Showing metabocard for CE(16:0) (BMDB0000885)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:38:04 UTC
Update Date2020-06-04 20:12:12 UTC
BMDB IDBMDB0000885
Secondary Accession Numbers
  • BMDB0062599
  • BMDB00885
  • BMDB62599
Metabolite Identification
Common NameCE(16:0)
DescriptionCe(16:0), also known as CE or hexadecanoate, belongs to the class of organic compounds known as cholesteryl esters. Cholesteryl esters are compounds containing an esterified cholestane moiety. Thus, ce(16:0) is considered to be a sterol lipid molecule. Ce(16:0) exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Ce(16:0) exists in all eukaryotes, ranging from yeast to humans. Ce(16:0) has been linked to the inborn metabolic disorders including hypercholesterolemia.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(3beta)-Cholest-5-en-3-ol hexadecanoateChEBI
16:0 Cholesterol esterChEBI
CEChEBI
Cholesterol palmitateChEBI
Cholesteryl hexadecanoateChEBI
Hexadecanoic acid, cholesteryl esterChEBI
Palmitic acid cholesteryl esterChEBI
(3b)-Cholest-5-en-3-ol hexadecanoateGenerator
(3b)-Cholest-5-en-3-ol hexadecanoic acidGenerator
(3beta)-Cholest-5-en-3-ol hexadecanoic acidGenerator
(3Β)-cholest-5-en-3-ol hexadecanoateGenerator
(3Β)-cholest-5-en-3-ol hexadecanoic acidGenerator
Cholesterol palmitic acidGenerator
Cholesteryl hexadecanoic acidGenerator
Hexadecanoate, cholesteryl esterGenerator
Palmitate cholesteryl esterGenerator
Cholesterol ester(16:0)HMDB
1-Palmitoyl-cholesterolHMDB
Cholesteryl 1-hexadecanoic acidHMDB
Cholesterol ester(16:0/0:0)HMDB
Cholesterol 1-hexadecanoateHMDB
CE(16:0/0:0)HMDB
Cholesterol 1-hexadecanoic acidHMDB
Cholesterol 1-palmitoic acidHMDB
Cholesterol 1-palmitoateHMDB
Cholesteryl 1-palmitoateHMDB
Cholesteryl 1-hexadecanoateHMDB
1-Hexadecanoyl-cholesterolHMDB
Cholesteryl 1-palmitoic acidHMDB
Cholest-5-en-3-yl palmitateHMDB
Cholest-5-ene-3-beta-yl palmitateHMDB
Cholesteryl palmitateHMDB
Cholesteryl palmitic acidHMDB
HexadecanoateHMDB
Hexadecanoic acidHMDB
Hexadecanoic acid cholesteryl esterHMDB
5-Cholesten-3beta-ol stearateHMDB
5-Cholesten-3β-ol stearateHMDB
Cholest-5-en-3beta-ol stearateHMDB
Cholest-5-en-3β-ol stearateHMDB
Cholesterol hexadecanoateHMDB
CE(16:0)Lipid Annotator
Chemical FormulaC43H76O2
Average Molecular Weight625.0623
Monoisotopic Molecular Weight624.584531676
IUPAC Name(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl hexadecanoate
Traditional Name(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl hexadecanoate
CAS Registry Number601-34-3
SMILES
[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC(=O)CCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C43H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-23-41(44)45-36-28-30-42(5)35(32-36)24-25-37-39-27-26-38(34(4)22-20-21-33(2)3)43(39,6)31-29-40(37)42/h24,33-34,36-40H,7-23,25-32H2,1-6H3/t34-,36+,37+,38-,39+,40+,42+,43-/m1/s1
InChI KeyBBJQPKLGPMQWBU-JADYGXMDSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as cholesteryl esters. Cholesteryl esters are compounds containing an esterified cholestane moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassSteroid esters
Direct ParentCholesteryl esters
Alternative Parents
Substituents
  • Cholesteryl ester
  • Cholesterol
  • Cholestane-skeleton
  • Delta-5-steroid
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
StatusDetected and Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point75 - 77 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP10.57ALOGPS
logP14.03ChemAxon
logS-8ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count21ChemAxon
Refractivity194.21 m³·mol⁻¹ChemAxon
Polarizability85.25 ųChemAxon
Number of Rings4ChemAxon
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, Positivesplash10-004r-1255039000-894288c747d8162be0b5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-4439030000-3c832b67193915b741ceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ar1-4709120000-dc6542884db42b6750adView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00dr-0024009000-8a55f4904b3c9168d2afView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0049103000-e980336a44ede858695bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ku-2029000000-106443473af958bc3183View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05r0-6135019000-47b0d4ec8524b1111db7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9220010000-56082adfd04894733c78View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9310100000-f9533a7c98f76ff25078View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000009000-13d8ee384c55c248613bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0079-0091006000-a68e29dc6bde9a5fd623View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0abi-5951003000-df1f7ad38d6cbde09db4View in MoNA
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, CDCl3, experimental)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, CDCl3, experimental)Not AvailableView in JSpectraViewer
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl3, experimental)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Milk
  • Ruminal Fluid
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
MilkDetected and Quantified5.5 +/- 0.1 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified7.6 +/- 0.2 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified8.7 +/- 0.2 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified2.4 +/- 0.1 uMNot SpecifiedNot Specified
Normal		 details
Ruminal FluidDetected and Quantified107.9 +/- 69.77 uMNot SpecifiedNot SpecifiedNormal
    • Fozia Saleem, Sou...
 details
Ruminal FluidDetected and Quantified107 +/- 70 uMNot SpecifiedNot Specified
Normal
    • Fozia Saleem, Sou...
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000885
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022299
KNApSAcK IDNot Available
Chemspider ID215725
KEGG Compound IDC11251
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5844
PubChem Compound246520
PDB IDNot Available
ChEBI ID3663
References
Synthesis ReferenceMahadevan, V.; Lundberg, W. O. Preparation of cholesteryl esters of long-chain fatty acids. Journal of the American Oil Chemists' Society (1960), 37 685.
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.