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Record Information
Version5.0
StatusPredicted
Creation Date2021-09-16 02:20:10 UTC
Update Date2022-11-30 20:07:04 UTC
HMDB IDHMDB0290235
Secondary Accession NumbersNone
Metabolite Identification
Common NameCE(22:6(5Z,8E,10Z,13Z,15E,19Z)-2OH(7S, 17S))
DescriptionCE(22:6(5Z,8E,10Z,13Z,15E,19Z)-2OH(7S, 17S)) belongs to the family of cholesteryl esters, whose structure is characetized by a cholesterol esterified at the 3-position with a fatty acid. 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). CE(22:6(5Z,8E,10Z,13Z,15E,19Z)-2OH(7S, 17S)) may also accumulate in hereditary hypercholesterolemia, an inborn error of metabolism.
Structure
Thumb
Synonyms
ValueSource
(1S,2R,5S,10S,11S,14R,15R)-2,15-Dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0,.0,]heptadec-7-en-5-yl (5Z,7S,10Z,13Z,15E,17R,19Z)-7,17-dihydroxydocosa-5,8,10,13,15,19-hexaenoic acidGenerator
Chemical FormulaC49H76O4
Average Molecular Weight729.143
Monoisotopic Molecular Weight728.574360927
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 (5Z,7S,8E,10Z,13Z,15E,17R,19Z)-7,17-dihydroxydocosa-5,8,10,13,15,19-hexaenoate
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 (5Z,7S,8E,10Z,13Z,15E,17R,19Z)-7,17-dihydroxydocosa-5,8,10,13,15,19-hexaenoate
CAS Registry NumberNot Available
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)CCC\C=C/[C@H](O)\C=C\C=C/C\C=C/C=C/[C@H](O)C\C=C/CC)[C@H](C)CCCC(C)C
InChI Identifier
InChI=1S/C49H76O4/c1-7-8-15-23-40(50)24-16-12-10-9-11-13-17-25-41(51)26-18-14-19-27-47(52)53-42-32-34-48(5)39(36-42)28-29-43-45-31-30-44(38(4)22-20-21-37(2)3)49(45,6)35-33-46(43)48/h8,10-13,15-18,24-26,28,37-38,40-46,50-51H,7,9,14,19-23,27,29-36H2,1-6H3/b12-10-,13-11-,15-8-,24-16+,25-17+,26-18-/t38-,40-,41-,42+,43+,44-,45+,46+,48+,49-/m1/s1
InChI KeyWCRWJBOGTRQLKQ-IVDYZDNKSA-N
Chemical Taxonomy
ClassificationNot classified
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP9.35ALOGPS
logP12.22ChemAxon
logS-7.6ALOGPS
pKa (Strongest Acidic)17.01ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count21ChemAxon
Refractivity231.39 m³·mol⁻¹ChemAxon
Polarizability90.3 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+280.71332859911
AllCCS[M+H-H2O]+280.38532859911
AllCCS[M+Na]+281.06532859911
AllCCS[M+NH4]+280.9932859911
AllCCS[M-H]-250.85332859911
AllCCS[M+Na-2H]-257.56332859911
AllCCS[M+HCOO]-264.97232859911
DeepCCS[M-2H]-298.2630932474
DeepCCS[M+Na]+272.19530932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - CE(22:6(5Z,8E,10Z,13Z,15E,19Z)-2OH(7S, 17S)) 10V, Positive-QTOFsplash10-0006-1000009300-c1736b3508f1ce1fe1132021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - CE(22:6(5Z,8E,10Z,13Z,15E,19Z)-2OH(7S, 17S)) 20V, Positive-QTOFsplash10-00kg-6302049300-73017f9408504a2358df2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - CE(22:6(5Z,8E,10Z,13Z,15E,19Z)-2OH(7S, 17S)) 40V, Positive-QTOFsplash10-014j-4889000000-4fa3b7fd09abdd64feef2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - CE(22:6(5Z,8E,10Z,13Z,15E,19Z)-2OH(7S, 17S)) 10V, Negative-QTOFsplash10-004i-0000000900-f4a9fa019999ea8b17bd2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - CE(22:6(5Z,8E,10Z,13Z,15E,19Z)-2OH(7S, 17S)) 20V, Negative-QTOFsplash10-004i-1106023900-e7a73dc1a4fe1b7d2c8e2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - CE(22:6(5Z,8E,10Z,13Z,15E,19Z)-2OH(7S, 17S)) 40V, Negative-QTOFsplash10-0037-0289000400-575d9f7a34859fee437c2021-10-21Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available