CHEBI:72590 - rhizoxin

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ChEBI Name rhizoxin
ChEBI ID CHEBI:72590
Definition An macrolide antibiotic isolated from the pathogenic plant fungus Rhizopus microsporus. It also exhibits antitumour and antimitotic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C35H47NO9
Net Charge 0
Average Mass 625.74900
Monoisotopic Mass 625.32508
InChI InChI=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
InChIKey OWPCHSCAPHNHAV-QIPOKPRISA-N
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])(OC(=O)[C@]1([H])O[C@@]1([H])C2)[C@H](C)[C@@H](OC)C(\C)=C\C=C\C(C)=C\c1coc(C)n1
Roles Classification
Biological Role(s): 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.
(via macrolide antibiotic )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
Antibiotic WF-1360 ChemIDplus
WF-1360 ChemIDplus
Registry Numbers Types Sources
5915392 Reaxys Registry Number Reaxys
90996-54-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11169722 PubMed citation Europe PMC
18344330 PubMed citation Europe PMC
2364385 PubMed citation Europe PMC
3120782 PubMed citation Europe PMC
3753552 PubMed citation Europe PMC
3755426 PubMed citation Europe PMC
8392827 PubMed citation Europe PMC
Last Modified
25 February 2013