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E7159

Sigma-Aldrich

Exo2

≥98% (HPLC)

Synonym(s):

2-Methoxy-4-[(5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-hydrazonomethyl]-phenol

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About This Item

Empirical Formula (Hill Notation):
C18H18N4O2S
CAS Number:
304684-77-3
Molecular Weight:
354.43
MDL number:
MFCD00380179
UNSPSC Code:
12352200
PubChem Substance ID:
329799006
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

yellow

solubility

DMSO: >20 mg/mL

storage temp.

2-8°C

SMILES string

COc1cc(ccc1O)\C=N\Nc2ncnc3sc4CCCCc4c23

InChI

1S/C18H18N4O2S/c1-24-14-8-11(6-7-13(14)23)9-21-22-17-16-12-4-2-3-5-15(12)25-18(16)20-10-19-17/h6-10,23H,2-5H2,1H3,(H,19,20,22)/b21-9+

InChI key

VFNUTEMVQGLDAG-ZVBGSRNCSA-N

Biochem/physiol Actions

Exo2 acts as a chemical probe of intracellular transport. Edxo2 has activities similar to Brefeldin A with membrane trafficking to the Golgi appartus, but appears more selective.
Exo2 is a bioactive small molecule that activates Golgi-endoplasmic reticulum (ER) fusion in mammals by distorting the Golgi apparatus. It prevents the release of secretory cargo from the ER. Exo2 do not modify the morphology of the trans-Golgi network (TGN). It also inhibits the anterograde movement of vesicular stomatitis virus G (VSV G) glycoprotein, from ER to Golgi.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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The small-molecule inhibitor Exo2 {4-hydroxy-3-methoxy-(5,6,7,8-tetrahydrol[1]benzothieno[2,3-d]pyrimidin-4-yl)hydraz-one benzaldehyde} has been reported to disrupt the Golgi apparatus completely and to stimulate Golgi-ER (endoplasmic reticulum) fusion in mammalian cells, akin to the well-characterized fungal toxin BFA (brefeldin A). It has also been reported that
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