Structure via PubChem · Public domain (PubChem)
Lincomicina
Sign in to saveAlso known as Frademicina, Lincocin, Cillimycin, U-10149, Lincomycine, LCM, Methyl 6,8-dideoxy-6-trans-(1-methyl-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-D-erythro-alpha-D-galacto-octopyranoside, Lincomycin
compuesto químico
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 408578167
- Drug.IUPAC_name
- (2S,4R)-N-[(1R,2R)-2-Hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide
- Drug.image
- Lincomycin.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Lincomycin molecule ball.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 250
- Drug.alt2
- Ball-and-stick model of lincomycin
- Drug.tradename
- Biocine, Lincocin
- Drug.MedlinePlus
- a609005
- Drug.routes_of_administration
- IM/IV
- Drug.ATC_prefix
- J01
- Drug.ATC_suffix
- FF02
- Drug.legal_AU
- S4
- Drug.legal_US
- Rx-only
- Drug.bioavailability
- N/A
via Wikipedia infobox
Chemical data
- Formula
- C18H34N2O6S
- Molecular weight
- 406.5 g/mol
- IUPAC name
- (2S,4R)-N-[(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide
- SMILES
- CCC[C@@H]1C[C@H](N(C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@@H](C)O
- InChIKey
- OJMMVQQUTAEWLP-KIDUDLJLSA-N
- XLogP
- 0.2
- Polar surface area
- 148 Ų
- H-bond donors
- 5
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1964
- Admin. routes
- oral, parenteral
- Indications
- osteomyelitis, bacterial disease, multiple sclerosis
via ChEMBL · EBI
Research
10,119 papers- Lincomycin.Pediatric clinics of North America · 1968
- Lincomycin and clindamycin.Antibiotics and chemotherapy · 1978
- Lincomycin, clindamycin and their applications.Applied microbiology and biotechnology · 2004
- [Antibiotic lincomycin].Antibiotiki · 1968
- Lincomycin: fact, fancy, and future.The Medical clinics of North America · 1970
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 406.214
- Has use
- medication
Show 8 more facts
- Commons category
- Lincomycin
- chemical formula
- C₁₈H₃₄N₂O₆S
- canonical SMILES
- CCCC1CC(N(C1)C)C(=O)NC(C2C(C(C(C(O2)SC)O)O)O)C(C)O
- isomeric SMILES
- CCC[C@@H]1C[C@H](N(C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@@H](C)O
- World Health Organisation international non-proprietary name
- lincomycin
- medical condition treated
- pneumococcal infection
- subject has role
- protein synthesis inhibitor
- legal status (medicine)
- boxed warning
Sources (7)
via Wikidata · CC0
Article · Español
La lincomicina es un antibiótico natural del grupo de las lincosamidas extraído de la bacteria actinomyces Streptomyces lincolnensis, el primero en extraerse de las lincosamidas. La lincomicina ha sido uno de los mejores medicamentos modificados estructuralmente para formar la más frecuentemente usada clindamicina. Aunque similar en estructura, espectro antibacteriano y mecanismo de acción de los macrólidos, la lincomicina es también efectiva en contra de organismos como las actinomycetes, mycoplasmas, y algunas especies de Plasmodium. Sin embargo, debido a su frecuente toxicidad, son usados muy infrecuentemente hoy día, reservados solo para pacientes alérgicos a la penicilina o para infecciones de organismos multiresistentes.
Abstract from DBpedia / Wikipedia · CC BY-SA