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Home > Encyclopedia > P-[3-(Formylhydroxyamino)propyl]phosphonic acid

P-[3-(Formylhydroxyamino)propyl]phosphonic acid

P-[3-(Formylhydroxyamino)propyl]phosphonic acid structure

P-[3-(Formylhydroxyamino)propyl]phosphonic acid 

structure
  • CAS No:

    66508-53-0

  • Formula:

    C4H10NO5P

  • Chemical Name:

    P-[3-(Formylhydroxyamino)propyl]phosphonic acid

  • Synonyms:

    Phosphonic acid,P-[3-(formylhydroxyamino)propyl]-;Phosphonic acid,[3-(formylhydroxyamino)propyl]-;P-[3-(Formylhydroxyamino)propyl]phosphonic acid;Antibiotic FR 31705

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

Characteristics

98.1 Ų

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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