Halofuginone
Veterinary antiprotozoal agent. Politry feed additive for prevention of coccidiosis. Halofuginone is a coccidiostat used in veterinary medicine. It is derived from dichrorine, a kind of alkaloids which can be found in the Chinese herb Chang Shan (Dichroa febrifuga). Halofuginone, a flily synthetic small moleclie, is a potent and selective regliator of stromal cell activation, cell migration and Collagen type I synthesis, a process that has been identified as a master switch in the bodys tissue repair process.Halofuginone has been shown to exhibit anti-inflammatory, anti-angiogenic and anti-proliferative functions (PMID 19390970 , 20000346 , 9407501 ).Halofuginone belongs to the family of Quinazolines. These are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.
Structure for HMDB31784 (Halofuginone)
C16H17BrClN3O3
414.681
413.014181779
7-bromo-6-chloro-3-[3-(3-hydroxypiperidin-2-yl)-2-oxopropyl]-3,4-dihydroquinazolin-4-one
7-bromo-6-chloro-3-[3-(3-hydroxypiperidin-2-yl)-2-oxopropyl]quinazolin-4-one
55837-20-2
LVASCWIMLIKXLA-UHFFFAOYSA-N
This compound belongs to the class of chemical entities known as quinazolines. These are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.
Chemical entities
Organic compounds
Organoheterocyclic compounds
Diazanaphthalenes
Quinazolines
Aromatic heteropolycyclic compounds
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Expected but not Quantified
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Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
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None
None
DB04866
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FDB008457
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56619
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Halofuginone
HMDB31784
HMDB31784
Not Available
62894
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- Elkin M, Miao HQ, Nagler A, Aingorn E, Reich R, Hemo I, Dou HL, Pines M, Vlodavsky I: Halofuginone: a potent inhibitor of critical steps in angiogenesis progression. FASEB J. 2000 Dec;14(15):2477-85. [PubMed:11099465 ]
- Karakoyun B, Yuksel M, Ercan F, Salva E, Isik I, Yegen BC: Halofuginone, a specific inhibitor of collagen type 1 synthesis, ameliorates oxidant colonic damage in rats with experimental colitis. Dig Dis Sci. 2010 Mar;55(3):607-16. doi: 10.1007/s10620-009-0798-0. Epub 2009 Apr 24. [PubMed:19390970 ]
- McLaughlin NP, Evans P: Dihydroxylation of vinyl sulfones: stereoselective synthesis of (+)- and (-)-febrifugine and halofuginone. J Org Chem. 2010 Jan 15;75(2):518-21. doi: 10.1021/jo902396m. [PubMed:20000346 ]
- Nagler A, Katz A, Aingorn H, Miao HQ, Condiotti R, Genina O, Pines M, Vlodavsky I: Inhibition of glomerular mesangial cell proliferation and extracellular matrix deposition by halofuginone. Kidney Int. 1997 Dec;52(6):1561-9. [PubMed:9407501 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Enzymes
- General function:
- Involved in extracellular matrix structural constituent
- Specific function:
- Type I collagen is a member of group I collagen (fibrillar forming collagen)
- Gene Name:
- COL1A1
- Uniprot ID:
- P02452
- Molecular weight:
- 138941.1
References
- Elkin M, Miao HQ, Nagler A, Aingorn E, Reich R, Hemo I, Dou HL, Pines M, Vlodavsky I: Halofuginone: a potent inhibitor of critical steps in angiogenesis progression. FASEB J. 2000 Dec;14(15):2477-85. [PubMed:11099465 ]
- General function:
- Involved in metalloendopeptidase activity
- Specific function:
- PEX, the C-terminal non-catalytic fragment of MMP2, posseses anti-angiogenic and anti-tumor properties and inhibits cell migration and cell adhesion to FGF2 and vitronectin. Ligand for integrinv/beta3 on the surface of blood vessels
- Gene Name:
- MMP2
- Uniprot ID:
- P08253
- Molecular weight:
- 73881.7
References
- Elkin M, Miao HQ, Nagler A, Aingorn E, Reich R, Hemo I, Dou HL, Pines M, Vlodavsky I: Halofuginone: a potent inhibitor of critical steps in angiogenesis progression. FASEB J. 2000 Dec;14(15):2477-85. [PubMed:11099465 ]