXBAPSDXZZRGB-DOFZRALJSA-N

Chemical Taxonomy

Description

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.

Showing chemical card for Arachidonate (CFc000040561)

MOL for CFc000040561 (Arachidonate)

3D MOL for CFc000040561 (Arachidonate)

3D SDF for CFc000040561 (Arachidonate)

3D-SDF for CFc000040561 (Arachidonate)

PDB for CFc000040561 (Arachidonate)

3D PDB for CFc000040561 (Arachidonate)

SMILES for CFc000040561 (Arachidonate)

INCHI for CFc000040561 (Arachidonate)

Structure for CFc000040561 (Arachidonate)

3D Structure for CFc000040561 (Arachidonate)