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Identification
YMDB IDYMDB16307
NameN-stearoylphytosphingosine
SpeciesNot Available
StrainBrewer's yeast
DescriptionNot Available
Structure
Thumb
Synonyms
  • Cer(t18:0/18:0)
  • N-(Octadecanoyl)-4-hydroxysphinganine
  • N-(Octadecanoyl)-4R-hydroxysphinganine
  • N-(Octadecanoyl)-phytoceramide
  • N-(Stearoyl)-phytoceramide
  • N-Octadecanoylphytoceramide
  • N-Octadecanoylphytosphingosine
  • N-Stearoyl-4-hydroxysphinganine
  • N-Stearoylphytoceramide
  • N-Stearoylphytosphingosine
  • PHC-b 18:0/18:0
CAS numberNot Available
WeightAverage: 583.983
Monoisotopic: 583.553959835
InChI KeyIEZRNEGTKRQRFV-LFBNJJMOSA-N
InChIInChI=1S/C36H73NO4/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-35(40)37-33(32-38)36(41)34(39)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h33-34,36,38-39,41H,3-32H2,1-2H3,(H,37,40)/t33-,34+,36-/m0/s1
IUPAC NameN-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]octadecanimidic acid
Traditional IUPAC NameN-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]octadecanimidic acid
Chemical FormulaC36H73NO4
SMILES[H][C@@](O)(CCCCCCCCCCCCCC)[C@@]([H])(O)[C@]([H])(CO)N=C(O)CCCCCCCCCCCCCCCCC
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as long-chain ceramides. These are ceramides bearing a long chain fatty acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSphingolipids
Sub ClassCeramides
Direct ParentLong-chain ceramides
Alternative Parents
Substituents
  • Long-chain ceramide
  • N-acyl-4-hydroxysphinganine
  • Fatty amide
  • Fatty acyl
  • N-acyl-amine
  • 1,2-diol
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Carboxylic acid derivative
  • Polyol
  • Organonitrogen compound
  • Primary alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organic nitrogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.00012 g/LALOGPS
logP9.24ALOGPS
logP11.71ChemAxon
logS-6.7ALOGPS
pKa (Strongest Acidic)6.09ChemAxon
pKa (Strongest Basic)3.03ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area93.28 ŲChemAxon
Rotatable Bond Count33ChemAxon
Refractivity175.9 m³·mol⁻¹ChemAxon
Polarizability79.87 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic PropertiesNot Available
SMPDB Pathways
Biosynthesis of unsaturated fatty acids (stearoyl)PW002435 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG PathwaysNot Available
SMPDB Reactions
stearoyl-CoA + PhytosphingosineCoenzyme A + hydron + N-stearoylphytosphingosine
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID67035
HMDB IDNot Available
Pubchem Compound ID9898642
Kegg IDNot Available
ChemSpider ID8074300
FOODB IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available