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Details

Stereochemistry ACHIRAL
Molecular Formula C21H16N2O2S
Molecular Weight 360.429
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CAMBINOL

SMILES

OC1=CC=C2C=CC=CC2=C1CC3=C(NC(=S)NC3=O)C4=CC=CC=C4

InChI

InChIKey=RVNSQVIUFZVNAU-UHFFFAOYSA-N
InChI=1S/C21H16N2O2S/c24-18-11-10-13-6-4-5-9-15(13)16(18)12-17-19(14-7-2-1-3-8-14)22-21(26)23-20(17)25/h1-11,24H,12H2,(H2,22,23,25,26)

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
56.0 µM [IC50]
59.0 µM [IC50]
PubMed

PubMed

TitleDatePubMed
Oxidative nucleophilic substitution selectively produces cambinol derivatives with antiproliferative activity on bladder cancer cell lines.
2019-01-01
Ways to stop the spread of Alzheimer's disease.
2018-07
Inhibition of sirtuins 1 and 2 impairs cell survival and migration and modulates the expression of P-glycoprotein and MRP3 in hepatocellular carcinoma cell lines.
2018-06-01
Suppression of tau propagation using an inhibitor that targets the DK-switch of nSMase2.
2018-05-23
Small Molecules as SIRT Modulators.
2018
A novel SIRT1 inhibitor, 4bb induces apoptosis in HCT116 human colon carcinoma cells partially by activating p53.
2017-07-01
Complex role of nicotinamide adenine dinucleotide in the regulation of programmed cell death pathways.
2016-02-01
The histone deacetylase inhibitor cambinol prevents acidic pHe-induced anterograde lysosome trafficking independently of sirtuin activity.
2015-09
The histone deacetylase sirtuin 2 is a new player in the regulation of platelet function.
2015-07
Cambinol, a novel inhibitor of neutral sphingomyelinase 2 shows neuroprotective properties.
2015
Inhibition of SIRT1 signaling sensitizes the antitumor activity of silybin against human lung adenocarcinoma cells in vitro and in vivo.
2014-07
Development of pyrazolone and isoxazol-5-one cambinol analogues as sirtuin inhibitors.
2014-04-24
Frizzled 7 expression is positively regulated by SIRT1 and β-catenin in breast cancer cells.
2014
High SIRT1 expression is a negative prognosticator in pancreatic ductal adenocarcinoma.
2013-10-02
The sirtuin inhibitor cambinol impairs MAPK signaling, inhibits inflammatory and innate immune responses and protects from septic shock.
2013-06
Antitumor effect of SIRT1 inhibition in human HCC tumor models in vitro and in vivo.
2013-04
SIRT1 positively regulates breast cancer associated human aromatase (CYP19A1) expression.
2013-03
Cancer chemoprevention and nutriepigenetics: state of the art and future challenges.
2013
Sirtuin activators and inhibitors.
2012-02-29
Current advances in the synthesis and antitumoral activity of SIRT1-2 inhibitors by modulation of p53 and pro-apoptotic proteins.
2012
Antitumor activity of a small-molecule inhibitor of human silent information regulator 2 enzymes.
2006-04-15
Name Type Language
NSC-112546
Preferred Name English
CAMBINOL
Common Name English
4(1H)-PYRIMIDINONE, 2,3-DIHYDRO-5-((2-HYDROXY-1-NAPHTHALENYL)METHYL)-6-PHENYL-2-THIOXO-
Systematic Name English
2,3-DIHYDRO-5-((2-HYDROXY-1-NAPHTHALENYL)METHYL)-6-PHENYL-2-THIOXO-4(1H)-PYRIMIDINONE
Systematic Name English
Code System Code Type Description
CAS
14513-15-6
Created by admin on Wed Apr 02 05:58:57 GMT 2025 , Edited by admin on Wed Apr 02 05:58:57 GMT 2025
PRIMARY
PUBCHEM
3246390
Created by admin on Wed Apr 02 05:58:57 GMT 2025 , Edited by admin on Wed Apr 02 05:58:57 GMT 2025
PRIMARY
FDA UNII
8S2PHY4FNC
Created by admin on Wed Apr 02 05:58:57 GMT 2025 , Edited by admin on Wed Apr 02 05:58:57 GMT 2025
PRIMARY
EPA CompTox
DTXSID40390573
Created by admin on Wed Apr 02 05:58:57 GMT 2025 , Edited by admin on Wed Apr 02 05:58:57 GMT 2025
PRIMARY
NSC
112546
Created by admin on Wed Apr 02 05:58:57 GMT 2025 , Edited by admin on Wed Apr 02 05:58:57 GMT 2025
PRIMARY