CHEBI:70748 - ciguatoxin ABCDE ring fragment

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ChEBI Name ciguatoxin ABCDE ring fragment
ChEBI ID CHEBI:70748
Definition A polycyclic ether comprising a linear sequence of five trans-fused oxacycles (three oxepines and two pyrans) which corresponds to the ABCDE ring fragment of ciguatoxin CTX1B.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H36O9
Net Charge 0
Average Mass 504.56930
Monoisotopic Mass 504.23593
InChI InChI=1S/C27H36O9/c1-2-4-18-17(30)9-10-19-20(33-18)11-12-21-23(34-19)13-24-27(36-21)25(31)26-22(35-24)6-3-5-16(32-26)8-7-15(29)14-28/h2-3,5,7-12,15-31H,1,4,6,13-14H2/b8-7+/t15-,16+,17-,18+,19+,20-,21+,22-,23-,24+,25+,26-,27+/m0/s1
InChIKey RXQHGRDQAGUJLF-NISFGDLFSA-N
SMILES [H][C@]1(O)C=C[C@@]2([H])O[C@@]3([H])C[C@@]4([H])O[C@@]5([H])CC=C[C@@]([H])(O[C@]5([H])[C@@H](O)[C@]4([H])O[C@]3([H])C=C[C@]2([H])O[C@]1([H])CC=C)\C=C\[C@H](O)CO
Roles Classification
Biological Role(s): epitope
The biological role played by a material entity when bound by a receptor of the adaptive immune system. Specific site on an antigen to which an antibody binds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ciguatoxin ABCDE ring fragment (CHEBI:70748) has role epitope (CHEBI:53000)
ciguatoxin ABCDE ring fragment (CHEBI:70748) is a organic heteropentacyclic compound (CHEBI:38164)
ciguatoxin ABCDE ring fragment (CHEBI:70748) is a polycyclic ether (CHEBI:36468)
IUPAC Name
(2R,3S,5aR,6aS,7aR,8aS,12R,13aR,14R,14aS,15aR,17aS)-12-[(1E,3S)-3,4-dihydroxybut-1-en-1-yl]-2-(prop-2-en-1-yl)-2,3,5a,6a,7,7a,8a,9,12,13a,14,14a,15a,17a-tetradecahydrooxepino[3,2-b]oxepino[2'',3'':5',6']pyrano[2',3':5,6]pyrano[2,3-f]oxepine-3,14-diol
Citation Waiting for Citations Type Source
22575284 PubMed citation Europe PMC
Last Modified
24 October 2012