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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

CAS	110-94-1
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

CAS	110-94-1

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)


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