CHEBI:324935 - fumagillol

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ChEBI Name fumagillol
ChEBI ID CHEBI:324935
Definition A sesquiterpenoid with antimicrobial properties.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:48636
Supplier Information
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Formula C16H26O4
Net Charge 0
Average Mass 282.376
Monoisotopic Mass 282.18311
InChI InChI=1S/C16H26O4/c1-10(2)5-6-12-15(3,20-12)14-13(18-4)11(17)7-8-16(14)9-19-16/h5,11-14,17H,6-9H2,1-4H3/t11-,12-,13-,14-,15+,16+/m1/s1
InChIKey CEVCTNCUIVEQOY-JQOWZUPLSA-N
SMILES [C@]1([C@]2(O[C@@]2(CC=C(C)C)[H])C)([H])[C@H](OC)[C@@H](CC[C@]13CO3)O
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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ChEBI Ontology
Outgoing fumagillol (CHEBI:324935) has role antimicrobial agent (CHEBI:33281)
fumagillol (CHEBI:324935) is a secondary alcohol (CHEBI:35681)
fumagillol (CHEBI:324935) is a sesquiterpenoid (CHEBI:26658)
fumagillol (CHEBI:324935) is a spiro-epoxide (CHEBI:133131)
Incoming O-(chloroacetylcarbamoyl)fumagillol (CHEBI:90748) has functional parent fumagillol (CHEBI:324935)
fumagillin (CHEBI:48635) has functional parent fumagillol (CHEBI:324935)
IUPAC Name
(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-ol
Synonym Source
fumagillol UniProt
Registry Numbers Types Sources
108102-51-8 CAS Registry Number ChemIDplus
5340842 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
11506622 PubMed citation Europe PMC
12520508 PubMed citation Europe PMC
Last Modified
30 September 2022