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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-03-23 06:25:48 UTC
Update Date2022-03-07 03:18:00 UTC
HMDB IDHMDB0062807
Secondary Accession Numbers
  • HMDB62807
Metabolite Identification
Common NameSphingosine(1+)
Descriptionsphingosine(1+), also known as sphing-4-enine, belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. sphingosine(1+) is a very strong basic compound (based on its pKa). The cationic sphingoid resulting from the protonation of the amino group of sphingosine.
Structure
Data?1563866363
Synonyms
ValueSource
Sphing-4-enineChEBI
Chemical FormulaC18H38NO2
Average Molecular Weight300.506
Monoisotopic Molecular Weight300.289705888
IUPAC Name(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-aminium
Traditional Namesphingosine(1+)
CAS Registry NumberNot Available
SMILES
[H]\C(CCCCCCCCCCCCC)=C(\[H])[C@@]([H])(O)[C@@]([H])([NH3+])CO
InChI Identifier
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/p+1/b15-14+/t17-,18+/m0/s1
InChI KeyWWUZIQQURGPMPG-KRWOKUGFSA-O
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct Parent1,2-aminoalcohols
Alternative Parents
Substituents
  • Secondary alcohol
  • 1,2-aminoalcohol
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Primary alcohol
  • Organooxygen compound
  • Primary aliphatic amine
  • Alcohol
  • Organic cation
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.00043 g/lALOGPS
LogP2.60ALOGPS
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP2.6ALOGPS
logP4.57ChemAxon
logS-5.9ALOGPS
pKa (Strongest Acidic)14.12ChemAxon
pKa (Strongest Basic)9.23ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area68.1 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity103.18 m³·mol⁻¹ChemAxon
Polarizability39.89 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]+179.65130932474
DeepCCS[M-H]-176.39130932474
DeepCCS[M-2H]-211.46930932474
DeepCCS[M+Na]+187.63530932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Sphingosine(1+)[H]\C(CCCCCCCCCCCCC)=C(\[H])[C@@]([H])(O)[C@@]([H])([NH3+])CO3270.9Standard polar33892256
Sphingosine(1+)[H]\C(CCCCCCCCCCCCC)=C(\[H])[C@@]([H])(O)[C@@]([H])([NH3+])CO2260.6Standard non polar33892256
Sphingosine(1+)[H]\C(CCCCCCCCCCCCC)=C(\[H])[C@@]([H])(O)[C@@]([H])([NH3+])CO2359.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Sphingosine(1+),1TMS,isomer #1CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C)[C@@H]([NH3+])CO2401.4Semi standard non polar33892256
Sphingosine(1+),1TMS,isomer #2CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H]([NH3+])CO[Si](C)(C)C2375.6Semi standard non polar33892256
Sphingosine(1+),2TMS,isomer #1CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C)[C@@H]([NH3+])CO[Si](C)(C)C2452.6Semi standard non polar33892256
Sphingosine(1+),1TBDMS,isomer #1CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]([NH3+])CO2618.7Semi standard non polar33892256
Sphingosine(1+),1TBDMS,isomer #2CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H]([NH3+])CO[Si](C)(C)C(C)(C)C2604.8Semi standard non polar33892256
Sphingosine(1+),2TBDMS,isomer #1CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]([NH3+])CO[Si](C)(C)C(C)(C)C2918.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Sphingosine(1+) GC-MS (Non-derivatized) - 70eV, Positivesplash10-08fr-9170000000-e75ff6eb51ad3a07bc2a2017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sphingosine(1+) GC-MS (2 TMS) - 70eV, Positivesplash10-0019-9505100000-51dffc885230ed9353b82017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sphingosine(1+) GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sphingosine(1+) 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 - Sphingosine(1+) 10V, Positive-QTOFsplash10-0gx0-4194000000-c40fa36c143cdb4ca47c2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sphingosine(1+) 20V, Positive-QTOFsplash10-03ea-6491000000-c3d1769ec8b1313d1deb2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sphingosine(1+) 40V, Positive-QTOFsplash10-03dl-9200000000-b931c6305c5460eae01b2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sphingosine(1+) 10V, Positive-QTOFsplash10-001i-1091000000-ac1b3aaaf002b8e3611f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sphingosine(1+) 20V, Positive-QTOFsplash10-03l0-3090000000-914bb16ab25389323f952021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sphingosine(1+) 40V, Positive-QTOFsplash10-0btc-9000000000-711ab977cdf9980c7d802021-09-23Wishart 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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound46878424
PDB IDNot Available
ChEBI ID57756
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