plicamycin
Sign in to saveAlso known as PA-144, A-2371, Mithracin, Mithramycinum, Plicamycinum, Mithramycin, Plicamycine, Mithramycine
Plicamycin (INN, also known as mithramycin; trade name Mithracin) is an antineoplastic antibiotic produced by Streptomyces plicatus. It is an RNA synthesis inhibitor. The manufacturer discontinued production in 2000. Several different structures are currently reported in different places all with the same chromomycin core, but with different stereochemistry in the glycoside chain, a 1999 study has re-investigated the compound and proposed a revised structure.
Research
1,047 papers- Macrophage-organoid co-culture model for identifying treatment strategies against macrophage-related gemcitabine resistance.Journal of experimental & clinical cancer research : CR · 2023
- Everolimus and plicamycin specifically target chemoresistant colorectal cancer cells of the CMS4 subtype.Cell death & disease · 2021
- Plicamycin: bolus or infusion?DICP : the annals of pharmacotherapy · 1990
- Plicamycin and pamidronate in symptomatic tumor-related hypercalcemia: a prospective randomized crossover trial.Annals of oncology : official journal of the European Society for Medical Oncology · 1992
- Determination of plicamycin in plasma by radioimmunoassay.Therapeutic drug monitoring · 1992
via PubMed
Wikidata facts
- Mass
- 1084.472653
Show 3 more facts
- chemical formula
- C₅₂H₇₆O₂₄
- canonical SMILES
- CC1C(C(CC(O1)OC2CC(OC(C2O)C)OC3=CC4=CC5=C(C(=O)C(C(C5)C(C(=O)C(C(C)O)O)OC)OC6CC(C(C(O6)C)O)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)O)(C)O)O)C(=C4C(=C3C)O)O)O)O
- isomeric SMILES
- C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2C[C@@H](O[C@@H]([C@H]2O)C)OC3=CC4=CC5=C(C(=O)[C@H]([C@@H](C5)[C@@H](C(=O)[C@H]([C@@H](C)O)O)OC)O[C@H]6C[C@H]([C@@H]([C@H](O6)C)O)O[C@H]7C[C@H]([C@H]([C@H](O7)C)O)O[C@H]8C[C@]([C@@H]([C@H](O8)C)O)(C)O)C(=C4C(=C3C)O)O)O)O
via Wikidata · CC0
~3 min read
Article
3 sectionsContents
- Uses
- References
- External links
{{Drugbox | Verifiedfields = changed | verifiedrevid = 464208709 | IUPAC_name = (1S)-5-deoxy-1-C-((2S,3S)-7-{[2,6-dideoxy-3-O-(2,6-dideoxy-β-D-arabino-hexopyranosyl)-β-D-arabino-hexopyranosyl]oxy}-3-{[2,6-dideoxy-3-C-methyl-β-D-ribo-hexopyranosyl-(1→3)-2,6-dideoxy-β-D-arabino-hexopyranosyl-(1→3)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy}-5,10-dihydroxy-6-methyl-4-oxo-1,2,3,4-tetrahydroanthracen-2-yl)-1-O-methyl-D-xylulose | image = Plicamycin.svg | image_class = skin-invert-image | width = 300
| tradename = | Drugs.com = | pregnancy_AU = | pregnancy_US = X | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = Rx-only | legal_status = discontinued | routes_of_administration = Intravenous
Available in 10 languages
via Wikidata sitelinks · CC0