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

IdentificationTaxonomyPhysical propertiesSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:38:04 UTC
Update Date2020-06-04 20:12:12 UTC
MCDB ID BMDB0000885
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
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
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004r-1255039000-894288c747d8162be0b52016-09-14View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-4439030000-3c832b67193915b741ce2016-09-14View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ar1-4709120000-dc6542884db42b6750ad2016-09-14View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00dr-0024009000-8a55f4904b3c9168d2af2016-09-14View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0049103000-e980336a44ede858695b2016-09-14View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ku-2029000000-106443473af958bc31832016-09-14View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05r0-6135019000-47b0d4ec8524b1111db72021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9220010000-56082adfd04894733c782021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9310100000-f9533a7c98f76ff250782021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000009000-13d8ee384c55c248613b2021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0079-0091006000-a68e29dc6bde9a5fd6232021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0abi-5951003000-df1f7ad38d6cbde09db42021-09-24View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)Not Available2012-12-04View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Not Available2016-09-19View Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Not Available2016-09-19View Spectrum
1D NMR1H NMR Spectrum (1D, CDCl3, experimental)Not Available2016-10-22View Spectrum
1D NMR13C NMR Spectrum (1D, CDCl3, experimental)Not Available2016-10-22View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl3, experimental)Not Available2012-12-05View Spectrum
Concentrations
StatusValueReferenceDetails
Detected and Quantified5.5 +/- 0.1 uM details
Detected and Quantified7.6 +/- 0.2 uM details
Detected and Quantified8.7 +/- 0.2 uM details
Detected and Quantified2.4 +/- 0.1 uM details
HMDB IDHMDB0000885
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB 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.