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CHEBI:68281 - ciguatoxin CTX4B

ChEBI IDCHEBI:68281
ChEBI Nameciguatoxin CTX4B
Stars
DefinitionA ciguatoxin comprising a sequence of twelve trans-fused six-, seven-, eight- and nine-membered oxacycles and a spiro-fused tetrahydrofuran substituted by a (1E)-buta-1,3-dien-1-yl side chain. It is isolated from Gambierdiscus toxicus.
Last Modified12 July 2016
DownloadsMolfile
FormulaC60H84O16
Net Charge0
Average Mass1061.316
Monoisotopic Mass1060.57594
SMILES[H][C@@]12C=C[C@]3([H])O[C@]4([H])C[C@@H](O)[C@]5(C)O[C@]6([H])C[C@H](C)C[C@]7([H])O[C@]8([H])[C@@H](C)[C@H](O)[C@]9([H])O[C@]%10(CCCO%10)[C@@H](C)[C@H](C)[C@@]9([H])O[C@@]8([H])C[C@@]7([H])O[C@@]6([H])C[C@@]5([H])O[C@@]4([H])C/C=C\C[C@@]3([H])O[C@@]1([H])C=C[C@@]1([H])O[C@@]3([H])[C@H](O)[C@@]4([H])O[C@@H](/C=C/C=C)C=CC[C@]4([H])O[C@]3([H])C[C@]1([H])O2
InChIInChI=1S/C60H84O16/c1-7-8-13-34-14-11-17-41-56(65-34)53(63)57-49(69-41)26-43-40(72-57)21-20-38-39(67-43)19-18-37-35(66-38)15-9-10-16-36-45(68-37)28-50(61)59(6)51(71-36)29-46-47(75-59)25-30(2)24-42-44(70-46)27-48-54(73-42)32(4)52(62)58-55(74-48)31(3)33(5)60(76-58)22-12-23-64-60/h7-11,13-14,18-21,30-58,61-63H,1,12,15-17,22-29H2,2-6H3/b10-9-,13-8+/t30-,31+,32+,33+,34+,35-,36+,37+,38+,39-,40-,41+,42+,43+,44-,45-,46+,47-,48+,49-,50-,51-,52+,53-,54-,55-,56+,57-,58+,59+,60-/m1/s1
InChIKeyQFYRPKKCVYDHFZ-OAOKCRGNSA-N
Species of MetaboliteComponentSourceComments
Gambierdiscus toxicus (ncbitaxon:373098) - PubMed (21250701) Organism is an epiphytic dinoflagellate
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.
toxin  Poisonous substance produced by a biological organism such as a microbe, animal or plant.
ChEBI Ontology
Outgoing Relation(s)
ciguatoxin CTX4B (CHEBI:68281) has role metabolite (CHEBI:25212)
ciguatoxin CTX4B (CHEBI:68281) is a ciguatoxin (CHEBI:61275)
IUPAC Name 
(2R,2'R,3a'S,4a'R,5'S,6'S,6a'S,9'S,10'S,10a'R,11a'S,12a'R,13a'S,14a'R,15a'S,17'Z,19a'R,20a'S,22a'R,23a'S,24'R,24a'R,26'R,29a'S,30a'R,31a'S,32a'R,34a'S,35a'R,37'R,37a'S,38a'R)-26'-[(1E)-buta-1,3-dien-1-yl]-2',5',9',10',37a'-pentamethyl-1',3',3a',4,4a',5,5',6',6a',9',10',10a',11a',12',12a',13a',14',14a',15a',16',19',19a',20a',22a',23a',24',24a',26',29',29a',30a',31',31a',32a',34a',35a',36',37',37a',38a'-tetracontahydro-2'H,3H-spiro[furan-2,8'-oxepino[2'''',3'''':5''',6''']pyrano[2''',3''':5'',6'']pyrano[2'',3'':6',7']oxepino[2',3':6,7]oxepino[3,2-b]pyrano[2''''',3''''':6'''',7'''']oxepino[2'''',3'''':5''',6''']pyrano[2''',3''':7'',8'']oxocino[2'',3'':5',6']pyrano[2',3':6,7]oxepino[2,3-h]oxonine]-6',24',37'-triol
Synonym  Source
gambiertoxin-4bChEBI
Manual XrefsDatabases
10366292ChemSpider
C16852KEGG COMPOUND
Registry NumbersSources
Reaxys:22193620Reaxys
CAS:123676-76-6KEGG COMPOUND
Citations