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Chemistry

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Also known as: 98-11-3, Benzenesulphonic acid, Phenylsulfonic acid, Besylic acid, Benzene sulphonic acid, Benzenemonosulfonic acid
Molecular Formula
C6H6O3S
Molecular Weight
158.18  g/mol
InChI Key
SRSXLGNVWSONIS-UHFFFAOYSA-N
FDA UNII
685928Z18A

Benzenesulfonic Acid
1 2D Structure

Benzenesulfonic Acid

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
benzenesulfonic acid
2.1.2 InChI
InChI=1S/C6H6O3S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H,7,8,9)
2.1.3 InChI Key
SRSXLGNVWSONIS-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC=C(C=C1)S(=O)(=O)O
2.2 Other Identifiers
2.2.1 UNII
685928Z18A
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Benzenesulfonate

2. Benzenesulfonic Acid Hexahydrate, Zinc Salt,

3. Benzenesulfonic Acid, Ammonium Salt

4. Benzenesulfonic Acid, Calcium Salt

5. Benzenesulfonic Acid, Iron (+3) Salt

6. Benzenesulfonic Acid, Magnesium Salt

7. Benzenesulfonic Acid, Potassium Salt

8. Benzenesulfonic Acid, Sodium Salt

9. Benzenesulfonic Acid, Zinc Salt

10. Sodium Benzenesulfonate

11. Sodium Benzenesulphonate

2.3.2 Depositor-Supplied Synonyms

1. 98-11-3

2. Benzenesulphonic Acid

3. Phenylsulfonic Acid

4. Besylic Acid

5. Benzene Sulphonic Acid

6. Benzenemonosulfonic Acid

7. Benzene Sulfonic Acid

8. Benzensulfonic Acid

9. Kyselina Benzensulfonova

10. Chebi:64455

11. 685928z18a

12. Dsstox_cid_4568

13. Dsstox_rid_77453

14. Dsstox_gsid_24568

15. Cas-98-11-3

16. Ccris 4595

17. Kyselina Benzensulfonova [czech]

18. Hsdb 2642

19. Einecs 202-638-7

20. Blu-gard Snitizing Teat Dip

21. Brn 0742513

22. Ai3-15297

23. Blu-shield (teat Dip) Solution

24. Benzenesulphonicacid

25. Unii-685928z18a

26. 17-120a

27. Phenyl Sulfonic Acid

28. Mfcd00011689

29. Benzolsulfonsäure

30. Starbld0034875

31. Ph-so3h

32. Ec 202-638-7

33. Schembl2509

34. 4-11-00-00027 (beilstein Handbook Reference)

35. Chembl1422641

36. Dtxsid9024568

37. Benzenesulfonic Acid [ii]

38. Benzenesulfonic Acid [mi]

39. Phenylsulfonic Acid, Besylic Acid

40. Benzenesulfonic Acid [hsdb]

41. Amy20768

42. Bcp30635

43. Cs-d1398

44. Str07703

45. Zinc1555312

46. Benzenesulfonic Acid, 98.0% (t)

47. Tox21_201960

48. Tox21_303131

49. Stl280343

50. Akos015856636

51. Pb48035

52. Ncgc00091687-01

53. Ncgc00091687-02

54. Ncgc00256989-01

55. Ncgc00259509-01

56. Benzenesulfonic Acid, (benzene < 2 Ppm)

57. Benzenesulfonic Acid, Technical Grade, 90%

58. B0030

59. B3408

60. Ft-0622648

61. Benzenesulfonic Acid, Technical, >=90% (t)

62. D89012

63. A845812

64. Q421494

65. Sr-01000944759

66. J-519685

67. Sr-01000944759-1

68. Phenylsulfonic Acid;besylic Acid;kyselina Benzensulfonova

69. Benzenesulfonic Acid, Pharmagrade, Manufactured Under Appropriate Gmp Controls For Pharma Or Biopharmaceutical Production

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 158.18 g/mol
Molecular Formula C6H6O3S
XLogP30
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass158.00376522 g/mol
Monoisotopic Mass158.00376522 g/mol
Topological Polar Surface Area62.8 Ų
Heavy Atom Count10
Formal Charge0
Complexity184
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 Absorption, Distribution and Excretion

...PROBABLY EXCRETED AS BENZENESULFONIC ACID. /FROM TABLE/

Patty, F. (ed.). Industrial Hygiene and Toxicology: Volume II: Toxicology. 2nd ed. New York: Interscience Publishers, 1963., p. 1841


4.2 Metabolism/Metabolites

BACTERIAL GROWTH ON BENZENESULFONATE ELICITED A CATECHOL 2,3-OXYGENASE, WHICH EFFECTED A META CLEAVAGE OF THE RING. BENZENESULFONATE WAS CATABOLIZED TO ACETALDEHYDE AND PYRUVATE VIA CATECHOL, 2-HYDROXYMUCONIC SEMIALDEHYDE, FORMATE, AND 4-HYDROXY-2-OXOVALERATE.

PMID:5637368 Full text: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1198590 CAIN RB, FARR DR; BIOCHEM J 106 (4): 859 (1968)


FORMED FROM ETHYL BENZENESULFONATE IT YIELDS CATECHOL IN PSEUDOMONAS. /FROM TABLE/

Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. B-5


Pseudomonas sp strain S-313 converted bezenesulfonic acid to phenol. Experiments with 1802 showed that the hydroxyl group was derived from molecular oxygen

PMID:3662502 Full text: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC203892 Zurrer D et al; Appl Environ Microbiol 53 (7): 1459-63 (1987)


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