Showing metabocard for Cer(d18:0/22:1(13Z)) (BMDB0011766)

IdentificationTaxonomyPhysical propertiesSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:24:16 UTC
Update Date2020-06-04 19:28:51 UTC
MCDB ID BMDB0011766
Secondary Accession Numbers
  • BMDB11766
Metabolite Identification
Common NameCer(d18:0/22:1(13Z))
DescriptionCer(D18:0/22:1(13Z)), also known as ceramide, 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. Cer(D18:0/22:1(13Z)) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(13Z)-N-[(2S)-1,3-Dihydroxyoctadecan-2-yl]docos-13-enimidateGenerator
CeramideMetBuilder
N-(13Z-Docosenoyl)-sphinganineMetBuilder
Ceramide(D18:0/22:1(13Z))MetBuilder
N-(13Z-Docosenoyl)-dihydrosphingosineMetBuilder
N-(13Z-Docosenoyl)-D-erythro-sphinganineMetBuilder
Chemical FormulaC40H79NO3
Average Molecular Weight622.076
Monoisotopic Molecular Weight621.605995408
IUPAC Name(13Z)-N-[(2S)-1,3-dihydroxyoctadecan-2-yl]docos-13-enamide
Traditional Name(13Z)-N-[(2S)-1,3-dihydroxyoctadecan-2-yl]docos-13-enamide
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCCC(O)[C@H](CO)NC(=O)CCCCCCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C40H79NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-40(44)41-38(37-42)39(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h17-18,38-39,42-43H,3-16,19-37H2,1-2H3,(H,41,44)/b18-17-/t38-,39?/m0/s1
InChI KeyAOHMXFJFQLUIJL-GTWPDLNHSA-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
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP10.24ALOGPS
logP13.38ChemAxon
logS-7.4ALOGPS
pKa (Strongest Acidic)13.83ChemAxon
pKa (Strongest Basic)-1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area69.56 ŲChemAxon
Rotatable Bond Count36ChemAxon
Refractivity193.54 m³·mol⁻¹ChemAxon
Polarizability84.74 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uk9-0032029000-221cce0ac695b12965da2019-02-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f89-1193033000-610449948d09169dc5552019-02-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-2392220000-872505319a08f168cac62019-02-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0001039000-58cde1aa7872223da4f82019-02-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00e9-0049063000-5db41854d7c227763bb12019-02-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-07if-8196000000-a63d569c91182f4b351e2019-02-23View Spectrum
Concentrations
StatusValueReferenceDetails
Detected and Quantified0.125 +/- 0.003 uM details
Detected and Quantified0.227 +/- 0.004 uM details
Detected and Quantified0.35 +/- 0.01 uM details
Detected and Quantified0.45 +/- 0.01 uM details
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB 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 ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.