Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2018-06-07 00:53:47 UTC
Update Date2022-03-07 03:18:15 UTC
HMDB IDHMDB0240270
Secondary Accession NumbersNone
Metabolite Identification
Common NameFerrioxamine B
DescriptionFerrioxamine b belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Ferrioxamine b is considered to be a practically insoluble (in water) and relatively neutral molecule. Ferrioxamine b exists in all living organisms, ranging from bacteria to humans.
Structure
Data?1563892740
Synonyms
ValueSource
FerrioxamineKegg
Desferal-iron(III)Kegg
Ferrioxamine b, monomethanesulfonate saltHMDB
Ferrioxamine b mesylateHMDB
Ferrioxamine b, 55fe-labeledHMDB
FerroxamineHMDB
Chemical FormulaC25H45FeN6O8
Average Molecular Weight613.505
Monoisotopic Molecular Weight613.264829579
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O2
InChI Identifier
InChI=1S/C25H45N6O8.Fe/c1-21(32)29(37)18-9-3-6-16-27-22(33)12-14-25(36)31(39)20-10-4-7-17-28-23(34)11-13-24(35)30(38)19-8-2-5-15-26;/h2-20,26H2,1H3,(H,27,33)(H,28,34);/q-3;+3
InChI KeySRMBQCVUAVULDJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty amides
Direct ParentN-acyl amines
Alternative Parents
Substituents
  • N-acyl-amine
  • Acetamide
  • Amino acid or derivatives
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Organic transition metal salt
  • Organic salt
  • Organic zwitterion
  • Organic oxide
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
DispositionNot Available
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP1.17ALOGPS
logS-3.2ALOGPS
pKa (Strongest Acidic)13.79ChemAxon
pKa (Strongest Basic)9.61ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area224.05 ŲChemAxon
Polarizability61.65 ųChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+232.38831661259
AllCCS[M-H]-234.37231661259
AllCCS[M+H]+232.432859911
AllCCS[M+H-H2O]+231.432859911
AllCCS[M+NH4]+233.332859911
AllCCS[M+Na]+233.532859911
AllCCS[M-H]-234.432859911
AllCCS[M+Na-2H]-236.032859911
AllCCS[M+HCOO]-237.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ferrioxamine BCC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O24479.2Standard polar33892256
Ferrioxamine BCC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O24949.6Standard non polar33892256
Ferrioxamine BCC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O24765.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ferrioxamine B,1TMS,isomer #1CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN[Si](C)(C)C)O[Fe](O1)O24958.3Semi standard non polar33892256
Ferrioxamine B,1TMS,isomer #1CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN[Si](C)(C)C)O[Fe](O1)O24579.3Standard non polar33892256
Ferrioxamine B,1TMS,isomer #1CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN[Si](C)(C)C)O[Fe](O1)O28193.1Standard polar33892256
Ferrioxamine B,1TMS,isomer #2CC(=O)N1CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O24827.6Semi standard non polar33892256
Ferrioxamine B,1TMS,isomer #2CC(=O)N1CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O24509.9Standard non polar33892256
Ferrioxamine B,1TMS,isomer #2CC(=O)N1CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O28131.4Standard polar33892256
Ferrioxamine B,1TMS,isomer #3CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O24836.8Semi standard non polar33892256
Ferrioxamine B,1TMS,isomer #3CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O24511.1Standard non polar33892256
Ferrioxamine B,1TMS,isomer #3CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O28127.6Standard polar33892256
Ferrioxamine B,2TMS,isomer #1CC(=O)N1CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN[Si](C)(C)C)O[Fe](O1)O24894.4Semi standard non polar33892256
Ferrioxamine B,2TMS,isomer #1CC(=O)N1CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN[Si](C)(C)C)O[Fe](O1)O24610.9Standard non polar33892256
Ferrioxamine B,2TMS,isomer #1CC(=O)N1CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN[Si](C)(C)C)O[Fe](O1)O27815.5Standard polar33892256
Ferrioxamine B,2TMS,isomer #2CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N(CCCCCN[Si](C)(C)C)O[Fe](O1)O24902.8Semi standard non polar33892256
Ferrioxamine B,2TMS,isomer #2CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N(CCCCCN[Si](C)(C)C)O[Fe](O1)O24611.2Standard non polar33892256
Ferrioxamine B,2TMS,isomer #2CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N(CCCCCN[Si](C)(C)C)O[Fe](O1)O27807.0Standard polar33892256
Ferrioxamine B,2TMS,isomer #3CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN([Si](C)(C)C)[Si](C)(C)C)O[Fe](O1)O25014.6Semi standard non polar33892256
Ferrioxamine B,2TMS,isomer #3CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN([Si](C)(C)C)[Si](C)(C)C)O[Fe](O1)O24669.4Standard non polar33892256
Ferrioxamine B,2TMS,isomer #3CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN([Si](C)(C)C)[Si](C)(C)C)O[Fe](O1)O28025.2Standard polar33892256
Ferrioxamine B,2TMS,isomer #4CC(=O)N1CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N2CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O24728.2Semi standard non polar33892256
Ferrioxamine B,2TMS,isomer #4CC(=O)N1CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N2CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O24533.6Standard non polar33892256
Ferrioxamine B,2TMS,isomer #4CC(=O)N1CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N2CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O27875.2Standard polar33892256
Ferrioxamine B,3TMS,isomer #1CC(=O)N1CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N2CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N(CCCCCN[Si](C)(C)C)O[Fe](O1)O24804.4Semi standard non polar33892256
Ferrioxamine B,3TMS,isomer #1CC(=O)N1CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N2CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N(CCCCCN[Si](C)(C)C)O[Fe](O1)O24636.4Standard non polar33892256
Ferrioxamine B,3TMS,isomer #1CC(=O)N1CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N2CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N(CCCCCN[Si](C)(C)C)O[Fe](O1)O27386.6Standard polar33892256
Ferrioxamine B,3TMS,isomer #2CC(=O)N1CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN([Si](C)(C)C)[Si](C)(C)C)O[Fe](O1)O24938.7Semi standard non polar33892256
Ferrioxamine B,3TMS,isomer #2CC(=O)N1CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN([Si](C)(C)C)[Si](C)(C)C)O[Fe](O1)O24693.7Standard non polar33892256
Ferrioxamine B,3TMS,isomer #2CC(=O)N1CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN([Si](C)(C)C)[Si](C)(C)C)O[Fe](O1)O27658.4Standard polar33892256
Ferrioxamine B,3TMS,isomer #3CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N(CCCCCN([Si](C)(C)C)[Si](C)(C)C)O[Fe](O1)O24944.8Semi standard non polar33892256
Ferrioxamine B,3TMS,isomer #3CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N(CCCCCN([Si](C)(C)C)[Si](C)(C)C)O[Fe](O1)O24694.1Standard non polar33892256
Ferrioxamine B,3TMS,isomer #3CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCN([Si](C)(C)C)C(=O)CCC(=O)N(CCCCCN([Si](C)(C)C)[Si](C)(C)C)O[Fe](O1)O27647.9Standard polar33892256
Ferrioxamine B,1TBDMS,isomer #1CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN[Si](C)(C)C(C)(C)C)O[Fe](O1)O25205.8Semi standard non polar33892256
Ferrioxamine B,1TBDMS,isomer #1CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN[Si](C)(C)C(C)(C)C)O[Fe](O1)O24761.5Standard non polar33892256
Ferrioxamine B,1TBDMS,isomer #1CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN[Si](C)(C)C(C)(C)C)O[Fe](O1)O28108.3Standard polar33892256
Ferrioxamine B,1TBDMS,isomer #2CC(=O)N1CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O25024.5Semi standard non polar33892256
Ferrioxamine B,1TBDMS,isomer #2CC(=O)N1CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O24674.6Standard non polar33892256
Ferrioxamine B,1TBDMS,isomer #2CC(=O)N1CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O28111.9Standard polar33892256
Ferrioxamine B,1TBDMS,isomer #3CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O25029.2Semi standard non polar33892256
Ferrioxamine B,1TBDMS,isomer #3CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O24676.9Standard non polar33892256
Ferrioxamine B,1TBDMS,isomer #3CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O28106.7Standard polar33892256
Ferrioxamine B,2TBDMS,isomer #1CC(=O)N1CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN[Si](C)(C)C(C)(C)C)O[Fe](O1)O25332.6Semi standard non polar33892256
Ferrioxamine B,2TBDMS,isomer #1CC(=O)N1CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN[Si](C)(C)C(C)(C)C)O[Fe](O1)O24945.9Standard non polar33892256
Ferrioxamine B,2TBDMS,isomer #1CC(=O)N1CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN[Si](C)(C)C(C)(C)C)O[Fe](O1)O27765.8Standard polar33892256
Ferrioxamine B,2TBDMS,isomer #2CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N(CCCCCN[Si](C)(C)C(C)(C)C)O[Fe](O1)O25339.1Semi standard non polar33892256
Ferrioxamine B,2TBDMS,isomer #2CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N(CCCCCN[Si](C)(C)C(C)(C)C)O[Fe](O1)O24946.2Standard non polar33892256
Ferrioxamine B,2TBDMS,isomer #2CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N(CCCCCN[Si](C)(C)C(C)(C)C)O[Fe](O1)O27754.0Standard polar33892256
Ferrioxamine B,2TBDMS,isomer #3CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Fe](O1)O25385.2Semi standard non polar33892256
Ferrioxamine B,2TBDMS,isomer #3CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Fe](O1)O25034.0Standard non polar33892256
Ferrioxamine B,2TBDMS,isomer #3CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Fe](O1)O27973.8Standard polar33892256
Ferrioxamine B,2TBDMS,isomer #4CC(=O)N1CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N2CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O25178.2Semi standard non polar33892256
Ferrioxamine B,2TBDMS,isomer #4CC(=O)N1CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N2CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O24846.0Standard non polar33892256
Ferrioxamine B,2TBDMS,isomer #4CC(=O)N1CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N2CCCCCN([Si](C)(C)C(C)(C)C)C(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O27795.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ferrioxamine B GC-MS (TMS_2_1) - 70eV, PositiveNot Available2022-08-08Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)Not Available2022-08-06Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ferrioxamine B 10V, Positive-QTOFsplash10-03di-1000039000-9a08c3b4b0475f3f94e22019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ferrioxamine B 20V, Positive-QTOFsplash10-01vt-4000093000-dd4ce26cefdff59b662c2019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ferrioxamine B 40V, Positive-QTOFsplash10-052f-9000010000-2d474c6ddd3d5c60c8282019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ferrioxamine B 10V, Negative-QTOFsplash10-03di-0000079000-325f8d68e881dcb024ba2019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ferrioxamine B 20V, Negative-QTOFsplash10-03ml-2000193000-5800de7b99b53db703632019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ferrioxamine B 40V, Negative-QTOFsplash10-00c3-9000020000-2818bb4ba0d3340358f32019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ferrioxamine B 10V, Positive-QTOFsplash10-03di-0000009000-34750a966fc7ffa1d3172021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ferrioxamine B 20V, Positive-QTOFsplash10-03di-0000049000-41c4f7c4441992019cbb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ferrioxamine B 40V, Positive-QTOFsplash10-000i-9000210000-5f3368935bd4002c2fbc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ferrioxamine B 10V, Negative-QTOFsplash10-03di-0000009000-b65844bf60c019ab85012021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ferrioxamine B 20V, Negative-QTOFsplash10-03di-0000049000-c87bb077de569c16f0352021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ferrioxamine B 40V, Negative-QTOFsplash10-0006-3000191000-168b539d791fa80c7d412021-09-22Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDNot Available
KNApSAcK IDNot Available
Chemspider ID110391
KEGG Compound IDC07597
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound123851
PDB ID0UE
ChEBI IDNot Available
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 ReferencesNot Available