Deferoxamine (mesylate)

CAT: 0804-HY-B0988-01Size: 20 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-B0988-01Size:20 mg

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Description

Deferoxamine mesylate (Deferoxamine B mesylate) is an iron chelator (binds to Fe (III) and many other metal cations), is widely used to reduce iron accumulation and deposition in tissues. Deferoxamine mesylate upregulates HIF-1α levels with good antioxidant activity. Deferoxamine mesylate also shows anti-proliferative activity, can induce apoptosis and autophagy in cancer cells. Deferoxamine mesylate can be used in studies of diabetes, neurodegenerative diseases as well as anti-cancer and anti-COVID-19[1][2][3][4][5].

CAS Number

138-14-7

Product Name Alternative

Desferrioxamine B mesylate; DFOM

UNSPSC

12352211

Hazard Statement

H302, H315, H319, H335

Target

Akt; Apoptosis; Autophagy; HIF/HIF Prolyl-Hydroxylase; Reactive Oxygen Species (ROS)

Type

Reference compound

Related Pathways

Apoptosis; Autophagy; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB; PI3K/Akt/mTOR

Field of Research

Cancer; Infection; Metabolic Disease; Inflammation/Immunology; Neurological Disease

Assay Protocol

https://www.medchemexpress.com/Deferoxamine-mesylate.html

Purity

99.94

Solubility

DMSO : 100 mg/mL (ultrasonic) |H2O : 70 mg/mL (ultrasonic)

Smiles

O=C(N(CCCCCN)O)CCC(NCCCCCN(C(CCC(NCCCCCN(C(C)=O)O)=O)=O)O)=O.CS(=O)(O)=O

Molecular Formula

C26H52N6O11S

Molecular Weight

656.79

Precautions

H302, H315, H319, H335

References & Citations

[1]Duscher D, et al. Comparison of the Hydroxylase Inhibitor Dimethyloxalylglycine and the Iron Chelator Deferoxamine in Diabetic and Aged Wound Healing. Plast Reconstr Surg. 2017 Mar;139 (3) :695e-706e.|[2]Dongiovanni P, et al. Iron depletion by deferoxamine up-regulates glucose uptake and insulin signaling in hepatoma cells and in rat liver. Am J Pathol. 2008 Mar;172 (3) :738-47.|[3]Wang G, et al. In vitro assessment of deferoxamine on mesenchymal stromal cells from tumor and bone marrow. Environ Toxicol Pharmacol. 2017 Jan;49:58-64.|[4]Wu Y, et al. Neuroprotection of deferoxamine on rotenone-induced injury via accumulation of HIF-1 alpha and induction of autophagy in SH-SY5Y cells. Neurochem Int. 2010 Oct;57 (3) :198-205.|[5]Bellotti D, et al. Deferoxamine B: A Natural, Excellent and Versatile Metal Chelator. Molecules. 2021 May 28;26 (11) :3255.

Shipping Conditions

Room Temperature

Storage Conditions

4°C (Powder, sealed storage, away from moisture)

Scientific Category

Reference compound1

Clinical Information

Launched

Citation 01

Chemical Information

Deferoxamine Mesylate

Deferoxamine Mesylate is the mesylate salt of an iron-chelating agent that binds free iron in a stable complex, preventing it from engaging in chemical reactions. Deferoxamine chelates iron from intra-lysosomal ferritin and ferrioxamine, a water-soluble complex excreted by the kidneys and in the feces via the bile. This agent does not readily chelate iron bound to transferrin, hemoglobin, myoglobin or cytochrome.

CAS Number	138-14-7
PubChem CID	62881
IUPAC Name	N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide;methanesulfonic acid
Molecular Formula	C26H52N6O11S
Molecular Weight	656.8
Topological Polar Surface Area	269
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	23
Heavy Atom Count	44
Formal Charge	0
Complexity	832

SMILES

CC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCN)O)O)O.CS(=O)(=O)O

InChI

InChI=1S/C25H48N6O8.CH4O3S/c1-21(32)29(37)18-9-3-6-16-27-22(33)12-14-25(36)31(39)20-10-4-7-17-28-23(34)11-13-24(35)30(38)19-8-2-5-15-26;1-5(2,3)4/h37-39H,2-20,26H2,1H3,(H,27,33)(H,28,34);1H3,(H,2,3,4)

InChIKey

IDDIJAWJANBQLJ-UHFFFAOYSA-N

Chemical Structure

2D Structure

CAS: 138-14-7

CID: 62881

Formula: C26H52N6O11S

MW: 656.8

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	656.8
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	23
Exact Mass	656.34147767
Monoisotopic Mass	656.34147767
Topological Polar Surface Area	269 Å²
Heavy Atom Count	44
Formal Charge	0
Complexity	832
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	2
Compound Is Canonicalized	Yes

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Deferoxamine (mesylate)

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