Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

S4068

Sigma-Aldrich

Splitomicin

≥98% (HPLC), powder

Synonym(s):

1,2-Dihydro-3H-naphtho[2,1-b]pyran-3-one

Sign Into View Organizational & Contract Pricing

Select a Size

5 MG
$85.77

$85.77

List Price$95.30Save 10%

In StockDetails

Request a Bulk Order
All Photos(1)

Select a Size

Change View
5 MG
$85.77

About This Item

Empirical Formula (Hill Notation):
C13H10O2
CAS Number:
5690-03-9
Molecular Weight:
198.22
MDL number:
MFCD08705254
UNSPSC Code:
12352200
PubChem Substance ID:
24724608
NACRES:
NA.77

$85.77

List Price$95.30Save 10%

In StockDetails

Request a Bulk Order

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage temp.

2-8°C

SMILES string

O=C1CCc2c(O1)ccc3ccccc23

InChI

1S/C13H10O2/c14-13-8-6-11-10-4-2-1-3-9(10)5-7-12(11)15-13/h1-5,7H,6,8H2

InChI key

ISFPDBUKMJDAJH-UHFFFAOYSA-N

Application

Splitomicin was used to inhibit SIRT1 in human aortic endothelial cells[1][2] and sirtuins in human breast cancer cells.[3] Mouse leukaemic monocyte macrophage cell line was treated with Splitomicin prior to cholesterol efflux studies.[4]

Biochem/physiol Actions

Sir2p (silent information regulator) and HDAC inhibitor.
Splitomicin, a derivative of β-naphthol is an inhibitor of Silent Information Regulator 2 (SIR2). It inhibits the NAD+-dependent deacetylase activity of Sir2 in vitro.[5] It increases the levels of cyclic AMP by inhibiting the activity of cyclic AMP phosphodiesterase, interferes with mobilization of intracellular Ca+2 and ATP release. This results in inhibition of platelet aggregation that is effective in cardiovascular and cerebrovascular diseases.[6]

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000221877
0000221877
0000071204
057M4721V
064M4709V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Gil Blander et al.
Annual review of biochemistry, 73, 417-435 (2004-06-11)
The yeast SIR protein complex has been implicated in transcription silencing and suppression of recombination. The Sir complex represses transcription at telomeres, mating-type loci, and ribosomal DNA. Unlike SIR3 and SIR4, the SIR2 gene is highly conserved in organisms ranging
Evi X Stavrou et al.
Blood, 125(4), 710-719 (2014-10-24)
The precise mechanism for reduced thrombosis in prekallikrein null mice (Klkb1(-/-)) is unknown. Klkb1(-/-) mice have delayed carotid artery occlusion times on the rose bengal and ferric chloride thrombosis models. Klkb1(-/-) plasmas have long-activated partial thromboplastin times and defective contact
Fu-Chao Liu et al.
Thrombosis research, 124(2), 199-207 (2009-03-31)
Splitomicin is derived from beta-naphthol and is an inhibitor of Silent Information Regulator 2 (SIR2). Its naphthoic moiety might be responsible for its inhibitory effects on platelets. The major goal of our study was to examine possible mechanisms of action
Alexander Breitenstein et al.
Cardiovascular research, 89(2), 464-472 (2010-10-28)
The mammalian silent information regulator-two 1 (Sirt1) blunts the noxious effects of cardiovascular risk factors such as type 2 diabetes mellitus and obesity. Nevertheless, the role of Sirt1 in regulating the expression of tissue factor (TF), the key trigger of
Sokrates Stein et al.
Aging, 2(6), 353-360 (2010-07-08)
Excessive production of reactive oxygen species (ROS) contributes to progression of atherosclerosis, at least in part by causing endothelial dysfunction and inflammatory activation. The class III histone deacetylase SIRT1 has been implicated in extension of lifespan. In the vasculature,SIRT1 gain-of-function
View All Related Papers

Articles

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service