Structure via PubChem · Public domain (PubChem)
Rhizoxin
Sign in to saveRhizoxin is an antimitotic agent with anti-tumor activity. It is isolated from the fungus Rhizopus microsporus which causes rice seedling blight.
Chemical data
- Formula
- C35H47NO9
- Molecular weight
- 625.7 g/mol
- IUPAC name
- (1S,3S,5R,8S,10S,11R,13R,14E,16R,17R)-10-hydroxy-8-[(2S,3R,4E,6E,8E)-3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-11,16-dimethyl-4,7,12,18-tetraoxatetracyclo[15.3.1.03,5.011,13]henicos-14-ene-6,19-dione
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
168 papers- [Total synthesis of antitumor macrolide, rhizoxin and chemistry of acylsilane].Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan · 1997
- Natural products which interact with tubulin in the vinca domain: maytansine, rhizoxin, phomopsin A, dolastatins 10 and 15 and halichondrin B.Pharmacology & therapeutics · 1992
- Rhizoxin binding to tubulin at the maytansine-binding site.Biochimica et biophysica acta · 1987
- Rhizoxin resistant mutants with an altered beta-tubulin gene in Aspergillus nidulans.Molecular & general genetics : MGG · 1989
- Antimitotic rhizoxin derivatives from a cultured bacterial endosymbiont of the rice pathogenic fungus Rhizopus microsporus.Journal of the American Chemical Society · 2006
via PubMed
Wikidata facts
- Mass
- 625.325082084
Show 5 more facts
- canonical SMILES
- CC1C=CC2C(O2)(C(CC(OC(=O)C3C(O3)CC4CC1OC(=O)C4)C(C)C(C(=CC=CC(=CC5=COC(=N5)C)C)C)OC)O)C
- chemical formula
- C₃₅H₄₇NO₉
- subject has role
- antifungal
- isomeric SMILES
- C[C@@H]1/C=C/[C@@H]2[C@](O2)([C@H](C[C@H](OC(=O)[C@H]3[C@@H](O3)C[C@@H]4C[C@H]1OC(=O)C4)[C@H](C)[C@H](/C(=C/C=C/C(=C/C5=COC(=N5)C)/C)/C)OC)O)C
- found in taxon
- Rhizopus
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Biosynthesis
- Cytotoxic function
- Structure
- References
Rhizoxin is an antimitotic agent with anti-tumor activity. It is isolated from the fungus Rhizopus microsporus which causes rice seedling blight.
==Biosynthesis==
Excerpted from Wikipedia’s “Rhizoxin” article, available under the CC BY-SA 4.0 licence.