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AB141181

Cambinol, SIRT1/2 inhibitor

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MW 360.4 Da, Purity >98%. SIRT1/2 inhibitor (IC50 values are 56 and 59 μM at SIRT1 and SIRT2 respectively). Class III HDAC inhibitor, with no inhibition of class I and II. Promotes G2 cell cycle arrest. Antitumour activity in vitro and in vivo.

View Alternative Names

75SirT1, FLJ35621, FLJ37491, HST2, HST2, S. cerevisiae, homolog of, NAD dependent protein deacetylase sirtuin 1, NAD-dependent deacetylase sirtuin-1, NAD-dependent deacetylase sirtuin-2, NAD-dependent protein deacetylase sirtuin-2, OTTHUMP00000198111, OTTHUMP00000198112, Regulatory protein SIR2 homolog 1, Regulatory protein SIR2 homolog 2, SIR1_HUMAN, SIR2 like 1, SIR2, S. cerevisiae, homolog-loke 2, SIR2, S.cerevisiae, homolog-like 1, SIR2-like protein 1, SIR2-like protein 2, SIR2ALPHA, SIR2L, SIR2L1, SIR2L2, SIRT 2, SIRT2_HUMAN, Silencing information regulator 2 like, Silent information regulator 2, Sir2 related protein type 2, SirtT1 75 kDa fragment, Sirtuin (silent mating type information regulation 2 homolog) 1 (S. cerevisiae), Sirtuin (silent mating type information regulation 2 homolog) 2 (S.cerevisiae), Sirtuin 1, Sirtuin 2, Sirtuin type 1, Sirtuin type 2, hSIR2, hSIRT1

1 Images
Chemical Structure - Cambinol, SIRT1/2 inhibitor (AB141181)
  • Chemical Structure

Lab

Chemical Structure - Cambinol, SIRT1/2 inhibitor (AB141181)

2D chemical structure image of ab141181, Cambinol, SIRT1/2 inhibitor

Key facts

CAS number

14513-15-6

Purity

>98%

Form

Solid

form

Molecular weight

360.4 Da

Molecular formula

C<sub>2</sub><sub>1</sub>H<sub>1</sub><sub>6</sub>N<sub>2</sub>O<sub>2</sub>S

PubChem

3246390

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Biochemical name

Cambinol

Biological description

SIRT1/2 inhibitor (IC50 values are 56 and 59 μM at SIRT1 and SIRT2 respectively). Class III HDAC inhibitor, with no inhibition of class I and II. Promotes G2 cell cycle arrest. Antitumour activity in vitro and in vivo.

Canonical smiles

C1=CC=C(C=C1)C2=C(C(=O)NC(=S)N2)CC3=C(C=CC4=CC=CC=C43)O

InChi

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)

InChiKey

RVNSQVIUFZVNAU-UHFFFAOYSA-N

IUPAC Name

5-[(2-hydroxynaphthalen-1-yl)methyl]-6-phenyl-2-sulfanylidene-1H-pyrimidin-4-one

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Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months
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Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

SIRT1 and SIRT2 belong to the family of sirtuins which are NAD+-dependent deacetylases with enzymatic activity that influence chromatin structure and transcriptional regulation. SIRT1 also known as sirtuin 1 weighs approximately 81 kDa and exhibits expression in various tissues including the brain liver and heart. SIRT2 with a mass of about 43 kDa shows high expression in the cytoplasm and nucleus of neurons and adipocytes. Both proteins share significant homology and carry out actions tied to metabolic regulation and the cellular stress response.
Biological function summary

SIRT1 and SIRT2 play key roles in cellular processes like aging apoptosis and metabolism. SIRT1 operates by deacetylating target proteins and is involved in regulating pathways that reduce oxidative stress and promote DNA repair. It also is part of various protein complexes that coordinate metabolic functions. SIRT2 often associated with the regulation of the cell cycle and cellular differentiation interacts with microtubules and deacetylates proteins localized in cytoplasmic structures.

Pathways

Both SIRT1 and SIRT2 play important roles in the regulation of cellular pathways such as the insulin signaling pathway and the p53 signaling pathway. In insulin signaling SIRT1 promotes insulin sensitivity by interacting with PGC-1α and other transcription factors to influence gluconeogenesis and lipid metabolism. SIRT2 closely related to cellular stress responses affects pathways linked to cell survival and apoptosis when involved with p53 and FOXO proteins integrating signals from the cellular environment.

SIRT1 and SIRT2 have been implicated in conditions like Type 2 diabetes and neurodegenerative disorders such as Alzheimer's disease. In the case of Type 2 diabetes SIRT1 mediates insulin sensitivity and glucose metabolism which directly affects energy homeostasis. SIRT2 connecting to neurodegenerative disorders negatively regulates processes that lead to neuronal damage with its activity relating to proteins involved in oxidative stress. Both pathways highlight the therapeutic potential of modulating SIRT1 and SIRT2 activities in various pathologies.
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Product protocols

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