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Ilomastat

CAT: 0013-GTR19163249-09Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19163249-09Size:100 mg
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Description
Ilomastat (GM6001, Galardin) is a broad spectrum matrix metalloprotease (MMP) inhibitor for MMP-1, MMP-2, MMP-3, MMP-7, MMP-8, MMP-9, MMP-12, MMP-14, and MMP-26 with Ki of 0.4 nM, 0.5 nM, 27 nM, 3.7 nM, 0.1 nM, 0.2 nM, 3.6 nM, 13.4 nM, 0.36 nM, respectively. (In Vitro) :Ilomastat (GM6001) inhibits human skin fibroblast collagenase, thermolysin and elastase with Kis of 0.4 nM, 20 nM, 20 nM, resepctively. Ilomastat (0.1-10 nM) inhibits gelatinase A and gelatinase B produced by T-cells. Ilomastat inhibits T-cell homing. (In Vivo) :Ilomastat (GM6001) (400 μg/mL) inhibits corneal ulceration after severe alkali injury in animals. Ilomastat (GM6001) significantly suppresses intimal hyperplasia and intimalcollagen content. Ilomastat increases lumen area in stented arteries, shows no activity on proliferation rates in rabbit model after stenting.
CAS Number
142880-36-2
Product Name Alternative
GM6001, Galardin
Purity
>98% (HPLC)
Solubility
Ethanol: 8 mg/mL (20.59 mM) ; DMSO: 78 mg/mL (200.79 mM)
Smiles
O=C (NC) [C@@H] (NC ([C@@H] (CC (NO) =O) CC (C) C) =O) CC1=CNC2=CC=CC=C21
Molecular Formula
C20H28N4O4
Molecular Weight
388.46
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(R) -N1- ((S) -3- (1H-indol-3-yl) -1- (methylamino) -1-oxopropan-2-yl) -N4-hydroxy-2-isobutylsuccinamide

Chemical Information

Ilomastat

Ilomastat is an N-acyl-amino acid obtained by formal condensation of the carboxy group of (2R)-2-[2-(hydroxyamino)-2-oxoethyl]-4-methylpentanoic acid with the amino group of N-methyl-L-tryptophanamide. A cell permeable broad-spectrum matrix metalloproteinase (MMP) inhibitor. It has a role as an antibacterial agent, an antineoplastic agent, a neuroprotective agent, an anti-inflammatory agent and an EC 3.4.24.24 (gelatinase A) inhibitor. It is a hydroxamic acid, a L-tryptophan derivative and a N-acyl-amino acid.

CAS Number142880-36-2
PubChem CID132519
IUPAC Name(2R)-N'-hydroxy-N-[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropyl)butanediamide
Molecular FormulaC20H28N4O4
Molecular Weight388.5
XLogP0.9
Topological Polar Surface Area123
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count4
Rotatable Bond Count9
Heavy Atom Count28
Formal Charge0
Complexity554
SMILES
CC(C)C[C@H](CC(=O)NO)C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)NC
InChI
InChI=1S/C20H28N4O4/c1-12(2)8-13(10-18(25)24-28)19(26)23-17(20(27)21-3)9-14-11-22-16-7-5-4-6-15(14)16/h4-7,11-13,17,22,28H,8-10H2,1-3H3,(H,21,27)(H,23,26)(H,24,25)/t13-,17+/m1/s1
InChIKey
NITYDPDXAAFEIT-DYVFJYSZSA-N
Chemical Structure
2D Structure
2D structure of Ilomastat
CAS: 142880-36-2
CID: 132519
Formula: C20H28N4O4
MW: 388.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight388.5
XLogP30.9
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count4
Rotatable Bond Count9
Exact Mass388.21105539
Monoisotopic Mass388.21105539
Topological Polar Surface Area123 Ų
Heavy Atom Count28
Formal Charge0
Complexity554
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
M11809-01Ilomastat
S7157-1gIlomastat (GM6001)
HY-15768R-01Ilomastat (Standard)
MBS130458-01GM6001 (galardin, ilomastat)
SF4180-10mMIlomastat (MMP inhibitor)
bs-82187C-01Ilomastat (GM-6001)
MBS576658Ilomastat (GM6001, Galardin)

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