loading...| Preferred Name |
fumagillin |
|
| Synonyms |
Fumagillin (2E,4E,6E,8E)-10-({(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]oct-6-yl}oxy)-10-oxodeca-2,4,6,8-tetraenoic acid Fugillin fumagilina Fumidil fumagilline 2,4,6,8-decatetraenedioic acid, 4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro(2,5)oct-6-yl ester fumagillinum |
|
| Definitions |
A meroterpenoid resulting from the formal condensation of the hydroxy group of fumagillol with the carboxylic acid group of (all-E)-deca-2,4,6,8-tetraenedioic acid. Originally isolated from the fungus Aspergillus fumigatus, it is used for the control of Nosema infection in honey bees. |
|
| ID |
http://purl.obolibrary.org/obo/CHEBI_48635 |
|
| charge |
0 |
|
| database_cross_reference |
PMID:15723631 CAS:23110-15-8 PMID:23121865 Drug_Central:3253 Wikipedia:Fumagillin PMID:14514693 LIPID_MAPS_instance:LMPR0103060003 KEGG:C09668 Reaxys:5360220 KNApSAcK:C00003133 PMID:23488861 PMID:14809278 Patent:US2652356 Patent:US2803586 Beilstein:5360220 PMID:23505365 DrugBank:DB02640 |
|
| definition |
A meroterpenoid resulting from the formal condensation of the hydroxy group of fumagillol with the carboxylic acid group of (all-E)-deca-2,4,6,8-tetraenedioic acid. Originally isolated from the fungus Aspergillus fumigatus, it is used for the control of Nosema infection in honey bees. |
|
| formula |
C26H34O7 |
|
| has functional parent | ||
| has role |
http://purl.obolibrary.org/obo/CHEBI_35820 http://purl.obolibrary.org/obo/CHEBI_33281 http://purl.obolibrary.org/obo/CHEBI_76946 http://purl.obolibrary.org/obo/CHEBI_36047 |
|
| has_alternative_id |
CHEBI:48534 CHEBI:5189 |
|
| has_exact_synonym |
Fumagillin (2E,4E,6E,8E)-10-({(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]oct-6-yl}oxy)-10-oxodeca-2,4,6,8-tetraenoic acid |
|
| has_obo_namespace |
chebi_ontology |
|
| has_related_synonym |
Fugillin fumagilina Fumidil fumagilline 2,4,6,8-decatetraenedioic acid, 4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro(2,5)oct-6-yl ester fumagillinum |
|
| id |
CHEBI:48635 |
|
| in_subset | ||
| inchi |
InChI=1S/C26H34O7/c1-18(2)13-14-20-25(3,33-20)24-23(30-4)19(15-16-26(24)17-31-26)32-22(29)12-10-8-6-5-7-9-11-21(27)28/h5-13,19-20,23-24H,14-17H2,1-4H3,(H,27,28)/b7-5+,8-6+,11-9+,12-10+/t19-,20-,23-,24-,25+,26+/m1/s1 |
|
| inchikey |
NGGMYCMLYOUNGM-CSDLUJIJSA-N |
|
| label |
fumagillin |
|
| mass |
458.545 |
|
| monoisotopicmass |
458.23045 |
|
| notation |
CHEBI:48635 |
|
| prefLabel |
fumagillin |
|
| smiles |
[C@]1([C@]2(O[C@@]2(CC=C(C)C)[H])C)([H])[C@H](OC)[C@@H](CC[C@]13CO3)OC(/C=C/C=C/C=C/C=C/C(=O)O)=O |
|
| treeView |
http://purl.obolibrary.org/obo/CHEBI_133131 http://purl.obolibrary.org/obo/CHEBI_33308 http://purl.obolibrary.org/obo/CHEBI_36244 http://purl.obolibrary.org/obo/CHEBI_25807 |
|
| subClassOf |
http://purl.obolibrary.org/obo/CHEBI_133131 http://purl.obolibrary.org/obo/CHEBI_33308 http://purl.obolibrary.org/obo/CHEBI_36244 http://purl.obolibrary.org/obo/CHEBI_25807 |