Structure via PubChem · Public domain (PubChem)
Also known as Phosphonemycin, Fosfomycinum, Phosphonomycin, 1R-cis-(1,2-Epoxypropyl)phosphonic acid, FCM, (1R,2S)-Epoxypropylphosphonic acid, (-)-(1R,2S)-(1,2-Epoxypropyl)phosphonic acid, (2R-cis)-(3-Methyloxiranyl)phosphonic acid
Fosfomycin, sold under the brand name Monurol among others, is an antibiotic primarily used to treat lower urinary tract infections. It is not indicated for kidney infections. Occasionally it is used for prostate infections. It is generally taken by mouth.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 461113563
- Drug.image
- Fosfomycin.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 125
- Drug.alt
- Structural formula of fosfomycin
- Drug.image2
- Fosfomycin 3D ball.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 150
- Drug.alt2
- Ball-and-stick model of the fosfomycin molecule
- Drug.tradename
- Monuril, Monurol, Ivozfo, others
- Drug.synonyms
- Phosphomycin, phosphonomycin, fosfomycin tromethamine
- Drug.MedlinePlus
- a697008
- Drug.DailyMedID
- Fosfomycin
- Drug.routes_of_administration
- Intravenous, By mouth
- Drug.ATC_prefix
- J01
- Drug.ATC_suffix
- XX01
- Drug.legal_AU
- S4
via Wikipedia infobox
Chemical data
- Formula
- C3H7O4P
- Molecular weight
- 138.06 g/mol
- IUPAC name
- [(2R,3S)-3-methyloxiran-2-yl]phosphonic acid
- SMILES
- C[C@H]1[C@H](O1)P(=O)(O)O
- InChIKey
- YMDXZJFXQJVXBF-STHAYSLISA-N
- XLogP
- -1.4
- Polar surface area
- 70.1 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1996
- Admin. routes
- oral
- Indications
- Pseudomonas infection, urinary tract infection, gonorrhea, osteomyelitis
via ChEMBL · EBI
Research
5,297 papers- Fosfomycin Tromethamine: A Urinary Antibiotic.The Journal of the Association of Physicians of India · 2025
- Fosfomycin: 50 Years of A Great Discovery (1969-2019).Archivos espanoles de urologia · 2022
- Fosfomycin for bacterial prostatitis: a review.International journal of antimicrobial agents · 2020
- [Fosfomycin].Revista espanola de quimioterapia : publicacion oficial de la Sociedad Espanola de Quimioterapia · 2003
- Mobile fosfomycin resistance genes in Enterobacteriaceae-An increasing threat.MicrobiologyOpen · 2020
via PubMed
Wikidata facts
- Mass
- 138.008
- Has use
- medication
Show 10 more facts
- route of administration
- intravenous infusion and defusion
- Commons category
- Fosfomycin
- subject has role
- antibiotic
- chemical formula
- C₃H₇O₄P
- medical condition treated
- cystitis
- canonical SMILES
- CC1C(O1)P(=O)(O)O
- isomeric SMILES
- C[C@H]1[C@H](O1)P(=O)(O)O
- World Health Organisation international non-proprietary name
- fosfomycin
- different from
- fosmidomycin
- found in taxon
- Streptomyces
Sources (6)
via Wikidata · CC0
Article · 中文
磷霉素是一种主要用于治疗低尿路感染的抗生素，商标名是Monurol，不适用于肾脏感染，偶尔用于治疗前列腺感染。一般口服。 常见的副作用包括腹泻、恶心、头痛和念珠菌性外阴阴道炎。 严重的副作用可能包括过敏反应和偽膜性結腸炎。虽然没有发现妊娠期使用有害，但不推荐这样使用。 母乳喂养期单次服用似乎是安全的。 它通过干扰细菌细胞壁的生成来起作用。 1969年，磷霉素被发现。1996年，它在美国被批准用于医疗。 世界卫生组织将磷霉素列为对人类医学至关重要的物质，列入世界卫生组织基本药物清单。 它是一种非专利药物。 它最初由某些类型的链球菌生产，现在用化学方法生产。
Abstract from DBpedia / Wikipedia · CC BY-SA