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Chemistry

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Also known as: Beta-hydroxyisovaleric acid, 625-08-1, 3-hydroxy-3-methylbutanoic acid, 3-hydroxy-3-methylbutyric acid, 3-oh-isovaleric acid, 3-hydroxy-3-methyl-butanoic acid

Molecular Formula

C₅H₁₀O₃

Molecular Weight

118.13 g/mol

InChI Key

AXFYFNCPONWUHW-UHFFFAOYSA-N

FDA UNII

3F752311CD

3-Hydroxyisovaleric acid is a normal human metabolite excreted in the urine. Elevated levels of this compound are found in several inherited disorders such as Dihydrolipoamide dehydrogenase Deficiency, 3-Methylcrotonyl-CoA carboxylase 1 deficiency, 3-Hydroxy-3-methylglutaryl-CoA lyase deficiency (3-hydroxy-3-methylglutaryl -CoA lyase Deficiency, Biotinidase deficiency multiple carboxylase deficiency late-onset , Late onset multiple carboxylase deficiency, HolMcarboxylase synthetase deficiency, 3-Methylcrotonyl-CoA carboxylase 2 deficiency. 3-Hydroxyisovaleric acid is also elevated in smokers, in subjects undergoing long-term anticonvulsant therapy with carbamazepine and/or phenytoin. These levels are elevated due to impairment of renal reclamation of biotin. Levels may also be increased from prolonged consumption of raw egg-whites (OMIM: 210210, 253270, 600529, 253260, 246450, 210200, 238331). (A3355, A3356, A3357, A3358).

1 2D Structure

Beta Hydroxy Beta Methylbutyrate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-hydroxy-3-methylbutanoic acid

2.1.2 InChI

InChI=1S/C5H10O3/c1-5(2,8)3-4(6)7/h8H,3H2,1-2H3,(H,6,7)

2.1.3 InChI Key

AXFYFNCPONWUHW-UHFFFAOYSA-N

2.2 Other Identifiers

2.2.1 UNII

3F752311CD

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Beta-hydroxyisovaleric Acid

2. Hmb-d6

3. Beta-hydroxy-beta-methylbutyrate

4. Beta Hydroxy Beta Methylbutyrate

5. Beta-hydroxy Beta-methylbutyrate

2.3.2 Depositor-Supplied Synonyms

1. Beta-hydroxyisovaleric Acid

2. 625-08-1

3. 3-hydroxy-3-methylbutanoic Acid

4. 3-hydroxy-3-methylbutyric Acid

5. 3-oh-isovaleric Acid

6. 3-hydroxy-3-methyl-butanoic Acid

7. 3-hydroxy-isovaleric Acid

8. Hmb-d6

9. Beta-hydroxy-methylbutyrate

10. Beta-hydroxy-beta-methylbutyric Acid

11. 3f752311cd

12. Chebi:37084

13. Dtxsid20211535

14. Refchem:911412

15. Beta Hydroxy Beta Methylbutyrate

16. Beta-hydroxy Beta-methylbutyrate

17. Dtxcid50134026

18. 626-699-8

19. B-hydroxyisovaleric Acid

20. Butanoic Acid, 3-hydroxy-3-methyl-

21. Mfcd00059081

22. Juven

23. 123743-99-7

24. Butyric Acid, 3-hydroxy-3-methyl-

25. .beta.-hydroxyisovaleric Acid

26. 3-hydroxy-3-methyl Butyric Acid

27. 3-hydroxy-3-methyl-butyric Acid

28. Beta-hydroxyisovaleric Acid-d8

29. A-hydroxyisovaleric Acid

30. 3-methyl-3-hydroxybutyric Acid

31. Unii-3f752311cd

32. B-hydroxyisovalerate

33. Beta-hydroxy Beta-methylbutyric Acid

34. Juven [vandf]

35. B-hydroxy-b-methylbutyrate

36. Hydroxy-beta-methylbutyrate

37. Beta -hydroxyisovaleric Acid

38. Schembl95498

39. Schembl95499

40. 3-hydroxy-3-methyl-butanoate

41. Beta-(hydroxyisovaleric Acid)

42. B-hydroxy-b-methylbutyric Acid

43. .beta.-hydroxy-isovaleric Acid

44. Orb1310446

45. Schembl1045797

46. ?-hydroxyisovaleric Acid

47. Chembl4303793

48. 3-hydroxy-3-methyl Butanoic Acid

49. Bbl100555

50. Ebc-04386

51. Lmfa01050396

52. S6124

53. Sbb053604

54. Stl554349

55. Akos005254540

56. Db15344

57. Ds-9861

58. Fh145539

59. Sy032937

60. Hydroxy-beta-methylbutyrate [vandf]

61. Hy-113409

62. Beta-hydroxyisovaleric Acid, >=95.0% (t)

63. Cs-0059394

64. H0701

65. Ns00014714

66. A10925

67. C20827

68. En300-117931

69. F066639

70. H120906

71. Q223081

72. Z982131798

2.4 Create Date

2005-03-27

3 Chemical and Physical Properties

Molecular Formula	C₅H₁₀O₃
Molecular Weight	118.13 g/mol
XLogP3	-0.3
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	2
Exact Mass	Da
Monoisotopic Mass	Da
Topological Polar Surface Area	57.5
Heavy Atom Count	8
Formal Charge	0
Complexity	95.8
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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