trichostatin A

Details

• Internal ID: 93a763ea-6455-460e-8c7a-155ace8d286d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (2E,4E,6R)-7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide
• SMILES (Canonical): CC(C=C(C)C=CC(=O)NO)C(=O)C1=CC=C(C=C1)N(C)C
• SMILES (Isomeric): C[C@H](/C=C(\C)/C=C/C(=O)NO)C(=O)C1=CC=C(C=C1)N(C)C
• 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
• InChI Key: RTKIYFITIVXBLE-QEQCGCAPSA-N
• Popularity: 3,521 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂N₂O₃
• Molecular Weight: 302.37 g/mol
• Exact Mass: 302.16304257 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 2.70

Synonyms

• 58880-19-6
• TSA
• Trichostatin A (TSA)
• Trichostatin
• (2E,4E,6R)-7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide
• Antibiotic A-300
• (R)-Trichostatin A
• CHEBI:46024
• C17H22N2O3
• (R,2E,4E)-7-(4-(dimethylamino)phenyl)-N-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide
• GNF-PF-1011
• 3X2S926L3Z
• 58880-19-6 (R-isomer)
• 2,4-Heptadienamide, 7-(4-(dimethylamino)phenyl)-N-hydroxy-4,6-dimethyl-7-oxo-
• 7-(4-(Dimethylamino)phenyl)-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide
• A-300-I
• (2E,4E,6R)-7-(4-(dimethylamino)phenyl)-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide
• [R-(E,E)]-7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamide
• Trichostatin-A
• Tricostatin A
• 2,4-Heptadienamide, 7-(4-(dimethylamino)phenyl)-N-hydroxy-4,6-dimethyl-7-oxo-, (2E,4E,6R)-
• 2,4-Heptadienamide, 7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-, (2E,4E,6R)-
• TSN
• Trichostatina
• trichostatine a
• UNII-3X2S926L3Z
• Trichlostatin A
• Trichostatin(s)
• DTXSID6037063
• NSC-311042
• (2E,4E,6R)-7-(4-dimethylaminophenyl)-4,6-dimethyl-7-oxo-hepta-2,4-dienehydroxamic acid
• (2E,4E,6R)-7-(4-Dimethylaminophenyl)-N-hydroxy-4,6-dimethyl-7-oxo-hepta-2,4-dienamide
• Trichostatin A,TSA
• MFCD03848392
• NCGC_TSA
• 1c3r
• 3f0r
• TRICHOSTATIN A [MI]
• SCHEMBL19886
• MLS006011095
• SGCTO-002
• SCHEMBL675951
• GTPL7005
• CHEBI:93196
• VTR-297
• BCPP000035
• HMS1362L09
• HMS1792L09
• HMS1990L09
• HMS3403L09
• HMS3649O20
• BCP01776
• EX-A1665
• BDBM50005711
• HB1402
• LMPK01000055
• s1045
• Trichostatin A from Streptomyces sp.
• AKOS015899840
• CCG-208142
• CCG-208681
• CS-0499
• DB04297
• NSC 311042
• NCGC00162453-01
• NCGC00162453-02
• NCGC00162453-03
• NCGC00162453-04
• NCGC00162453-05
• NCGC00162453-15
• 3C10
• AC-35470
• AS-74315
• HY-15144
• PD119680
• SMR004702883
• SW219664-1
• T2477
• A25618
• M02571
• Q425894
• SR-05000013796
• Q-201864
• SR-05000013796-3
• BRD-K68202742-001-04-1
• BRD-K68202742-001-05-8
• Trichostatin A, >=98% (HPLC), from Streptomyces sp.
• Trichostatin A, Streptomyces sp. - CAS 58880-19-6
• Trichostatin A??, Vetec(TM) reagent grade, from Streptomyces sp., >=98%
• '7-[4-(DIMETHYLAMINO)PHENYL]-N-HYDROXY-4,6-DIMETHYL-7-OXO-2,4-HEPTADIENAMIDE'
• (2E,4E,6R)-7-(4-(Dimethylamino)phen yl)-N-hydroxy-4,6-dimethyl-7-oxo-2,4-heptadienamid e
• 7-[4-(Dimethylamino)phenyl]-N-hydroxy-4,6R-dimethyl-7-oxo-2E,4E-heptadienamide
• 2,4-HEPTADIENAMIDE, 7-(4-(DIMETHYLAMINO)PHENYL)-N-HYDROXY-4,6-DIMETHYL-7-OXO-,(2E,4E,6R)-
• 2,4-Heptadienamide, 7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-, (2E,4E,6R)- (9CI)
• 2,4-Heptadienamide, 7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-, [R-(E,E)]-
• 2,4-Heptadienamide,7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxo-, (2E,4E,6R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4081	P13726	Coagulation factor III	20 nM	IC50	via Super-PRED
CHEMBL325	Q13547	Histone deacetylase 1	11 nM; 0.2 nM	IC50; Ki	via Super-PRED; via Super-PRED
CHEMBL5103	Q969S8	Histone deacetylase 10	1.61 nM; 40 nM	IC50; IC50	via Super-PRED; via Super-PRED
CHEMBL3310	Q96DB2	Histone deacetylase 11	10.6 nM	IC50	via Super-PRED
CHEMBL1937	Q92769	Histone deacetylase 2	16 nM; 0.65 nM	IC50; Ki	via Super-PRED; via Super-PRED
CHEMBL1829	O15379	Histone deacetylase 3	0.5 nM; 10 nM	Ki; IC50	via Super-PRED; via Super-PRED
CHEMBL3038484	O15379	Histone deacetylase 3/NCoR1	0.54 nM	Ki	via Super-PRED
CHEMBL2111363	O15379	Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)	0.26 nM	Ki	via Super-PRED
CHEMBL3524	P56524	Histone deacetylase 4	2 nM	IC50	via Super-PRED
CHEMBL2563	Q9UQL6	Histone deacetylase 5	8.08 nM	IC50	via Super-PRED
CHEMBL1865	Q9UBN7	Histone deacetylase 6	0.13 nM; 22 nM	Ki; IC50	via Super-PRED; via Super-PRED
CHEMBL2716	Q8WUI4	Histone deacetylase 7	22 nM; 980 nM	IC50; IC50	via Super-PRED; via Super-PRED
CHEMBL3192	Q9BY41	Histone deacetylase 8	25 nM; 790 nM	IC50; IC50	via Super-PRED; via Super-PRED
CHEMBL4145	Q9UKV0	Histone deacetylase 9	20.1 nM	IC50	via Super-PRED
CHEMBL1250378	Q15393	Splicing factor 3B subunit 3	577.6 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	91.71%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.97%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.69%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.08%	96.09%
CHEMBL2039	P27338	Monoamine oxidase B	87.14%	92.51%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.70%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.96%	95.56%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	84.25%	98.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.35%	89.34%
CHEMBL4208	P20618	Proteasome component C5	82.96%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.87%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.79%	90.71%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.21%	87.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 444732
• LOTUS: LTS0081223
• wikiData: Q425894