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About This Item

Empirical Formula (Hill Notation):
C17H20N2O5S
CAS Number:
704888-90-4
Molecular Weight:
364.42
MDL number:
MFCD09971105
UNSPSC Code:
12352200
NACRES:
NA.77
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Quality Level

100

Assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

methanol: 100 mg/mL
DMSO: 200 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

[S](=O)(=O)(N(OC(C)C)CC(=O)NO)c1ccc(cc1)c2ccccc2

InChI

1S/C17H20N2O5S/c1-13(2)24-19(12-17(20)18-21)25(22,23)16-10-8-15(9-11-16)14-6-4-3-5-7-14/h3-11,13,21H,12H2,1-2H3,(H,18,20)

InChI key

PHGLPDURIUEELR-UHFFFAOYSA-N

General description

A cell-permeable biphenylsulfonamido-hydroxamate compound that acts a potent and Zn2+-binding site-targeting inhibitor of MMP-2 (IC50 = 12 nM). It exhibits good selectivity over MMP-9 and MMP-3 (IC50 = 0.2 and 4.5 µM, respectively) and shows practically no effect towards MMP-1 and MMP-7 (IC50 >50 µM). Shown to effectively suppress the invasiveness of HT1080 sarcoma cells grown on matrigel.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
MMP-2
Product does not compete with ATP.
Reversible: no
Target IC50: 12 nM against MMP-2

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Tuccinardi, T., et al. 2006. Bioorg. Med. Chem.14, 4260.
Rossello, A., et al. 2004. Bioorg. Med. Chem.12, 2441.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

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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