loader
Please Wait
Applying Filters...

EuroAPI Header EuroAPI Header

X
menu

    Market Place

    Market Place

    Post Enquiry

    Post Enquiry
    menu

    Technical details about Trichostatin A, learn more about the structure, uses, toxicity, action, side effects and more

    Client Email Product
    Menu

    Trichostatin A

    DEVELOPMENTS

    INTERMEDIATES

    PharmaCompass

    With Fermion, start the journey of your innovative API.

    Seqens is an integrated global leader in pharmaceutical solutions & specialty ingredients & provides custom-made solutions.

    2D Structure
    1. Also known as: 58880-19-6, Trichostatin, Trichostatin a (tsa), Tsa, (2e,4e,6r)-7-[4-(dimethylamino)phenyl]-n-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide, Antibiotic a-300
    Molecular Formula
    C17H22N2O3
    Molecular Weight
    302.37  g/mol
    InChI Key
    RTKIYFITIVXBLE-QEQCGCAPSA-N
    FDA UNII
    3X2S926L3Z
    Trichostatin A is a natural derivative of dienohydroxamic acid isolated from species of the bacterial genus Streptomyces. Trichostatin A (TSA) reversibly and specifically inhibits histone deacetylases, resulting in hyperacetylation of core histones which modulate chromatin structure. The increase in histone acetylation promotes selective gene transcription and the inhibition of tumor growth. This agent is a potent inducer of tumor cell growth arrest, differentiation and apoptosis in a variety of transformed cells in culture and in tumor-bearing animals. (NCI04)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2E,4E,6R)-7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide
    2.1.2 InChI
    InChI=1S/C17H22N2O3/c1-12(5-10-16(20)18-22)11-13(2)17(21)14-6-8-15(9-7-14)19(3)4/h5-11,13,22H,1-4H3,(H,18,20)/b10-5+,12-11+/t13-/m1/s1
    2.1.3 InChI Key
    RTKIYFITIVXBLE-QEQCGCAPSA-N
    2.1.4 Canonical SMILES
    CC(C=C(C)C=CC(=O)NO)C(=O)C1=CC=C(C=C1)N(C)C
    2.1.5 Isomeric SMILES
    C[C@H](/C=C(\C)/C=C/C(=O)NO)C(=O)C1=CC=C(C=C1)N(C)C
    2.2 Other Identifiers
    2.2.1 UNII
    3X2S926L3Z
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2,4-heptadienamide, 7-(4-(dimethylamino)phenyl)-n-hydroxy-4,6-dimethyl-7-oxo-

    2. 7-(4-(dimethylamino)phenyl)-n-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide

    3. A 300

    4. Tsa Antibioitc

    2.3.2 Depositor-Supplied Synonyms

    1. 58880-19-6

    2. Trichostatin

    3. Trichostatin A (tsa)

    4. Tsa

    5. (2e,4e,6r)-7-[4-(dimethylamino)phenyl]-n-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide

    6. Antibiotic A-300

    7. (r)-trichostatin A

    8. Chebi:46024

    9. C17h22n2o3

    10. (r,2e,4e)-7-(4-(dimethylamino)phenyl)-n-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide

    11. Gnf-pf-1011

    12. 3x2s926l3z

    13. 58880-19-6 (r-isomer)

    14. 2,4-heptadienamide, 7-(4-(dimethylamino)phenyl)-n-hydroxy-4,6-dimethyl-7-oxo-

    15. 7-(4-(dimethylamino)phenyl)-n-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide

    16. A-300-i

    17. (2e,4e,6r)-7-(4-(dimethylamino)phenyl)-n-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide

    18. [r-(e,e)]-7-[4-(dimethylamino)phenyl]-n-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide

    19. Trichostatin-a

    20. Tricostatin A

    21. 7-[4-(dimethylamino)phenyl]-n-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide

    22. 2,4-heptadienamide, 7-(4-(dimethylamino)phenyl)-n-hydroxy-4,6-dimethyl-7-oxo-, (2e,4e,6r)-

    23. 2,4-heptadienamide, 7-[4-(dimethylamino)phenyl]-n-hydroxy-4,6-dimethyl-7-oxo-, (2e,4e,6r)-

    24. Tsn

    25. Trichostatina

    26. Trichostatine A

    27. Unii-3x2s926l3z

    28. Trichlostatin A

    29. Trichostatin(s)

    30. Dtxsid6037063

    31. Nsc-311042

    32. (2e,4e,6r)-7-(4-dimethylaminophenyl)-4,6-dimethyl-7-oxo-hepta-2,4-dienehydroxamic Acid

    33. (2e,4e,6r)-7-(4-dimethylaminophenyl)-n-hydroxy-4,6-dimethyl-7-oxo-hepta-2,4-dienamide

    34. Trichostatin A,tsa

    35. Mfcd03848392

    36. Ncgc_tsa

    37. 1c3r

    38. 3f0r

    39. Trichostatin-a - Tsa

    40. Trichostatin A [mi]

    41. Schembl19886

    42. Mls006011095

    43. Sgcto-002

    44. Schembl675951

    45. Gtpl7005

    46. Chebi:93196

    47. Vtr-297

    48. Bcpp000035

    49. Hms1362l09

    50. Hms1792l09

    51. Hms1990l09

    52. Hms3403l09

    53. Hms3649o20

    54. Bcp01776

    55. Ex-a1665

    56. Trichostatin A, Ready Made Solution

    57. Bdbm50005711

    58. Lmpk01000055

    59. S1045

    60. Trichostatin A From Streptomyces Sp.

    61. Akos015899840

    62. Zinc100014731

    63. Ccg-208142

    64. Ccg-208681

    65. Cs-0499

    66. Db04297

    67. Nsc 311042

    68. Ncgc00162453-01

    69. Ncgc00162453-02

    70. Ncgc00162453-03

    71. Ncgc00162453-04

    72. Ncgc00162453-05

    73. Ncgc00162453-15

    74. 3c10

    75. Ac-35470

    76. As-74315

    77. Hy-15144

    78. Smr004702883

    79. A8183

    80. Sw219664-1

    81. T2477

    82. A25618

    83. M02571

    84. 880t196

    85. Q425894

    86. Sr-05000013796

    87. Q-201864

    88. Sr-05000013796-3

    89. Brd-k68202742-001-04-1

    90. Brd-k68202742-001-05-8

    91. Trichostatin A, >=98% (hplc), From Streptomyces Sp.

    92. Trichostatin A, Streptomyces Sp. - Cas 58880-19-6

    93. Trichostatin A??, Vetec(tm) Reagent Grade, From Streptomyces Sp., >=98%

    94. (2e,4e,6r)-7-(4-(dimethylamino)phen Yl)-n-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamid E

    95. (6r)-n-hydroxy-4,6-dimethyl-7-oxo-7-[4-(dimethylamino)phenyl]-2,4-heptadienamide

    96. 7-[4-(dimethylamino)phenyl]-n-hydroxy-4,6r-dimethyl-7-oxo-2e,4e-heptadienamide

    97. 2,4-heptadienamide, 7-(4-(dimethylamino)phenyl)-n-hydroxy-4,6-dimethyl-7-oxo-,(2e,4e,6r)-

    98. 2,4-heptadienamide, 7-[4-(dimethylamino)phenyl]-n-hydroxy-4,6-dimethyl-7-oxo-, (2e,4e,6r)- (9ci)

    99. 2,4-heptadienamide, 7-[4-(dimethylamino)phenyl]-n-hydroxy-4,6-dimethyl-7-oxo-, [r-(e,e)]-

    100. 2,4-heptadienamide,7-[4-(dimethylamino)phenyl]-n-hydroxy-4,6-dimethyl-7-oxo-, (2e,4e,6r)-

    2.4 Create Date
    2005-06-01
    3 Chemical and Physical Properties
    Molecular Weight 302.37 g/mol
    Molecular Formula C17H22N2O3
    XLogP32.7
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count6
    Exact Mass302.16304257 g/mol
    Monoisotopic Mass302.16304257 g/mol
    Topological Polar Surface Area69.6 Ų
    Heavy Atom Count22
    Formal Charge0
    Complexity447
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count2
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Antifungal Agents

    Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. (See all compounds classified as Antifungal Agents.)

    Histone Deacetylase Inhibitors

    Compounds that inhibit HISTONE DEACETYLASES. This class of drugs may influence gene expression by increasing the level of acetylated HISTONES in specific CHROMATIN domains. (See all compounds classified as Histone Deacetylase Inhibitors.)

    Protein Synthesis Inhibitors

    Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)

    Post Enquiry
    POST ENQUIRY