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Details

Stereochemistry ACHIRAL
Molecular Formula C20H23N3O2S
Molecular Weight 369.481
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TENOVIN-1

SMILES

CC(=O)NC1=CC=C(NC(=S)NC(=O)C2=CC=C(C=C2)C(C)(C)C)C=C1

InChI

InChIKey=WOWJIWFCOPZFGV-UHFFFAOYSA-N
InChI=1S/C20H23N3O2S/c1-13(24)21-16-9-11-17(12-10-16)22-19(26)23-18(25)14-5-7-15(8-6-14)20(2,3)4/h5-12H,1-4H3,(H,21,24)(H2,22,23,25,26)

HIDE SMILES / InChI

Molecular Formula C20H23N3O2S
Molecular Weight 369.481
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Tenovin-1 was discovered and characterized as a bioactive small-molecule activator of p53 that. It was shown, tenovin-1 inhibited the activities of human SirT1 and SirT2, two members of the NAD+-dependent class III histone deacetylases that also belong to the sirtuin family. At 10 µM, it elevates p53 expression in MCF-7 cells within two hours of treatment and longer-term exposure significantly decreases the growth of BL2 Burkitt’s lymphoma and ARN8 melanoma cells. While tenovin-1 demonstrates low genotoxicity, the compound has poor water solubility, which limits its uses in vivo.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P04637|||Q16810|||Q3LRW5|||Q9NZD0
Gene ID: 7157.0
Gene Symbol: TP53
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Discovery, in vivo activity, and mechanism of action of a small-molecule p53 activator.
2008 May
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Treatment of BL2 Burkitt's lymphoma cells expressing wild-type p53 with 10 μM tenovin-1 for 48 hr leads to more than 75% cell death. p53 levels in BL2 cells are increased by tenovin-1 (10 uM) and a 2 hr treatment with tenovin-1 (1, 2, 5 and 10 uM) followed by 4 days of incubation in the absence of compound is sufficient to decrease growth and kill the majority of these cells in culture.
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:08:55 GMT 2023
Edited
by admin
on Sat Dec 16 10:08:55 GMT 2023
Record UNII
BIQ6AID2B7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TENOVIN-1
Common Name English
BENZAMIDE, N-(((4-(ACETYLAMINO)PHENYL)AMINO)THIOXOMETHYL)-4-(1,1-DIMETHYLETHYL)-
Systematic Name English
Code System Code Type Description
FDA UNII
BIQ6AID2B7
Created by admin on Sat Dec 16 10:08:55 GMT 2023 , Edited by admin on Sat Dec 16 10:08:55 GMT 2023
PRIMARY
CAS
380315-80-0
Created by admin on Sat Dec 16 10:08:55 GMT 2023 , Edited by admin on Sat Dec 16 10:08:55 GMT 2023
PRIMARY
PUBCHEM
1013376
Created by admin on Sat Dec 16 10:08:55 GMT 2023 , Edited by admin on Sat Dec 16 10:08:55 GMT 2023
PRIMARY
EPA CompTox
DTXSID1046920
Created by admin on Sat Dec 16 10:08:55 GMT 2023 , Edited by admin on Sat Dec 16 10:08:55 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
BINDING