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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:36 UTC
Update Date2021-09-14 14:59:30 UTC
HMDB IDHMDB0031810
Secondary Accession Numbers
  • HMDB31810
Metabolite Identification
Common NameTridemorph
DescriptionSystemic eradicant cereal fungicide Tridemorph is a fungicide. It was developed in the 1960s by the German multinational BASF who sell tridemorph under the trade name Calixin. It is used to control the fungus Erysiphe graminis in cereals, Mycosphaerella species in bananas, and Caticum solmonicolor in tea. Tridemorph is applied onto many crops across the world, but very little data on usage and production is in the public domain. In high doses it has been shown to have teratogenic effects. These effect are manifested in edemas, hemorrhages, hematomas, abnormal development of the brain (hydrocephalia), visceral cranium (micrognathia, cleft palate) and genitourinary system (hydronephrosis), in decreased size of pelvic bones, shoulder girdle, front and hind limbs, etc. (PMID 7324433
Structure
Data?1563862174
Synonyms
ValueSource
N-Tridecyl-2,6-dimethylmorpholineChEBI
2,6-Dimethyl-4-tridecylmorpholineKegg
2,6-Dimethyl-4-tridecyl-morpholineHMDB
2,6-Dimethyl-N-tridecyl-morpholineHMDB
4-Tridecyl-2,6-dimethylmorpholineHMDB
BASF 220FHMDB
CalixinHMDB
CalixineHMDB
Dimethyl-2,6 tridecyl-4 morpholineHMDB
ElbamorphHMDB
F 220 (Fungicide)HMDB
KalininHMDB
KalixinHMDB
N-Tridecyl-2,6-dimethylmorpholinHMDB
TridemorfHMDB
TridemorpheHMDB
Tridemorph, (trans)-isomerHMDB
Tridemorph, (cis)-isomerHMDB
Chemical FormulaC19H39NO
Average Molecular Weight297.5191
Monoisotopic Molecular Weight297.303164875
IUPAC Name2,6-dimethyl-4-tridecylmorpholine
Traditional Namekalinin
CAS Registry Number81412-43-3
SMILES
CCCCCCCCCCCCCN1CC(C)OC(C)C1
InChI Identifier
InChI=1S/C19H39NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-20-16-18(2)21-19(3)17-20/h18-19H,4-17H2,1-3H3
InChI KeyYTOPFCCWCSOHFV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as morpholines. These are organic compounds containing a morpholine moiety, which consists of a six-member aliphatic saturated ring with the formula C4H9NO, where the oxygen and nitrogen atoms lie at positions 1 and 4, respectively.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassOxazinanes
Sub ClassMorpholines
Direct ParentMorpholines
Alternative Parents
Substituents
  • Morpholine
  • Tertiary aliphatic amine
  • Tertiary amine
  • Oxacycle
  • Azacycle
  • Ether
  • Dialkyl ether
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00012 g/LALOGPS
logP10(6.99) g/LALOGPS
logP10(6.13) g/LChemAxon
logS10(-6.4) g/LALOGPS
pKa (Strongest Basic)8.36ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.47 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity93.18 m³·mol⁻¹ChemAxon
Polarizability40.91 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+176.18431661259
DarkChem[M-H]-177.37431661259
DeepCCS[M+H]+186.0930932474
DeepCCS[M-H]-182.80230932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
TridemorphCCCCCCCCCCCCCN1CC(C)OC(C)C12124.0Standard polar33892256
TridemorphCCCCCCCCCCCCCN1CC(C)OC(C)C12034.4Standard non polar33892256
TridemorphCCCCCCCCCCCCCN1CC(C)OC(C)C12080.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Tridemorph GC-MS (Non-derivatized) - 70eV, Positivesplash10-020r-8970000000-10ddc835f5b043e257a52017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tridemorph GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tridemorph GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tridemorph 10V, Positive-QTOFsplash10-0002-0190000000-9799a4d8461c70fcefaf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tridemorph 20V, Positive-QTOFsplash10-0002-4890000000-6a7563ffc760f54b0da52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tridemorph 40V, Positive-QTOFsplash10-06xx-9510000000-20032a1ff46485ee571d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tridemorph 10V, Negative-QTOFsplash10-0002-0090000000-afb4a1229961744221822016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tridemorph 20V, Negative-QTOFsplash10-0002-0190000000-8ce67e1903c8e68971462016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tridemorph 40V, Negative-QTOFsplash10-0a4i-9210000000-7ddceee3114005204dd52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tridemorph 10V, Positive-QTOFsplash10-0002-0090000000-3ff27e40279a314542322021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tridemorph 20V, Positive-QTOFsplash10-0002-1190000000-72908d7029f76602ff902021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tridemorph 40V, Positive-QTOFsplash10-0006-9110000000-bdc65245b716d04247202021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tridemorph 10V, Negative-QTOFsplash10-0002-0090000000-ca0fb58a7685fc0b781c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tridemorph 20V, Negative-QTOFsplash10-0002-0090000000-aecc7081991bde11bad42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tridemorph 40V, Negative-QTOFsplash10-03di-5970000000-0e0587eadcf6f9c6e9e82021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDFDB008484
KNApSAcK IDNot Available
Chemspider ID30142
KEGG Compound IDC11285
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTridemorph
METLIN IDNot Available
PubChem Compound32518
PDB IDNot Available
ChEBI ID83365
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. Shtenberg AI, Zaeva GN, Rysina TZ, Gavrilenko EV: [Teratogenic effect of the fungicide calixin]. Vopr Pitan. 1981 Nov-Dec;(6):55-61. [PubMed:7324433 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .