Showing metabocard for Cer(d18:1/23:0) (BMDB0000950)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:39:02 UTC
Update Date2020-04-22 15:06:06 UTC
BMDB IDBMDB0000950
Secondary Accession Numbers
  • BMDB00950
Metabolite Identification
Common NameCer(d18:1/23:0)
DescriptionN-[(2S)-1,3-dihydroxyoctadec-4-en-2-yl]tricosanimidic acid belongs to the class of organic compounds known as ceramides. These are lipid molecules containing a sphingosine in which the amine group is linked to a fatty acid. Based on a literature review a significant number of articles have been published on N-[(2S)-1,3-dihydroxyoctadec-4-en-2-yl]tricosanimidic acid.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
N-[(2S)-1,3-Dihydroxyoctadec-4-en-2-yl]tricosanimidateGenerator
CeramideMetBuilder
N-(Tricosanoyl)-sphing-4-enineMetBuilder
Ceramide(D18:1/23:0)MetBuilder
N-(Tricosanoyl)-sphingosineMetBuilder
N-(Tricosanoyl)-D-erythro-sphingosineMetBuilder
N-(Tricosanoyl)-4-sphingenineMetBuilder
N-(Tricosanoyl)-D-sphingosineMetBuilder
N-(Tricosanoyl)-sphingenineMetBuilder
N-(Tricosanoyl)-erythro-4-sphingenineMetBuilder
Chemical FormulaC41H81NO3
Average Molecular Weight636.103
Monoisotopic Molecular Weight635.621645472
IUPAC NameN-[(2S,4E)-1,3-dihydroxyoctadec-4-en-2-yl]tricosanamide
Traditional NameN-[(2S,4E)-1,3-dihydroxyoctadec-4-en-2-yl]tricosanamide
CAS Registry Number67605-84-9
SMILES
CCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)C(O)\C=C\CCCCCCCCCCCCC
InChI Identifier
InChI=1S/C41H81NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-41(45)42-39(38-43)40(44)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h34,36,39-40,43-44H,3-33,35,37-38H2,1-2H3,(H,42,45)/b36-34+/t39-,40?/m0/s1
InChI KeyNAJHAHQNQCNWOP-ZEUAYCHYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as ceramides. These are lipid molecules containing a sphingosine in which the amine group is linked to a fatty acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSphingolipids
Sub ClassCeramides
Direct ParentCeramides
Alternative Parents
Substituents
  • Ceramide
  • Fatty acyl
  • N-acyl-amine
  • Fatty amide
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Carboxamide group
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Endosome
  • Intracellular membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP10.29ALOGPS
logP13.98ChemAxon
logS-7.4ALOGPS
pKa (Strongest Acidic)13.62ChemAxon
pKa (Strongest Basic)-1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area69.56 ŲChemAxon
Rotatable Bond Count37ChemAxon
Refractivity197.98 m³·mol⁻¹ChemAxon
Polarizability87.02 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014r-0022009000-1eb813bf7c97cd245fc9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fsi-1196117000-3998c4905b5b3e1f3e1aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0api-3469440000-1f6b3742a9c383808c53View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0000019000-0aa2cd2909a47b1707e2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f80-0039035000-1f98b678d9269050cd0dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0rkc-9187000000-c6e95ce9550f16bf224bView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Endosome
  • Intracellular membrane
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDNot Available
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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceGaudin, K.; Lesellier, E.; Chaminade, P.; Ferrier, D.; Baillet, A.; Tchapla, A. Retention behaviour of ceramides in sub-critical fluid chromatography in comparison with non-aqueous reversed-phase liquid chromatography. Journal of Chromatography, A (2000), 883(1+2), 211-222
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available