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Showing metabocard for Cer(d18:0/20:4) (HMDB0240729)

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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2020-11-01 18:42:06 UTC
Update Date2020-11-09 23:31:30 UTC
HMDB IDHMDB0240729
Secondary Accession NumbersNone
Metabolite Identification
Common NameCer(d18:0/20:4)
DescriptionN-arachidonoylsphinganine, also known as cer(D18:0/20:4N-6) or dhcer C20:4(N-6), belongs to the class of organic compounds known as long-chain ceramides. These are ceramides bearing a long chain fatty acid. N-arachidonoylsphinganine is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Cer(D18:0/20:4N-6)ChEBI
DHCer C20:4(N-6)ChEBI
N-(5Z,8Z,11Z,14Z-Eicosatetraenoyl)-sphinganineChEBI
N-(5Z,8Z,11Z,14Z-Eicosatetraenoyl)dihydrosphingosineChEBI
N-(5Z,8Z,11Z,14Z-Icosatetraenoyl)dihydrosphingosineChEBI
N-(5Z,8Z,11Z,14Z-Icosatetraenoyl)sphinganineChEBI
N-ArachidonoyldihydrosphingosineChEBI
Chemical FormulaC38H69NO3
Average Molecular Weight587.974
Monoisotopic Molecular Weight587.527745086
IUPAC Name(5Z,8Z,11Z,14Z)-N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]icosa-5,8,11,14-tetraenamide
Traditional Name(5Z,8Z,11Z,14Z)-N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]icosa-5,8,11,14-tetraenamide
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
InChI Identifier
InChI=1S/C38H69NO3/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-38(42)39-36(35-40)37(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h11,13,17-18,20,22,26,28,36-37,40-41H,3-10,12,14-16,19,21,23-25,27,29-35H2,1-2H3,(H,39,42)/b13-11-,18-17-,22-20-,28-26-/t36-,37+/m0/s1
InChI KeyNXKPWQUXGKASPM-AJIQFNDCSA-N
Chemical Taxonomy
Description 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
  • Fatty amide
  • N-acyl-amine
  • Fatty acyl
  • Carboxamide group
  • Secondary alcohol
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Alcohol
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP9.66ALOGPS
logP11.4ChemAxon
logS-7.3ALOGPS
pKa (Strongest Acidic)13.79ChemAxon
pKa (Strongest Basic)-1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area69.56 ŲChemAxon
Rotatable Bond Count31ChemAxon
Refractivity187.68 m³·mol⁻¹ChemAxon
Polarizability77.37 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Not Available
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
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 ID34999603
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound89327351
PDB IDNot Available
ChEBI ID85206
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available