CTX 3C (CHEM003348)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2014-08-29 06:50:50 UTC
Update Date2026-05-21 00:20:43 UTC
Accession NumberCHEM003348
Identification
Common NameCTX 3C
ClassSmall Molecule
DescriptionThe ciguatoxin CTX 3C is a highly lipophilic cyclic polyether ladder-shaped compound characterized by 13 ether rings, found in the dinoflagellate Gambierdiscus toxicus. It has been reported to activate voltage-gated sodium channels (1).
Contaminant Sources
  • T3DB toxins
Contaminant Type
  • Animal Toxin
  • Ether
  • Marine Toxin
  • Natural Compound
  • Organic Compound
  • PFAS
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Ciguatoxin CTX 3CKegg
Ciguatoxin 3CKegg
Ciguatoxin CTX3cMeSH
Chemical FormulaC57H82O16
Average Molecular Mass1023.251 g/mol
Monoisotopic Mass1022.560 g/mol
CAS Registry Number148471-85-6
IUPAC NameNot Available
Traditional Name(1R,3S,4Z,7R,9S,11R,13S,19R,20R,21S,23R,26S,28R,30E,33S,35R,37S,39R,41S,43R,44S,45S,46R,48S,49S,50S,51R,53S,55R,57R,59S,60S)-44,45,50,55,59-pentamethyl-2,8,12,18,22,27,34,38,42,47,52,58-dodecaoxaspiro[dodecacyclo[31.28.0.0³,²⁸.0⁷,²⁶.0⁹,²³.0¹¹,²¹.0¹³,¹⁹.0³⁵,⁵⁹.0³⁷,⁵⁷.0³⁹,⁵³.0⁴¹,⁵¹.0⁴³,⁴⁸]henhexacontane-46,2'-oxolane]-4,15,24,30-tetraene-20,49,60-triol
SMILES[H]\C1=C([H])\[C@]2([H])O[C@]3([H])C[C@]([H])(O)[C@]4(C)O[C@]5([H])C[C@]([H])(C)C[C@]6([H])O[C@@]7([H])[C@]([H])(C[C@@]6([H])O[C@@]5([H])C[C@@]4([H])O[C@@]3([H])C\C([H])=C([H])\C[C@@]2([H])O[C@@]2([H])C=C[C@@]3([H])O[C@]4([H])[C@@]([H])(C[C@]3([H])O[C@]2([H])C1)O[C@@]1([H])CC=CCO[C@]1([H])[C@@]4([H])O)O[C@]1([H])[C@@]([H])(C)[C@]([H])(C)[C@@]2(CCCO2)O[C@@]1([H])[C@@]([H])(O)[C@]7([H])C
InChI IdentifierInChI=1S/C57H82O16/c1-28-22-39-41(25-45-51(70-39)30(3)49(59)55-52(71-45)29(2)31(4)57(73-55)19-11-21-62-57)67-43-27-48-56(5,72-44(43)23-28)47(58)26-42-35(68-48)13-7-6-12-32-33(65-42)15-10-16-34-36(63-32)17-18-37-40(64-34)24-46-54(69-37)50(60)53-38(66-46)14-8-9-20-61-53/h6-10,15,17-18,28-55,58-60H,11-14,16,19-27H2,1-5H3/b7-6+,15-10-/t28-,29+,30+,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-/m1/s1
InChI KeyBFXGFCYTZARNGN-XHDDPMCTSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as ciguatera toxins. These are lipid-soluble polyether compounds consisting of 13 to 14 rings fused by ether linkages into a most rigid ladder-like structure.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCiguatera toxins
Sub ClassNot Available
Direct ParentCiguatera toxins
Alternative Parents
Substituents
  • Ciguatera toxin fragment
  • Ketal
  • Oxepane
  • Monosaccharide
  • Oxane
  • Tetrahydrofuran
  • Secondary alcohol
  • Acetal
  • Dialkyl ether
  • Ether
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxygen compound
  • Alcohol
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Actin Cytoskeleton
  • Caveolae
  • Cell junction
  • Cell surface
  • Centrosome
  • Cytoskeleton
  • Cytosol
  • Endosome
  • Extracellular
  • Late endosome
  • Membrane
  • Microtubule
  • Mitochondrion
  • Nerve Fiber
  • Peroxisome
  • Ribosome
  • Secretory vesicle
  • Tubulin
Biofluid LocationsNot Available
Tissue LocationsNot Available
Pathways
NameSMPDB LinkKEGG Link
ApoptosisNot Availablemap04210
Osteoclast differentiationNot Availablemap04380
Cell cycleNot Availablemap04110
ProteasomeNot AvailableNot Available
Metabolic PathwaysNot AvailableNot Available
Homologous recombinationNot Availablemap03440
EndocytosisNot Availablemap04144
Axon guidanceNot Availablemap04360
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0056 g/LALOGPS
logP3.32ALOGPS
logP4.49ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)12.92ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area180.68 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity265.88 m³·mol⁻¹ChemAxon
Polarizability116.21 ųChemAxon
Number of Rings13ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05fr-9000000011-79c0d59a9a429017a16cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-08g1-8204444090-f45d153f9f91d06188a0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4u-9103302020-8536d53789cb80cae2e8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00fu-9100100042-fcef912948c0307ed43eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-3902030032-dc068e78575ec9b9ae04Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00mk-4569601210-ac51fd6d3fe3fc797710Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI IDNot Available
PubChem Compound ID6442245
Kegg Compound IDC20001
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available