Caribbean Ciguatoxin-1

Ciguatoxin

Last updated at: March 29, 2024

Recommended name
Caribbean Ciguatoxin-1
Synonyms
n/a
Recommended acronym
C-CTX1
Abbreviation
Structure
Formula
C62H92O19
Exact mono-isotopic mass
1140.6233
Molfile
n/a
Alternative molfiles
n/a
SMILES
O[C@@H]1C[C@@]2([H])[C@](C[C@@](O[C@@](C=C[C@@](O[C@@](C/C=C\C[C@@](O[C@@](C[C@@](O[C@@](C[C@@](O[C@@](C[C@@](O[C@@](CC[C@](CO)(O)O3)(C)[C@]3([H])CC4)(C)[C@]4([H])O5)([H])[C@]5(C)[C@@H](O)C6)([H])[C@]6([H])O7)([H])[C@]7([H])C[C@@H](C)C8)([H])[C@]8([H])O9)([H])[C@]9(C)[C@H](O)C%10)([H])[C@]%10([H])O%11)([H])[C@]%11([H])/C=C\C%12)([H])[C@]%12([H])O%13)([H])[C@]%13([H])C%14)([H])[C@]%14([H])O2)([H])OCC1
Alternative SMILES
n/a
InChi key
WFCQOYJANLJDGJ-AWRGGPNBSA-N
Alternative InChi keys
n/a
InChi
InChI=1S/C62H92O19/c1-32-21-41-45(26-47-49(73-41)28-53(66)61(5)57(77-47)30-59(3)55(79-61)16-15-54-58(2,81-59)18-19-62(67,31-63)80-54)75-50-29-56-60(4,78-51(50)22-32)52(65)27-48-37(76-56)10-7-6-9-34-35(71-48)11-8-12-36-38(69-34)13-14-39-43(70-36)25-46-44(72-39)24-40-42(74-46)23-33(64)17-20-68-40/h6-8,11,13-14,32-57,63-67H,9-10,12,15-31H2,1-5H3/b7-6-,11-8-/t32-,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+,61+,62+/m1/s1
Alternative InChis
Spectra available
True
Chem files
chemfiles/C-CTX1.mol chemfiles/C-CTX1.cdx

References

Lewis RJ, Vervoux J-P, Brereton IM, 1998
Certified
False
Certified links
    n/a
Non certified reference material
Unknown

Chemical analysis

Research
True
Standardized
False
Validated
False
Official
n/a

Structure recognition assays

Research
True
Standardized
False
Validated
False
Official
n/a

Functional assays

Research
True
Standardized
False
Validated
False
Official
n/a

Animal assays

Research
Unknown
Standardized
Unknown
Validated
Unknown
Official
n/a

References

Estevez P, Castro D, Leao JM, Yasumoto T, Dickey R, Gago-Martinez A, 2020
Estevez P, Prieto JO, Burlingame A, Gago Martinez, 2023
Kryuchkov F, Robertson A, Miles CO, Mudge EM, Uhlig S, 2020
Abraham A, Jester ELE, Granade HR, Plakas SM, Dickey RW, 2012
Lewis RJ, Jones A, Vernoux J-P, 1999
Regulatory status
Unknown

References

, None
There is a difference in regulatory status for CTX1 in USA and EU. While EU regulation states it shiould absent, USA-regulation is only FDA guidance
Human toxic syndrome(s)
Ciguatera Poisoning
Organ system toxicity
Cardiotoxicity, Neurotoxicity, Gastro-intestinal toxicity
Risk assessment
Unknown
Molecular targets known
True
Molecular targets
Voltage dependent sodium channel (site 5)
Toxic to aquatic animals
Unknown
TEF available
Unknown

TEF References

Lewis RJ, Vernoux J-P, Brereton IM, 1998
Notes
C-CTX1 i.p LD50 in 20 g mice is 3.6 μg/kg according to Lewis et al. 1998 https://doi.org/10.1021/ja980389e
Beth Mudge
Contact
Philipp Hess
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John Ramsdell
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