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    CAS-110-94-1

    PharmaCompass
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    2D Structure
    Also known as: Pentanedioic acid, 110-94-1, 1,5-pentanedioic acid, Glutarate, 1,3-propanedicarboxylic acid, Pentandioic acid
    Molecular Formula
    C5H8O4
    Molecular Weight
    132.11  g/mol
    InChI Key
    JFCQEDHGNNZCLN-UHFFFAOYSA-N
    FDA UNII
    H849F7N00B
    Glutaric acid is a simple five-carbon linear dicarboxylic acid. The accumulation of glutaric acid ranging from slightly or intermittently elevated urinary glutaric acid to gross organic aciduria occurs in Glutaric aciduria. Glutaric aciduria type 1 is an autosomal-recessive disorder resulting from a deficiency of mitochondrial glutaryl-CoA dehydrogenase (EC 1.3.99.7, GCDH) which is involved in the metabolism of lysine, hydroxylysine, and tryptophan. Glutaric aciduria type I lead to nonspecific developmental delay, hypotonia, and macrocephaly with cerebral atrophy of prenatal onset. Treatment is mainly based on restriction of lysine intake, supplementation of carnitine, and an intensification of therapy during intercurrent illnesses. The major principle of dietary treatment is to reduce the production of glutaric acid and 3-hydroxyglutaric acid by restriction of natural protein in general and of lysine in particular. (A3441, A3442).
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    pentanedioic acid
    2.1.2 InChI
    InChI=1S/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9)
    2.1.3 InChI Key
    JFCQEDHGNNZCLN-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C(CC(=O)O)CC(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    H849F7N00B
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Glutaric Acid, Calcium Salt

    2. Glutaric Acid, Copper(2+) Salt (1:1)

    3. Glutaric Acid, Disodium Salt

    4. Glutaric Acid, Ion(1-)

    5. Glutaric Acid, Monosodium Salt

    2.3.2 Depositor-Supplied Synonyms

    1. Pentanedioic Acid

    2. 110-94-1

    3. 1,5-pentanedioic Acid

    4. Glutarate

    5. 1,3-propanedicarboxylic Acid

    6. Pentandioic Acid

    7. N-pyrotartaric Acid

    8. Propane-1,3-dicarboxylic Acid

    9. Glutarsaeure

    10. Chebi:17859

    11. Hsdb 5542

    12. Nsc 9238

    13. Einecs 203-817-2

    14. Unii-h849f7n00b

    15. Brn 1209725

    16. Dtxsid2021654

    17. Ai3-24247

    18. H849f7n00b

    19. Nsc-9238

    20. Mfcd00004410

    21. Dtxcid401654

    22. Nsc9238

    23. 4-02-00-01934 (beilstein Handbook Reference)

    24. 1,3-pentanedioic Acid (rifm)

    25. 68603-87-2

    26. 68937-69-9

    27. Cas-110-94-1

    28. Adipic Acid Impurity A (ep Impurity)

    29. Adipic Acid Impurity A [ep Impurity]

    30. Pentandioate

    31. Abacavir Related

    32. 1czc

    33. 1,5-pentanedioate

    34. Glutaric Acid, 99%

    35. 4lh3

    36. 1,3-propanedicarboxylate

    37. Trimethylenecarboxylic Acid

    38. Wln: Qv3vq

    39. Pentanedioate;glutaric Acid

    40. Bmse000406

    41. Glutaric Acid [mi]

    42. Glutaric Acid And Anhydride

    43. Schembl7414

    44. Glutaric Acid [hsdb]

    45. Glutaric Acid [inci]

    46. Pentanedioic Acid Glutaric Acid

    47. Chembl1162495

    48. Tox21_202448

    49. Tox21_302871

    50. Bdbm50485550

    51. S3152

    52. Akos000118800

    53. Cs-w009536

    54. Db03553

    55. Hy-w008820

    56. Ncgc00249226-01

    57. Ncgc00256456-01

    58. Ncgc00259997-01

    59. As-13132

    60. Bp-21143

    61. Sy029948

    62. G0069

    63. G0245

    64. Ns00003673

    65. En300-17991

    66. C00489

    67. D70283

    68. A802271

    69. Q409622

    70. Glutaric Acid (ca. 50% In Water, Ca. 4.3mol/l)

    71. J-011915

    72. Q-201163

    73. Z57127454

    74. 78fa13bf-e0c0-4efc-948c-534cf45044e3

    75. F2191-0242

    76. Glutaric Acid, Certified Reference Material, Tracecert(r)

    77. Inchi=1/c5h8o4/c6-4(7)2-1-3-5(8)9/h1-3h2,(h,6,7)(h,8,9

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 132.11 g/mol
    Molecular Formula C5H8O4
    XLogP3-0.3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count4
    Exact Mass g/mol
    Monoisotopic Mass g/mol
    Topological Polar Surface Area74.6
    Heavy Atom Count9
    Formal Charge0
    Complexity104
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Therapeutic Uses

    EXPTL USE: GLUTARIC ACID HAD IN VITRO VIRUCIDAL ACTIVITY AGAINST LARGE NUMBER OF VIRUSES SUCH AS RHINOVIRUS & HERPES.

    GUY DD; COMPOSITION CONTAINING GLUTARIC ACID AS A VIRUCIDAL AGENT; EUR PAT APPL PATENT NUMBER 8121 02/20/80 (STERLING DRUG IND)

    MEDICATION (VET): GLUTARIC ACID & P-AMINOBENZOIC ACID BLOCKED NET FLUID SECRETION CAUSED BY CHOLERA TOXIN OR THE HEAT-STABLE ENTEROTOXIN OF ESCHERICHIA COLI. THE TISSUE EXAMINED WAS LIGATED JEJUNAL LOOPS IN WEANLING PIGS.

    FORSYTH GW ET AL; ORGANIC ACID PROTON DONORS DECREASE INTESTINAL SECRETION CAUSED BY ENTEROTOXINS; AM J PHYSIOL 241(3) G227 (1981)

    AGENT IN ANIMAL DIABETES & BIOCHEMICAL RESEARCH

    SRI

    5 Pharmacology and Biochemistry
    5.1 Metabolism/Metabolites

    RAT LIVER MITOCHONDRIA METABOLIZED GLUTARATE VERY SLOWLY COMPARED WITH GLUTARYL-COENZYME A (COA). GLUTARYL-COA DEHYDROGENASE, WHICH CATALYZES THE STOICHIOMETRIC CONVERSION OF GLUTARYL-COA TO 1 MOLE EACH OF CARBON DIOXIDE AND CROTONYL-COA OR ITS INTERMEDIATE METABOLITE, WAS PURIFIED APPROX 44- AND 100-FOLD FROM BOVINE LIVER AND KIDNEY MITOCHONDRIA, RESPECTIVELY. THE KM FOR GLUTARYL-COA WAS 3.3 MUM.

    BESRAT A ET AL; MAMMALIAN METABOLISM OF GLUTARIC ACID; J BIOL CHEM 244(6) 1461 (1969)