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    Chemistry

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    Also known as: Pentanoic acid, N-valeric acid, 109-52-4, N-pentanoic acid, Valerianic acid, 1-butanecarboxylic acid
    Molecular Formula
    C5H10O2
    Molecular Weight
    102.13  g/mol
    InChI Key
    NQPDZGIKBAWPEJ-UHFFFAOYSA-N
    FDA UNII
    GZK92PJM7B
    Valeric Acid
    Pentanoic acid is a metabolite found in or produced by Saccharomyces cerevisiae.
    1 2D Structure

    Valeric Acid

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    pentanoic acid
    2.1.2 InChI
    InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7)
    2.1.3 InChI Key
    NQPDZGIKBAWPEJ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCCCC(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    GZK92PJM7B
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Lithium Pentanoate

    2. N-pentanoic Acid

    3. N-pentanoic Acid, 11c-labeled

    4. N-pentanoic Acid, 11c-labeled Sodium Salt

    5. N-pentanoic Acid, Ammonium Salt

    6. N-pentanoic Acid, Maganese (+2) Salt

    7. N-pentanoic Acid, Potassium Salt

    8. N-pentanoic Acid, Sodium Salt

    9. N-pentanoic Acid, Zinc Salt

    2.3.2 Depositor-Supplied Synonyms

    1. Pentanoic Acid

    2. N-valeric Acid

    3. 109-52-4

    4. N-pentanoic Acid

    5. Valerianic Acid

    6. 1-butanecarboxylic Acid

    7. Propylacetic Acid

    8. Butanecarboxylic Acid

    9. Pentoic Acid

    10. Kyselina Valerova

    11. Valeric Acid, N-

    12. Valeric Acid, Normal

    13. N-pentanoate

    14. Kyselina Valerova [czech]

    15. Valerate

    16. Fema No. 3101

    17. Valeriansaeure

    18. N-valerate

    19. 1-pentanoic Acid

    20. Nsc 406833

    21. N-c4h9cooh

    22. Gzk92pjm7b

    23. Ch3-[ch2]3-cooh

    24. Chebi:17418

    25. Nsc-406833

    26. 64118-37-2

    27. Ncgc00183281-01

    28. C5:0

    29. Dsstox_cid_1655

    30. Dsstox_rid_76267

    31. Dsstox_gsid_21655

    32. Valericacid

    33. Cas-109-52-4

    34. Shf

    35. Hsdb 5390

    36. Butane-1-carboxylic Acid

    37. Einecs 203-677-2

    38. Unii-gzk92pjm7b

    39. Mfcd00004413

    40. Brn 0969454

    41. Pentoate

    42. Propylacetate

    43. Valerianate

    44. Valeriansaure

    45. Ai3-08657

    46. Butanecarboxylate

    47. 1-pentanoate

    48. 1ylv

    49. 1-butanecarboxylate

    50. Valeric Acid Normal

    51. N-bucooh

    52. 1173023-05-6

    53. Valeric Acid, 99%

    54. Valeric Acid, >=99%

    55. Bmse000345

    56. Ec 203-677-2

    57. Pentanoic Acid Valeric Acid

    58. Schembl5886

    59. Valeric Acid [fcc]

    60. Wln: Qv4

    61. Valeric Acid [fhfi]

    62. N-valeric Acid [mi]

    63. 4-02-00-00868 (beilstein Handbook Reference)

    64. Mls001066335

    65. Pentanoic Acid [hsdb]

    66. Valeric Acid [mart.]

    67. Pentanoic Acid (valeric Acid)

    68. Chembl268736

    69. Gtpl1061

    70. Dtxsid7021655

    71. Valeric Acid ( Pentanoic Acid )

    72. Valeric Acid, Analytical Standard

    73. Hms2267a03

    74. Valeric Acid-[3,4,5-13c3]

    75. Hy-n6056

    76. Tox21_113414

    77. Tox21_201561

    78. Tox21_303030

    79. Lmfa01010005

    80. Nsc406833

    81. Stl169350

    82. Valeric Acid, >=99%, Fcc, Fg

    83. Zinc31500905

    84. Akos000118960

    85. Db02406

    86. Ncgc00183281-02

    87. Ncgc00183281-03

    88. Ncgc00256597-01

    89. Ncgc00259110-01

    90. Bs-42203

    91. Smr000471834

    92. Cs-0032261

    93. Ft-0651620

    94. Ft-0694066

    95. V0003

    96. Valeric Acid, Pharmaceutical Impurity Standard

    97. C00803

    98. Valproic Acid Impurity A [ep Impurity]

    99. Q407796

    100. J-002298

    101. F2191-0105

    102. Z955123768

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 102.13 g/mol
    Molecular Formula C5H10O2
    XLogP31.4
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count3
    Exact Mass102.068079557 g/mol
    Monoisotopic Mass102.068079557 g/mol
    Topological Polar Surface Area37.3 Ų
    Heavy Atom Count7
    Formal Charge0
    Complexity59.1
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 Metabolism/Metabolites

    It is metabolized by splitting into acetic acid and pyruvic acid.

    Patty, F. (ed.). Industrial Hygiene and Toxicology: Volume II: Toxicology. 2nd ed. New York: Interscience Publishers, 1963., p. 1782

    Labeled valeric acid was incubated with mixed culture of cellulolytic rumen bacteria resulting in the labeling of lipids. The distribution of radioactivity indicated that 1-(14)C-labeled valeric acid was not utilized directly for biosynthesis of higher fatty acids with odd number of carbon atoms by the addition of 2 C, but it was probably degraded into 1-(14)C-labeled acetic acid and into propionic acid.

    HIDIROGLOU M, LEPAGE M; CAN J BIOCHEM 45 (12): 1789 (1967)

    Valeric acid is formed by rumen microorganisms during the metabolism of proline, leucine, isoleucine, norleucine, and several intermediates of carbohydrate metabolism.

    Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. 5:713

    Valeic acid is rapidly metabolized in rat liver to acetate and propionate, giving rise to both glycogen and ketone bodies. This same route of metabolism also predominates in rumen microorganisms.

    Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. 5:714

    For more Metabolism/Metabolites (Complete) data for n-PENTANOIC ACID (6 total), please visit the HSDB record page.

    4.2 Mechanism of Action

    ... Pentanoate was metabolized to a greater extent than octanoate and did not inhibit growth. Pentanoate inhibited acetate utilization in both the inner mitochondrial and peroxisomal compartments as indicated by a reduction in the incorporation of label from [1-14-C]acetate into lipids and into CO2, but there was no difference in oxidation of [2-14-C]pyruvate when pentanoate was the fatty acid substrate as compared to octanoate. Glyconeogenesis was inhibited when pentanoate was substituted for octanoate. ... The effects of 4-pentenoic acid were essentially the same whether octanoate or pentanoate was the fatty acid substrate, i.e. inhibition of glyconeogenesis from all labeled substrates and inhibition of [2-14-C]pyruvate oxidation.

    Raugi GJ; J Biol Chem 250 (11): 4067-72 (1975)

    API Reference Price

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    04-Jan-2021
    30-Oct-2024
    KGS
    overview
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    Average Price (USD/KGS)

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    Quantity (KGS) & Unit rate (USD/KGS) over time

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    (USD/KGS)    		 Number of Transactions

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