Fosmidomycin
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. — ChEBI
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Identity & molecular properties
Source-linked values| CAS number | 66508-53-0 | ChEBI ↗ |
| Molecular formula | C4H10NO5P | ChEBI ↗ |
| Molar mass | 183.1 g/mol | ChEBI ↗ |
| Monoisotopic mass | 183.02966 Da | ChEBI ↗ |
| Formal charge | 0 | ChEBI ↗ |
| ChEBI identifier | CHEBI:443725 | ChEBI ↗ |
Cross-source molecular data
PubChem| Molar mass | 183.10 g/mol | PubChem ↗ |
| Exact mass | 183.02965942 Da | PubChem ↗ |
| Computed XLogP | -2.2 | PubChem ↗ |
| Topological polar surface area (Ų) | 98.1 | PubChem ↗ |
| H-bond donors | 3 | PubChem ↗ |
| H-bond acceptors | 5 | PubChem ↗ |
| Rotatable bonds | 4 | PubChem ↗ |
PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.
Names & structural identifiers
Copy any identifierfosmidomycin{3-[formyl(hydroxy)amino]propyl}phosphonic acidGJXWDTUCERCKIX-UHFFFAOYSA-NO=CN(O)CCCP(=O)(O)OInChI=1S/C4H10NO5P/c6-4-5(7)2-1-3-11(8,9)10/h4,7H,1-3H2,(H2,8,9,10)Names & synonyms
Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.
Classification & relationships
ChEBI ontologyRoles recorded in ChEBI
Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.
Mass ↔ amount of substance
Calculated from sourced massUses 183.1 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.
Elemental composition
Theoretical mass fractionsOCPNHCalculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.
Research & patent references
Selected source associationsSources & record history
Checked 27 Sep 2026Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0
PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.