P-[3-(Formylhydroxyamino)propyl]phosphonic acid
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P-[3-(Formylhydroxyamino)propyl]phosphonic acid
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CAS No:
66508-53-0
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Formula:
C4H10NO5P
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Chemical Name:
P-[3-(Formylhydroxyamino)propyl]phosphonic acid
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Synonyms:
Phosphonic acid,P-[3-(formylhydroxyamino)propyl]-;Phosphonic acid,[3-(formylhydroxyamino)propyl]-;P-[3-(Formylhydroxyamino)propyl]phosphonic acid;Antibiotic FR 31705
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CAS No:
Description
Fosmidomycin is propylphosphonic acid in which one of the hydrogens at position 3 is substituted by a formyl(hydroxy)amino group. An antibiotic obtained from Streptomyces lavendulae, it specifically inhibits DXP reductoisomerase (EC 1.1.1.267), a key enzyme in the non-mevalonate pathway of isoprenoid biosynthesis. It has a role as an antimicrobial agent, an EC 1.1.1.267 (1-deoxy-D-xylulose-5-phosphate reductoisomerase) inhibitor and a bacterial metabolite. It is a member of phosphonic acids and a hydroxamic acid.
P-[3-(Formylhydroxyamino)propyl]phosphonic acid Basic Attributes
183.10 g/mol
183.10
5829E3D9I9
DTXSID70216712
Drug Information
Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)
3-(N-formyl-N-hydroxy)aminopropylphosphonic acid
Computed Properties
Molecular Weight:183.10
XLogP3:-2.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:183.02965942
Monoisotopic Mass:183.02965942
Topological Polar Surface Area:98.1
Heavy Atom Count:11
Complexity:166
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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