اسپکتینومایسین

Also known as Antibiotic 2233WP, SCM, Actinospectacina, Espectinomicina, Spectinomicina, Spectinomycine, Spectinomycinum, Spectinomycin

Spectinomycin, sold under the tradename Trobicin among others, is an antibiotic useful for the treatment of gonorrhea infections. It is given by injection into a muscle.

Chemical data

Formula: C14H24N2O7
Molecular weight: 332.35 g/mol
IUPAC name: (1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-one
SMILES: C[C@@H]1CC(=O)[C@]2([C@@H](O1)O[C@@H]3[C@H]([C@@H]([C@@H]([C@@H]([C@H]3O2)NC)O)NC)O)O
InChIKey: UNFWWIHTNXNPBV-WXKVUWSESA-N
XLogP: -3.1
Polar surface area: 130 Å²
H-bond donors: 5
H-bond acceptors: 9
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1971
Admin. routes: parenteral
Indications: osteomyelitis, bacterial disease

via ChEMBL · EBI

Research

3,036 papers

Spectinomycin.The Medical clinics of North America · 1982
Fed-batch bioproduction of spectinomycin.Advances in biochemical engineering/biotechnology · 1998
Spectinomycin-resistant Neisseria gonorrhoeae.JAMA · 1977
Chemistry of spectinomycin.The Japanese journal of antibiotics · 1979
Drugs five years later. Spectinomycin.Annals of internal medicine · 1976

via PubMed

Wikidata facts

Mass: 332.158
Has use: medication

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chemical formula: C₁₄H₂₄N₂O₇
medical condition treated: gonorrhea
isomeric SMILES: C[C@@H]1CC(=O)[C@]2([C@@H](O1)O[C@@H]3[C@H]([C@@H]([C@@H]([C@@H]([C@H]3O2)NC)O)NC)O)O
canonical SMILES: CC1CC(=O)C2(C(O1)OC3C(C(C(C(C3O2)NC)O)NC)O)O
World Health Organisation international non-proprietary name: spectinomycin
defined daily dose: 3
subject has role: bactericide

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