CE(16:0) (CHEM034987)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:23:52 UTC
Update Date2016-11-09 01:21:13 UTC
Accession NumberCHEM034987
Identification
Common NameCE(16:0)
ClassSmall Molecule
DescriptionA cholesterol ester obtained by the formal condensation of cholesterol with palmitic acid.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical 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 Mass625.062 g/mol
Monoisotopic Mass624.585 g/mol
CAS Registry Number601-34-3
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
SMILES[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC(=O)CCCCCCCCCCCCCCC)[C@H](C)CCCC(C)C
InChI IdentifierInChI=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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility6.9e-06 g/LALOGPS
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
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004r-1255039000-894288c747d8162be0b5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-4439030000-3c832b67193915b741ceSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ar1-4709120000-dc6542884db42b6750adSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00dr-0024009000-8a55f4904b3c9168d2afSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0049103000-e980336a44ede858695bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ku-2029000000-106443473af958bc3183Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05r0-6135019000-47b0d4ec8524b1111db7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9220010000-56082adfd04894733c78Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9310100000-f9533a7c98f76ff25078Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000009000-13d8ee384c55c248613bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0079-0091006000-a68e29dc6bde9a5fd623Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0abi-5951003000-df1f7ad38d6cbde09db4Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0000885
FooDB IDFDB022299
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID5844
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID215725
ChEBI ID3663
PubChem Compound ID246520
Kegg Compound IDC11251
YMDB IDYMDB16121
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=26884207
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=3605272
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=3734635
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=4147522
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=7190843
6. Mahadevan, V.; Lundberg, W. O. Preparation of cholesteryl esters of long-chain fatty acids. Journal of the American Oil Chemists' Society (1960), 37 685.
7. Snow JW, Glick JM, Phillips MC: The phase behavior of cholesteryl esters in intracellular inclusions. J Biol Chem. 1992 Sep 15;267(26):18564-72.
8. Mudgil P, Dennis GR, Millar TJ: Interactions of poly(tert-butyl acrylate)-poly(styrene) diblock copolymers with lipids at the air-water interface. Langmuir. 2006 Aug 29;22(18):7672-7.
9. Ludmir J, Alvarez JG, Landon MB, Gabbe SG, Mennuti MT, Touchstone JC: Amniotic fluid cholesteryl palmitate in pregnancies complicated by diabetes mellitus. Obstet Gynecol. 1988 Sep;72(3 Pt 1):360-2.
10. Van Biervliet JP, Vinaimont N, Vercaemst R, Rosseneu M: Serum cholesterol, cholesteryl ester, and high-density lipoprotein development in newborn infants: response to formulas supplemented with cholesterol and gamma-linolenic acid. J Pediatr. 1992 Apr;120(4 Pt 2):S101-8.
11. Rosseneu M, Cambien F, Vinaimont N, Nicaud V, De Backer G: Biomarkers of dietary fat composition in young adults with a parental history of premature coronary heart disease compared with controls. The EARS Study. Atherosclerosis. 1994 Aug;108(2):127-36.
12. Alvarez JG, Ludmir J: Semiautomated multisample analysis of amniotic fluid lipids by high-performance thin-layer chromatography-reflectance spectrodensitometry. J Chromatogr. 1993 May 19;615(1):142-7.
13. Jachec W, Tomasik A, Ceglarek W, Wos S, Wodniecki J, Wojciechowska C, Skrzep-Poloczek B, Walichiewicz P, Widenka K: Lipid peroxidation and vitamin E in human coronary atherosclerotic lesions. Clin Chim Acta. 2003 Apr;330(1-2):121-9.
14. Ludmir J, Alvarez JG, Mennuti MT, Gabbe SG, Touchstone JC: Cholesteryl palmitate as a predictor of fetal lung maturity. Am J Obstet Gynecol. 1987 Jul;157(1):84-8.