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Details

Stereochemistry ACHIRAL
Molecular Formula 3C6H5O3.Ga
Molecular Weight 445.029
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GALLIUM MALTOLATE

SMILES

[Ga+3].CC1=C([O-])C(=O)C=CO1.CC2=C([O-])C(=O)C=CO2.CC3=C([O-])C(=O)C=CO3

InChI

InChIKey=ASYYOZSDALANRF-UHFFFAOYSA-K
InChI=1S/3C6H6O3.Ga/c3*1-4-6(8)5(7)2-3-9-4;/h3*2-3,8H,1H3;/q;;;+3/p-3

HIDE SMILES / InChI

Molecular Formula Ga
Molecular Weight 69.723
Charge 3
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C6H5O3
Molecular Weight 125.1021
Charge -1
Count
MOL RATIO 3 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Gallium maltolate is an oral agent in development for the potential treatment of chronic bacterial infections, bone disease and cancer. The bioavailable form, composed of a trivalent gallium cation (Ga3+) competes with and replaces Fe3+ in many vital Fe 3+-mediated biological reactions, but cannot mimic Fe3+ functions. High amounts of iron are needed for DNA synthesis in cancer, and the incorporation of Ga3+ inactivates the Fe3+-dependent enzyme ribonucleotide reductase (RR), an enzyme essential for DNA synthesis, leading to an inhibition of DNA synthesis and induction of cell death in rapidly proliferating cells. Gallium similarly reduces bacterial cell growth. Ga3+ is also able to suppress inflammation through the down-regulation of pro-inflammatory cells and the inhibition of pro-inflammatory cytokine secretion. Other effects that have been mentioned are analgesic effects, interference with the activity of certain metalloproteinases and neuropeptides that are implicated in pain, and prevention of the destruction of bone by tumors. Gallium maltolate is being investigated for use/treatment in bladder cancer, lymphoma (unspecified), multiple myeloma, paget's disease, and prostate cancer.

Approval Year

PubMed

Substance Class Chemical
Record UNII
17LEI49C2G
Record Status Validated (UNII)
Record Version