Fosmidomycin

HCID 572CAS 66508-53-0

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Basic information

Standard SMILES: O=CN(O)CCCP(=O)(O)O
InChIKey: GJXWDTUCERCKIX-UHFFFAOYSA-N
Molecular formula: C4H10NO5P
Average molar mass: 183.1 g/mol
Monoisotopic mass: 183.02965942

Names & identifiers

Preferred name: Fosmidomycin
IUPAC: 3-[formyl(hydroxy)amino]propylphosphonic acid
English name: Fosmidomycin
Molecular formula: C4H10NO5P
Molecular weight: 183.1

Names & synonyms

fosmidomycin66508-53-0FosmidomycinaFosmidomycineFosmidomycinum3-[FORMYL(HYDROXY)AMINO]PROPYLPHOSPHONIC ACIDFosmidomicina{3-[formyl(hydroxy)amino]propyl}phosphonic acid3-(N-hydroxyformamido)propylphosphonic acid5829E3D9I9CHEBI:443725DTXSID70216712

Show more names

Antibiotic FR-3170510 Mg, 50 Mg, 100 Mg, 1gFosmidomycin sodium hydrateFosmidomycin sodium salt hydrate3-Phosphono 1-(N-formylhydroxyamino)propane3-(Formylhydroxyamino)propylphosphonic acid(3-(N-hydroxyforMaMido)propyl)phosphonic acidPhosphonic acid, P-[3-(formylhydroxyamino)propyl]-(3-(N-Hydroxyformamido)propyl)phosphonic acid sodium salt

(3-(Formylhydroxyamino)propyl)phosphonic acid, monosodium salt3-(formyl-hydroxyamino)propylphosphonic acid3-(formyl(hydroxy)amino)propylphosphonic acid(3-(formyl(hydroxy)amino)propyl)phosphonic acidfosfidomycinRefChem:600353DTXCID001392033-(N-hydroxyfomamido)propylphosphonate

Database identifiers

CAS: 66508-53-0
PubChem CID: 572
DTXSID: DTXSID70216712
ChEMBL: CHEMBL203125
ChEBI: CHEBI:443725
UNII: 5829E3D9I9
Nikkaji: J431.386K

Properties

Computed structural properties

XLogP: -2.2
Topological polar surface area: 98.1 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 5
Rotatable bonds: 4
Heavy atoms: 11
Formal charge: 0
Complexity: 166

Physicochemical properties

Melting point: 158 · 158-160° (dec); mp 160-166° (dec) (Hemmi)
storage temp.: -20 °C · -20°C
solubility: 2 O: · H2O: soluble20mg/mL, clear
form: powder
color: white to beige
Water Solubility: 2 O: · H2O: 20mg/mL, clear
InChI: 1S/C4H10NO5P/c6-4-5(7)2-1-3-11(8,9)10/h4,7H,1-3H2,(H2,8,9,10)
InChIKey: GJXWDTUCERCKIX-UHFFFAOYSA-N
SMILES: [P](=O)(O)(O)CCCN(O)C=O
FDA UNII: 5829 E3D9I9 · 5829E3D9I9
UNSPSC Code: 12352200 · 12352200
NACRES: 77 · NA.77
WGK Germany: 3 · 3
Storage Class: 11 · 11 - Combustible Solids
Toxicity: 50 in · LD50 in mice and rats (mg/kg): >11000 orally; ~8000 s.c. (Wiesner, 2003)

Safety & regulation

Safety data

wgk: 3
Toxicity: LD50 in mice and rats (mg/kg): >11000 orally; ~8000 s.c. (Wiesner, 2003)
Storage Class: 11 - Combustible Solids

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.

Applications

UsesFosmidomycin sodium salt hydrate has been used as an inhibitor of 1-deoxy-D-xylulose 5-phosphate reductoisomerase in a study to determine monotropin carvacrol biosynthesis in Satureja khuzistanica plant.

Suppliers4 total

广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]

BOC Sciences16314854226; +8616314854226 · [email protected]

苏州沃尔森生物科技有限公司18934576691 · [email protected]

TargetMol中国（陶术生物）15002134094 · [email protected]

Additional notes · 1 item

DefinitionChEBI: 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 i the non-mevalonate pathway of isoprenoid biosynthesis.