GRADE & PURITY ≥95%

Synonyms

FOSMIDOMYCIN MONOSODIUM SALT [MI] | AKOS030254266 | Fosmidomycin Sodium Salt | (3-(Formylhydroxyamino)propyl)phosphonic acid monosodium salt | DTXSID10216711 | Phosphonic acid, (3-(formylhydroxyamino)propyl)-, monosodium salt | Q27280957 | FR-31564 | sodi

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

Fosmidomycin sodium salt is a phosphonic acid antibiotic and a antimalarial drug, which is active against both Gram-negative and Gram-positive bacteria.

Fosmidomycin is a specific inhibitor of 1-deoxy-d-xylulose 5-phosphate reductoisomerase (DXP). Fosmidomycin is an antibiotic originally isolated from bacteria of the genus Streptomyces.

1-deoxy-d-xylulose 5-phosphate reductoisomerase is an enzyme that interconverts DXP and 2-C-methyl-D-erythritol 4-phosphate (MEP).

Fosmidomycin was active against both Gram-negative and Gram-positive bacteria and the human malarial parasite P. falciparum with the IC50 of 290-370 nM. Fosmidomycin inhibited 1-deoxy-d-xylulose 5-phosphate reductoisomerase in an alternative nonmevalonate pathway for terpenoid biosynthesis with IC50 of 8.2 nM. Fosmidomycin has been shown to possess activity against Plasmodium falciparum in vitro and in the mouse model. In patients with acute uncomplicated Plasmodium falciparum malaria, oral administration of 1,200 mg fosmidomycin every 8 h for 7 days was effective in curing uncomplicated Plasmodiumfalciparum malaria in humans. Fosmidomycin was an effective and safe antimalarial drug. The treatment was well tolerated and showed a fast parasite and fever clearance.

Specifications

Sinónimos

FOSMIDOMYCIN MONOSODIUM SALT [MI] | AKOS030254266 | Fosmidomycin Sodium Salt | (3-(Formylhydroxyamino)propyl)phosphonic acid monosodium salt | DTXSID10216711 | Phosphonic acid, (3-(formylhydroxyamino)propyl)-, monosodium salt | Q27280957 | FR-31564 | sodi

Especificaciones y pureza

≥95%

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Argon charged

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥95%

Nombres e identificadores

• Pubchem Sid: 488195110
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195110
• Sonrisas canónicas: C(CN(C=O)O)CP(=O)(O)[O-].[Na+]
• IUPAC Name: sodium;3-[formyl(hydroxy)amino]propyl-hydroxyphosphinate
• InChIKey: ZZPUYRHMTGOTEU-UHFFFAOYSA-M
• INCHI: 1S/C4H10NO5P.Na/c6-4-5(7)2-1-3-11(8,9)10;/h4,7H,1-3H2,(H2,8,9,10);/q;+1/p-1
• Isómeros SMILES: C(CN(C=O)O)CP(=O)(O)[O-].[Na+]
• Peso molecular: 205.08
• Reaxy-Rn: 4729075
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4729075&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Organic phosphonic acids and derivatives
      • Subclass Organic phosphonic acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Organic phosphonic acids and derivatives
• Subclass: Organic phosphonic acids
• Intermediate Tree Nodes: Not available
• Direct Parent: Organic phosphonic acids
• Alternative Parents: Hydroxamic acids Organophosphorus compounds Organonitrogen compounds Organic sodium salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Organic cations
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Organophosphonic acid - Hydroxamic acid - Carboxylic acid derivative - Organic alkali metal salt - Carbonyl group - Organic nitrogen compound - Hydrocarbon derivative - Organic sodium salt - Organic salt - Organophosphorus compound - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic oxygen compound - Organic cation - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

Homo sapiens (32628 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MRC5 (9203 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HeLa (62764 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MTARC1 Tbio Mitochondrial amidoxime-reducing component 1 (51 Activities)

Discover Target: MTARC1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Objetivos asociados (no humanos)

dxr 1-deoxyxylulose-5-phosphate reductoisomerase (147 Activities)

Discover Target: dxr

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mycobacterium tuberculosis (203094 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Plasmodium falciparum (966862 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

dxr 1-deoxy-D-xylulose 5-phosphate reductoisomerase (191 Activities)

Discover Target: dxr

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DXR 1-deoxy-D-xylulose 5-phosphate reductoisomerase, apicoplastic (44 Activities)

Discover Target: DXR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: ≤5mg/ml in PBS, pH 7.2
• Peso molecular: 205.080 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 205.012 Da
• Monoisotopic Mass: 205.012 Da
• Topological Polar Surface Area: 101.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 177.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3