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I2285

Sigma-Aldrich

IPA-3

≥95% (HPLC), powder

Synonym(s):

1,1′-Disulfanediyldinaphthalen-2-ol

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About This Item

Empirical Formula (Hill Notation):
C20H14O2S2
CAS Number:
42521-82-4
Molecular Weight:
350.45
MDL number:
MFCD00388917
UNSPSC Code:
12352200
PubChem Substance ID:
329815364
NACRES:
NA.77

Assay

≥95% (HPLC)

form

powder

color

off-white to yellow

solubility

DMSO: >20 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

Oc1ccc2ccccc2c1SSc3c(O)ccc4ccccc34

InChI

1S/C20H14O2S2/c21-17-11-9-13-5-1-3-7-15(13)19(17)23-24-20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22H

InChI key

RFAXLXKIAKIUDT-UHFFFAOYSA-N

Biochem/physiol Actions

IPA-3 is an allosteric inhibitor of Pak1. It binds to autoinhibitory domain of Pak1 (p21 activated kinase), highly selective amongst kinases. Pak1 is implicated in tumorigenesis and metastasis.

Pictograms

CorrosionEnvironment
GHS05,GHS09

Signal Word

Danger

Hazard Statements

H318,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Aniruddha Das et al.
Scientific reports, 7(1), 13930-13930 (2017-10-27)
Fear conditioning, a behavioral model for studying fear-related disorders, is believed to be formed by alterations of synaptic efficacy mediated by changes in synaptic transmission and neuronal morphology in lateral amygdala (LA). Rac GTPase and its downstream effector p21-activated kinase (PAK)
Elena G Sánchez et al.
PLoS pathogens, 8(6), e1002754-e1002754 (2012-06-22)
African swine fever (ASF) is caused by a large and highly pathogenic DNA virus, African swine fever virus (ASFV), which provokes severe economic losses and expansion threats. Presently, no specific protection or vaccine against ASF is available, despite the high
Kemal Keseroglu et al.
Nature communications, 14(1), 6497-6497 (2023-10-15)
Mutations of several genes cause incomplete penetrance and variable expressivity of phenotypes, which are usually attributed to modifier genes or gene-environment interactions. Here, we show stochastic gene expression underlies the variability of somite segmentation defects in embryos mutant for segmentation
Florian Ingo Schmidt et al.
The EMBO journal, 30(17), 3647-3661 (2011-07-28)
Vaccinia virus (VACV), the model poxvirus, produces two types of infectious particles: mature virions (MVs) and extracellular virions (EVs). EV particles possess two membranes and therefore require an unusual cellular entry mechanism. By a combination of fluorescence and electron microscopy
Karla C Williams et al.
Oncogene, 38(19), 3598-3615 (2019-01-18)
Invadopodia are cell protrusions that mediate cancer cell extravasation but the microenvironmental cues and signaling factors that induce invadopodia formation during extravasation remain unclear. Using intravital imaging and loss of function experiments, we determined invadopodia contain receptors involved in chemotaxis
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