Structure via PubChem · Public domain (PubChem)
midecamycin
Sign in to saveAlso known as Espinomycin A, Medemycin A1, Midecamycin A1, Mydecamycin A1, Momicine, Turimycin P3, Rubimycin, Platenomycin B1
Midecamycin is a macrolide antibiotic that is synthesized from Streptomyces mycarofaciens.
Chemical data
- Formula
- C41H67NO15
- Molecular weight
- 814 g/mol
- IUPAC name
- [(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-[(2S,3R,4R,5S,6R)-4-(dimethylamino)-3-hydroxy-5-[(2S,4R,5S,6S)-4-hydroxy-4,6-dimethyl-5-propanoyloxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-4-yl] propanoate
- SMILES
- CCC(=O)O[C@@H]1CC(=O)O[C@@H](C/C=C/C=C/[C@@H]([C@@H](C[C@@H]([C@@H]([C@H]1OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)OC(=O)CC)(C)O)N(C)C)O)CC=O)C)O)C
- InChIKey
- DMUAPQTXSSNEDD-QALJCMCCSA-N
- XLogP
- 2.6
- Polar surface area
- 206 Ų
- H-bond donors
- 3
- H-bond acceptors
- 16
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- bacterial disease
via ChEMBL · EBI
Research
242 papers- Midecamycin Is Inactivated by Several Different Sugar Moieties at Its Inactivation Site.International journal of molecular sciences · 2021
- [Diagnosis and treatment of acute tonsillopharyngitis. Consensus document update].Anales de pediatria · 2020
- Macrolides allergy.Current pharmaceutical design · 2008
- Bacteriological evaluation of midecamycin acetate and its metabolites.The Japanese journal of antibiotics · 1982
- Effects of ivermectin and midecamycin on ryanodine receptors and the Ca2+-ATPase in sarcoplasmic reticulum of rabbit and rat skeletal muscle.The Journal of physiology · 1999
via PubMed
Wikidata facts
- Mass
- 813.451
Show 6 more facts
- chemical formula
- C₄₁H₆₇NO₁₅
- route of administration
- oral administration
- canonical SMILES
- CCC(=O)OC1CC(=O)OC(CC=CC=CC(C(CC(C(C1OC)OC2C(C(C(C(O2)C)OC3CC(C(C(O3)C)OC(=O)CC)(C)O)N(C)C)O)CC=O)C)O)C
- isomeric SMILES
- CCC(=O)O[C@@H]1CC(=O)O[C@@H](C/C=C/C=C/[C@@H]([C@@H](C[C@@H]([C@@H]([C@H]1OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)OC(=O)CC)(C)O)N(C)C)O)CC=O)C)O)C
- defined daily dose
- 1
- subject has role
- antibiotic
Sources (3)
via Wikidata · CC0
~2 min read
Encyclopedic overview
2 sectionsContents
- Physical Properties
- References
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| tradename = | Drugs.com = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration =
Excerpted from Wikipedia’s “midecamycin” article, available under the CC BY-SA 4.0 licence.