We are currently updating the database - data may be missing for the next 10 minutes. We apologize for any inconvenience.

Bovine Rumen Metabolome Database



Showing metabocard for CE(16:0) (RMDB00885)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2005-11-16 15:48:42
Update Date 2009-06-18 14:55:48
Accession Number RMDB00885
Common Name CE(16:0)
Description Cholesteryl palmitic acid is a cholesteryl ester. A cholesteryl ester is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). Cholesteryl palmitate is one of the four important lipids found in the tear film. Amniotic fluid cholesteryl palmitate, as measured by thin-layer chromatography, appears to be a very sensitive and specific predictor for the risk of respiratory distress syndrome (RDS) in newborns of normal pregnancies. (PMID: 3405552, 16922549)
Synonyms
  1. Cholest-5-ene-3-beta-yl palmitate
  2. Cholesterol palmitate
  3. Cholesteryl hexadecanoate
  4. Cholesteryl palmitate
  5. Hexadecanoic acid cholesteryl ester
  6. Palmitic acid cholesteryl ester
  7. cholest-5-en-3-yl palmitate
  8. cholesteryl 1-palmitoic acid
  9. Cholesterol Ester(16:0)
  10. 16:0 Cholesterol ester
  11. 1-palmitoyl-cholesterol
  12. cholesteryl 1-hexadecanoic acid
  13. Cholesterol Ester(16:0/0:0)
  14. cholesterol 1-hexadecanoate
  15. cholesterol 1-palmitoic acid
  16. cholesterol 1-palmitoate
  17. cholesteryl 1-palmitoate
  18. cholesteryl 1-hexadecanoate
  19. Cholesteryl palmitic acid
  20. Cholesteryl hexadecanoic acid
  21. Hexadecanoate
  22. cholesterol 1-hexadecanoic acid
  23. Hexadecanoic acid
Chemical IUPAC Name [10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hexadecanoate
Chemical Formula C43H76O2
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Cholesterols and derivatives
Class
  • Steroids and Steroid Derivatives
Sub Class
  • Cholesterol esters
Family
  • Mammalian_Metabolite
Species
  • carboxylic acid ester; alkene
Biofunction
  • Hormones, Membrane component
Application
Source
  • Endogenous
Average Molecular Weight 625.062
Monoisotopic Molecular Weight 624.584534
Isomeric SMILES CCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC[C@]4(C)[C@H](CC[C@H]4[C@@H]3CC=C2C1)[C@H](C)CCCC(C)C
Canonical SMILES CCCCCCCCCCCCCCCC(=O)OC1CCC2(C)C3CCC4(C)C(CCC4C3CC=C2C1)C(C)CCCC(C)C
KEGG Compound ID C11251 Link Image
BioCyc ID Cholesterol-esters Link Image
BiGG ID Not Available
Wikipedia Link Not Available
METLIN ID 5844 Link Image
PubChem Compound 79062 Link Image
PubChem Substance 656079 Link Image
ChEBI ID Not Available
CAS Registry Number 601-34-3
InChI Identifier InChI=1/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
Synthesis Reference Mahadevan, V.; Lundberg, W. O. Preparation of cholesteryl esters of long-chain fatty acids. Journal of the American Oil Chemists' Society (1960), 37 685.
Melting Point (Experimental) 75 - 77 oC
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 6.89e-06 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge 0
State Solid
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP/Hydrophobicity 10.57 [Predicted by ALOGPS]; 15.1 [Predicted by PubChem via XLOGP] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)
MOL File Show Link Image
SDF File Show Link Image
PDB File Show Link Image
2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Not Available
Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Not Available
Predicted 1H NMR Spectrum Show Image
Show Peaklist
Predicted 13C NMR Spectrum Show Image
Show Peaklist
Mass Spectrum Not Available
Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location
  • Membrane
Biofluid Location
  • Rumen
Tissue Location Not Available
Concentrations (Normal)
Biofluid Rumen
Value 107.9 +/- 69.77 uM
Age N/A
Sex N/A
Condition Normal
Breed Not Available
Experimental Condition Not Available
Comments Not Available
References
  • The rumen metabolome (in preparation)
Concentrations (Abnormal) Not Available
Pathway Names Not Available
HMDB Pathways Not Available
KEGG Pathways Not Available
SimCell Pathways Not Available
General References Not Available