Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:35 UTC
Update Date2022-03-07 02:53:07 UTC
HMDB IDHMDB0031806
Secondary Accession Numbers
  • HMDB31806
Metabolite Identification
Common Name(±)-Naled
Description(±)-Naled, also known as dibrom or bromex, belongs to the class of organic compounds known as trialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly three alkyl chains. Based on a literature review very few articles have been published on (±)-Naled.
Structure
Data?1563862173
Synonyms
ValueSource
BromexChEBI
DibromChEBI
Dimethyl-1,2-dibromo-2,2-dichloroethyl phosphateChEBI
O,O-Dimethyl O-2,2-dichloro-1,2-dibromoethyl phosphateChEBI
O-(1,2-Dibromo-2,2-dichloroethyl)-O,O-dimethyl phosphateChEBI
Ortho-dibromChEBI
Phosphoric acid, 1,2-dibromo-2,2-dichloroethyl dimethyl esterChEBI
Dimethyl-1,2-dibromo-2,2-dichloroethyl phosphoric acidGenerator
O,O-Dimethyl O-2,2-dichloro-1,2-dibromoethyl phosphoric acidGenerator
O-(1,2-Dibromo-2,2-dichloroethyl)-O,O-dimethyl phosphoric acidGenerator
Phosphate, 1,2-dibromo-2,2-dichloroethyl dimethyl esterGenerator
Chemical FormulaC4H7Br2Cl2O4P
Average Molecular Weight380.784
Monoisotopic Molecular Weight377.782575932
IUPAC Name1,2-dibromo-2,2-dichloroethyl dimethyl phosphate
Traditional Namenaled
CAS Registry NumberNot Available
SMILES
COP(=O)(OC)OC(Br)C(Cl)(Cl)Br
InChI Identifier
InChI=1S/C4H7Br2Cl2O4P/c1-10-13(9,11-2)12-3(5)4(6,7)8/h3H,1-2H3
InChI KeyBUYMVQAILCEWRR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as trialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly three alkyl chains.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct ParentTrialkyl phosphates
Alternative Parents
Substituents
  • Trialkyl phosphate
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Organobromide
  • Organohalogen compound
  • Alkyl halide
  • Alkyl chloride
  • Alkyl bromide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point26 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.09 g/LALOGPS
logP2.43ALOGPS
logP2.65ChemAxon
logS-2.1ALOGPS
pKa (Strongest Basic)-9.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area44.76 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity58.25 m³·mol⁻¹ChemAxon
Polarizability23.5 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+145.77530932474
DeepCCS[M-H]-143.35830932474
DeepCCS[M-2H]-178.69430932474
DeepCCS[M+Na]+153.97830932474
AllCCS[M+H]+156.632859911
AllCCS[M+H-H2O]+154.232859911
AllCCS[M+NH4]+158.932859911
AllCCS[M+Na]+159.632859911
AllCCS[M-H]-157.932859911
AllCCS[M+Na-2H]-159.932859911
AllCCS[M+HCOO]-162.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(??)-NaledCOP(=O)(OC)OC(Br)C(Cl)(Cl)Br1916.7Standard polar33892256
(??)-NaledCOP(=O)(OC)OC(Br)C(Cl)(Cl)Br1650.8Standard non polar33892256
(??)-NaledCOP(=O)(OC)OC(Br)C(Cl)(Cl)Br1659.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (±)-Naled GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-3972000000-70a3d327896ccdec62c82017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (±)-Naled GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (±)-Naled GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-052b-6900000000-0d02b355b355580d8dac2014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Naled 10V, Positive-QTOFsplash10-004i-0009000000-7b612c1eb170bb3e820e2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Naled 20V, Positive-QTOFsplash10-004i-0009000000-0be904582f44ade40cc42016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Naled 40V, Positive-QTOFsplash10-02bg-1069000000-1b3ed8bc78e87345df772016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Naled 10V, Negative-QTOFsplash10-004i-0009000000-edaae4de24ac4d6d53682016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Naled 20V, Negative-QTOFsplash10-004i-0029000000-5bab263e3b58ef88b2a62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Naled 40V, Negative-QTOFsplash10-0297-3079000000-b30ef3e0098348f976222016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Naled 10V, Negative-QTOFsplash10-004i-0009000000-af219a700f16e9b8db7d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Naled 20V, Negative-QTOFsplash10-004i-0009000000-b5901d768035af68d1df2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Naled 40V, Negative-QTOFsplash10-004i-0009000000-b92fa398275a419f38c12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Naled 10V, Positive-QTOFsplash10-004i-0009000000-892e28635db4ed3b63ca2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Naled 20V, Positive-QTOFsplash10-004i-0109000000-7bc154523ff813cf6ce72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Naled 40V, Positive-QTOFsplash10-0a6r-1988000000-c397394fb88a80eec2322021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008480
KNApSAcK IDNot Available
Chemspider ID4267
KEGG Compound IDC18749
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNaled
METLIN IDNot Available
PubChem Compound4420
PDB IDNot Available
ChEBI ID38729
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .