CHEBI:59526 - (4Z)-2,8:7,12:11,15:14,18:17,22-pentaanhydro-4,5,6,9,10,13,19,20,21-nonadeoxy-L-arabino-L-allo-L-allo-docosa-4,9,20-trienitol

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ChEBI Name (4Z)-2,8:7,12:11,15:14,18:17,22-pentaanhydro-4,5,6,9,10,13,19,20,21-nonadeoxy-L-arabino-L-allo-L-allo-docosa-4,9,20-trienitol
ChEBI ID CHEBI:59526
ChEBI ASCII Name (4Z)-2,8:7,12:11,15:14,18:17,22-pentaanhydro-4,5,6,9,10,13,19,20,21-nonadeoxy-L-arabino-L-allo-L-allo-docosa-4,9,20-trienitol
Definition A trans-fused organic heteropentacyclic compound consisting of an oxacyclooctene, an oxepane, two pyrans and a further oxepane ring fused in a linear sequence.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:61262
Supplier Information
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Formula C22H30O8
Net Charge 0
Average Mass 422.46880
Monoisotopic Mass 422.19407
InChI InChI=1S/C22H30O8/c23-11-19-12(24)4-3-6-13-14(28-19)7-8-15-17(27-13)10-18-22(30-15)20(25)21-16(29-18)5-1-2-9-26-21/h1-4,7-8,12-25H,5-6,9-11H2/b4-3-/t12-,13+,14-,15+,16-,17-,18+,19+,20+,21-,22+/m0/s1
InChIKey VDRIXSJOPKVWKM-HXGIDPQASA-N
SMILES [H][C@@]12C\C=C/[C@H](O)[C@@H](CO)O[C@@]1([H])C=C[C@@]1([H])O[C@@]3([H])[C@H](O)[C@@]4([H])OCC=CC[C@]4([H])O[C@]3([H])C[C@]1([H])O2
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.
(via (4Z)-2,8:7,12:11,15:14,18:17,22-pentaanhydro-4,5,6,9,10,13,19,20,21-nonadeoxy-L-arabino-L-allo-L-allo-docosa-4,9,20-trienitol )
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ChEBI Ontology
Outgoing (4Z)-2,8:7,12:11,15:14,18:17,22-pentaanhydro-4,5,6,9,10,13,19,20,21-nonadeoxy-L-arabino-L-allo-L-allo-docosa-4,9,20-trienitol (CHEBI:59526) has role epitope (CHEBI:53000)
(4Z)-2,8:7,12:11,15:14,18:17,22-pentaanhydro-4,5,6,9,10,13,19,20,21-nonadeoxy-L-arabino-L-allo-L-allo-docosa-4,9,20-trienitol (CHEBI:59526) is a organic heteropentacyclic compound (CHEBI:38164)
(4Z)-2,8:7,12:11,15:14,18:17,22-pentaanhydro-4,5,6,9,10,13,19,20,21-nonadeoxy-L-arabino-L-allo-L-allo-docosa-4,9,20-trienitol (CHEBI:59526) is a polycyclic ether (CHEBI:36468)
IUPAC Name
(4Z)-2,8:7,12:11,15:14,18:17,22-pentaanhydro-4,5,6,9,10,13,19,20,21-nonadeoxy-L-arabino-L-allo-L-allo-docosa-4,9,20-trienitol
Manual Xrefs Databases
2Z92 PDB
ENE PDBeChem
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Registry Numbers Types Sources
9446412 Reaxys Registry Number Reaxys
9446412 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
12812503 PubMed citation Europe PMC
18463096 PubMed citation Europe PMC
19523973 PubMed citation Europe PMC
Last Modified
19 December 2016
General Comment
2011-02-08 Corresponds to the ABCDE ring fragment of marine ciguatoxins.