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Rhizoxin from Rhizopus sp._Molecular_structure_CAS_90996-54-6)
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Rhizoxin from Rhizopus sp.

Catalog No. R8149 Name Sigma Aldrich
CAS Number 90996-54-6 Website http://www.sigmaaldrich.com
M. F. C35H47NO9 Telephone 1-800-521-8956
M. W. 625.74898 Fax
Purity >95% (HPLC) Email
Storage Chembase ID: 153536

SYNONYMS

IUPAC name
(1S,3S,5R,8S,10S,11S,13R,16R,17R)-10-hydroxy-8-[(2S,3R)-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
IUPAC Traditional name
(1S,3S,5R,8S,10S,11S,13R,16R,17R)-10-hydroxy-8-[(2S,3R)-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

DATABASE IDS

MDL Number MFCD01939948
CAS Number 90996-54-6
PubChem SID 24899405

PROPERTIES

Purity >95% (HPLC)
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
RTECS VI1800000
Storage Temperature -20°C
German water hazard class 3

DETAILS

Description (English)
Biochem/physiol Actions
An antitumor agent, rhizoxin is a 16-member ring lactone having an oxazole ring in its structure. This macrolide inhibits microtubule assembly and also depolymerizes pre-formed microtubles. Rhizoxin binds to β-tubulin in most eucaryotic cells including animals, plants and fungi. It completely prevents formation of an intrachain cross-link in β-tubulin by N,N′-ethylene-bis-(iodo-acetamide). Due to its antimitotic activity it is used as an antitumor agent e.g., in human small cell lung cancer cell lines.
Description (简体中文)
Biochem/physiol Actions
An antitumor agent, rhizoxin is a 16-member ring lactone having an oxazole ring in its structure. This macrolide inhibits microtubule assembly and also depolymerizes pre-formed microtubles. Rhizoxin binds to β-tubulin in most eucaryotic cells including animals, plants and fungi. It completely prevents formation of an intrachain cross-link in β-tubulin by N,N′-ethylene-bis-(iodo-acetamide). Due to its antimitotic activity it is used as an antitumor agent e.g., in human small cell lung cancer cell lines.

REFERENCES