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CHEBI:72590 - rhizoxin

Default Structure
ChEBI IDCHEBI:72590
ChEBI Namerhizoxin
Stars
DefinitionAn macrolide antibiotic isolated from the pathogenic plant fungus Rhizopus microsporus. It also exhibits antitumour and antimitotic activity.
Last Modified25 February 2013
SubmitterSteve
DownloadsMolfile
FormulaC35H47NO9
Net Charge0
Average Mass625.759
Monoisotopic Mass625.32508
SMILES[H][C@]12CC(=O)O[C@]([H])(C1)[C@H](C)/C=C/[C@@]1([H])O[C@]1(C)[C@@H](O)C[C@@]([H])([C@H](C)[C@@H](OC)/C(C)=C/C=C/C(C)=C/c1coc(C)n1)OC(=O)[C@]1([H])O[C@@]1([H])C2
InChIInChI=1S/C35H47NO9/c1-19(13-25-18-41-23(5)36-25)9-8-10-21(3)32(40-7)22(4)27-17-29(37)35(6)30(45-35)12-11-20(2)26-14-24(16-31(38)42-26)15-28-33(43-28)34(39)44-27/h8-13,18,20,22,24,26-30,32-33,37H,14-17H2,1-7H3/b9-8+,12-11+,19-13+,21-10+/t20-,22+,24+,26-,27+,28+,29+,30-,32+,33-,35-/m1/s1
InChIKeyOWPCHSCAPHNHAV-QIPOKPRISA-N
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimitotic  Any compound that inhibits cell division (mitosis).
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
rhizoxin (CHEBI:72590) has role antimitotic (CHEBI:64911)
rhizoxin (CHEBI:72590) has role antineoplastic agent (CHEBI:35610)
rhizoxin (CHEBI:72590) has role metabolite (CHEBI:25212)
rhizoxin (CHEBI:72590) is a 1,3-oxazoles (CHEBI:46812)
rhizoxin (CHEBI:72590) is a epoxide (CHEBI:32955)
rhizoxin (CHEBI:72590) is a macrolide antibiotic (CHEBI:25105)
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
Synonyms  Source
Antibiotic WF-1360ChemIDplus
WF-1360ChemIDplus
Registry NumbersSources
Reaxys:5915392Reaxys
CAS:90996-54-6ChemIDplus
Citations