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    Technical details about Arachidonic Acid, learn more about the structure, uses, toxicity, action, side effects and more

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    Arachidonic Acid

    APIs // Active Pharmaceutical Ingredients

    PRICE INFORMATION

    DOSSIERs // Finished Dosage Forms

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    2D Structure
    1. Also known as: 506-32-1, Arachidonate, (5z,8z,11z,14z)-icosa-5,8,11,14-tetraenoic acid, Immunocytophyte, (all-z)-5,8,11,14-eicosatetraenoic acid, Cis-5,8,11,14-eicosatetraenoic acid
    Molecular Formula
    C20H32O2
    Molecular Weight
    304.5  g/mol
    InChI Key
    YZXBAPSDXZZRGB-DOFZRALJSA-N
    FDA UNII
    27YG812J1I
    An unsaturated, essential fatty acid. It is found in animal and human fat as well as in the liver, brain, and glandular organs, and is a constituent of animal phosphatides. It is formed by the synthesis from dietary linoleic acid and is a precursor in the biosynthesis of prostaglandins, thromboxanes, and leukotrienes.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
    2.1.2 InChI
    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-
    2.1.3 InChI Key
    YZXBAPSDXZZRGB-DOFZRALJSA-N
    2.1.4 Canonical SMILES
    CCCCCC=CCC=CCC=CCC=CCCCC(=O)O
    2.1.5 Isomeric SMILES
    CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    27YG812J1I
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (all-z)-5,8,11,14-eicosatetraenoic Acid

    2. Arachidonate, Sodium

    3. Arachidonic Acid, (all-z)-isomer, 1-(14)c-labeled

    4. Arachidonic Acid, (all-z)-isomer, 3h-labeled

    5. Arachidonic Acid, Ammonium Salt, (all-z)-isomer

    6. Arachidonic Acid, Cerium Salt, (all-z)-isomer

    7. Arachidonic Acid, Cesium Salt, (all-z)-isomer

    8. Arachidonic Acid, Lithium Salt, (all-z)-isomer

    9. Arachidonic Acid, Potassium Salt, (all-z)-isomer

    10. Arachidonic Acid, Sodium Salt

    11. Arachidonic Acid, Sodium Salt, (all-z)-isomer

    12. Arachidonic Acid, Zinc Salt, (all-z)-isomer

    13. Sodium Arachidonate

    14. Vitamin F

    2.3.2 Depositor-Supplied Synonyms

    1. 506-32-1

    2. Arachidonate

    3. (5z,8z,11z,14z)-icosa-5,8,11,14-tetraenoic Acid

    4. Immunocytophyte

    5. (all-z)-5,8,11,14-eicosatetraenoic Acid

    6. Cis-5,8,11,14-eicosatetraenoic Acid

    7. 5,8,11,14-eicosatetraenoic Acid, (all-z)-

    8. 5z,8z,11z,14z-eicosatetraenoic Acid

    9. All-cis-5,8,11,14-eicosatetraenoic Acid

    10. Icosa-5,8,11,14-tetraenoic Acid

    11. (5z,8z,11z,14z)-5,8,11,14-eicosatetraenoic Acid

    12. Chembl15594

    13. Chebi:15843

    14. 27yg812j1i

    15. 5z,8z,11z,14z-icosatetraenoic Acid

    16. Fa 20:4

    17. Arachidonic Acid (20:4, N-6)

    18. 5,8,11,14-eicosatetraenoic Acid

    19. C20:4

    20. [1-14c]arachidonic Acid

    21. (14c)arachidonic Acid

    22. Arachidonic Acid, 99%

    23. Arachidonicacid

    24. Arachidonsaeure

    25. Immunocytophyt

    26. Vevodar

    27. Unii-27yg812j1i

    28. Arachidonic-acid

    29. Ccris 6312

    30. 1adl

    31. 1gnj

    32. 1vyg

    33. Einecs 208-033-4

    34. Mfcd00004417

    35. Ai3-09613

    36. (14c)-arachidonic Acid

    37. Spectrum5_001910

    38. Arachidonic Acid, >97%

    39. Schembl16162

    40. Bspbio_001539

    41. Mls001361328

    42. Arachidonic Acid [mi]

    43. (5z,8z,11z,14z)-5,8,11,14-eikosatetraensaeure

    44. Bml3-b03

    45. Gtpl2391

    46. Arachidonic Acid [inci]

    47. 5,8,11,14-eicosatetraenoate

    48. Dtxsid4040420

    49. Bdbm22319

    50. Arachidonic Acid [mart.]

    51. Arachidonic Acid [who-dd]

    52. Chebi:137828

    53. Hms1361m21

    54. Hms1791m21

    55. Hms1989m21

    56. Hms3402m21

    57. Hms3649b05

    58. Zinc4474696

    59. 5z,8z,11z,14z-eicosatetraenoate

    60. Arachidonic Acid, >95.0% (gc)

    61. 5,8,11,14-eicosatetraenoic Acid, Labeled With Carbon-14, (all-z)-

    62. Arachidonic Acid, Analytical Standard

    63. Cis-d5,8,11,14-eicosatetraenoate

    64. Lmfa01030001

    65. S6185

    66. Akos015950830

    67. Ccg-214838

    68. Db04557

    69. Fs-5880

    70. 5,8,11,14-all-cis-eicosatetraenoate

    71. All-cis-5,8,11,14-eicosatetraenoate

    72. Arachidonic Acid (20:4 N-6)

    73. Idi1_034009

    74. Cis-d5,8,11,14-eicosatetraenoic Acid

    75. Ncgc00094608-01

    76. Ncgc00094608-02

    77. Ncgc00094608-03

    78. Ncgc00094608-04

    79. Ncgc00094608-05

    80. Ncgc00094608-06

    81. (5z,8z,11z,14z)-icosatetraenoic Acid

    82. (all-z)-5,8,11,14-eicosatetraenoate

    83. 93444-49-6

    84. Ac-14348

    85. Ac-33769

    86. Smr000857374

    87. 5,8,11,14-all-cis-eicosatetraenoic Acid

    88. Hy-109590

    89. A0781

    90. All-cis-eicosa-5,8,11,14-tetraenoic Acid

    91. Cs-0032762

    92. Cis-delta(5,8,11,14)-eicosatetraenoic Acid

    93. 5-cis,8-cis,11-cis,14-cis-eicosatetraenoate

    94. Arachidonic Acid (in Tocrisolvetrade Mark100)

    95. C00219

    96. W15452

    97. Fa(20:4(5z,8z,11z,14z))

    98. 5-cis,8-cis,11-cis,14-cis-eicosatetraenoic Acid

    99. 506a321

    100. A929392

    101. Q407699

    102. Sr-01000838311

    103. Sr-01000838311-2

    104. Brd-k03070961-001-02-8

    105. Brd-k03070961-001-04-4

    106. (5z,8z,11z,14z)-5,8,11,14-icosatetraenoic Acid

    107. (5z,8z,11z,14z)-icosa-5,8,11,14-tetraenoicacid

    108. (5z,8z,11z,14z)-5,8,11,14-icosatetraenoic Acid #

    109. Arachidonic Acid, From Non-animal Source, >=98.5% (gc)

    110. Arachidonic Acid, From Porcine Liver, >=99% (gc), Liquid

    111. D18dbc10-379c-4e78-9a50-8b791a2f4e68

    112. Arachidonic Acid, From Porcine Liver, >=85% (capillary Gc), Liquid

    113. Arachidonic Acid, 1.0 Mg/ml In Ethanol, Certified Reference Material

    114. Arachidonic Acid, From Porcine Liver, Bioreagent, Suitable For Cell Culture, >=99% (gc)

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 304.5 g/mol
    Molecular Formula C20H32O2
    XLogP36.3
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count14
    Exact Mass304.240230259 g/mol
    Monoisotopic Mass304.240230259 g/mol
    Topological Polar Surface Area37.3 Ų
    Heavy Atom Count22
    Formal Charge0
    Complexity362
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count4
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 Metabolism/Metabolites

    Arachidonic acid has known human metabolites that include 10-HETE, 11,12-EET, 11-HETE, 12-HETE, 13-HETE, 14,15-EET, 15-HETE, 16-HETE, 17-HETE, 18-HETE, 19-HETE, 20-HETE, 5,6-EET, 5-HETE, 7-HETE, 8,9-EET, 8-HETE, and 9-HETE.

    S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560

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