SM(d18:1/23:0) (CHEM040638)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-27 00:14:03 UTC
Update Date2016-11-09 01:22:18 UTC
Accession NumberCHEM040638
Identification
Common NameSM(d18:1/23:0)
ClassSmall Molecule
DescriptionA sphingomyelin 41:1 in which the N-acyl group and sphingoid base are specified as tricosanoyl and sphingosine respectively.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
C23 SphingomyelinChEBI
Milk SMChEBI
Milk sphingomyelinChEBI
N-(Tricosanoyl)-sphing-4-enine-1-phosphocholineChEBI
Sphingomyelin (milk, bovine)ChEBI
Sphingomyelin-milkChEBI
SphingomyelinMetBuilder
N-(Tricosanoyl)-1-phosphocholine-sphing-4-enineMetBuilder
Sphingomyelin(D18:1/23:0)MetBuilder
N-(Tricosanoyl)-1-phosphocholine-sphingosineMetBuilder
N-(Tricosanoyl)-1-phosphocholine-D-erythro-sphingosineMetBuilder
N-(Tricosanoyl)-1-phosphocholine-4-sphingenineMetBuilder
N-(Tricosanoyl)-1-phosphocholine-D-sphingosineMetBuilder
N-(Tricosanoyl)-1-phosphocholine-sphingenineMetBuilder
N-(Tricosanoyl)-1-phosphocholine-erythro-4-sphingenineMetBuilder
C23-SphingomyelinHMDB
N-Tricosanoyl-D-erythro-sphingosylphosphorylcholineHMDB
N-Tricosanoyl-D-erythrosphingosylphosphorylcholineHMDB
N-Tricosanoyl-D-sphingomyelinHMDB
N-TricosanoylsphingomyelinHMDB
N-Tricosanoylsphingosine-1-phosphocholineHMDB
N-TricosanoylsphingosylphosphorylcholineHMDB
SM(d18:1/23:0)HMDB
Sphingomyelin (d18:1 C23:0)HMDB
Sphingomyelin (dC18:1/C23:0)HMDB
Sphingomyelin 23:0HMDB
Tricosanoyl sphingomyelinHMDB
TricosanoylsphingomyelinHMDB
Chemical FormulaC46H93N2O6P
Average Molecular Mass801.214 g/mol
Monoisotopic Mass800.677 g/mol
CAS Registry Number475662-40-9
IUPAC Name(2-{[(2S,3R,4E)-3-hydroxy-2-tricosanamidooctadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium
Traditional Name(2-{[(2S,3R,4E)-3-hydroxy-2-tricosanamidooctadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium
SMILESCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP([O-])(=O)OCC[N+](C)(C)C)[C@H](O)\C=C\CCCCCCCCCCCCC
InChI IdentifierInChI=1S/C46H93N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-28-30-32-34-36-38-40-46(50)47-44(43-54-55(51,52)53-42-41-48(3,4)5)45(49)39-37-35-33-31-29-27-19-17-15-13-11-9-7-2/h37,39,44-45,49H,6-36,38,40-43H2,1-5H3,(H-,47,50,51,52)/b39-37+/t44-,45+/m0/s1
InChI KeySXZWBNWTCVLZJN-NMIJJABPSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phosphosphingolipids. These are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSphingolipids
Sub ClassPhosphosphingolipids
Direct ParentPhosphosphingolipids
Alternative Parents
Substituents
  • Sphingoid-1-phosphate or derivatives
  • Phosphocholine
  • Phosphoethanolamine
  • Dialkyl phosphate
  • Fatty amide
  • N-acyl-amine
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Fatty acyl
  • Alkyl phosphate
  • Tetraalkylammonium salt
  • Quaternary ammonium salt
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Carboxamide group
  • Carboxylic acid derivative
  • Organic zwitterion
  • Alcohol
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Amine
  • Organic salt
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.8e-05 g/LALOGPS
logP6.19ALOGPS
logP11.18ChemAxon
logS-7.5ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)0.012ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area107.92 ŲChemAxon
Rotatable Bond Count43ChemAxon
Refractivity246.15 m³·mol⁻¹ChemAxon
Polarizability103.53 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0000000900-ec90f68d9b9e31d0a862Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0000000900-662003835853fc3b8172Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000100000-e8cd38a1de28891716bbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-0600000090-07f55c012b4b22618c6eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ue9-0600000090-07f55c012b4b22618c6eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-0900000110-f9db80c1a8aef9c3cad9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000001190-27e9019f0c16cc434960Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00do-0000009290-6418c75144c8701d0d74Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-0000009110-09a041c59d403b73c612Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000001190-f4dbd8cf1af43e9129c8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ai0-0000009290-fad48f7eb3151941d2afSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-0000009110-2e405555526180d4a1cbSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0012105
FooDB IDFDB028770
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID34448889
ChEBI ID83880
PubChem Compound ID46891684
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15465755
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21458849