Showing metabocard for CE(20:1(11Z)) (BMDB0005193)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:15:34 UTC
Update Date2020-04-22 15:15:24 UTC
BMDB IDBMDB0005193
Secondary Accession Numbers
  • BMDB05193
Metabolite Identification
Common NameCE(20:1(11Z))
DescriptionCE(20:1(11Z)) 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(20:1(11Z)) may also accumulate in hereditary hypercholesterolemia, an inborn error of metabolism.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-eicosenoyl-cholesterolLipid Annotator, HMDB
cholesteryl 1-(11-eicosenoate)Lipid Annotator, HMDB
cholesteryl 1-eicosenoateLipid Annotator, HMDB
cholesteryl 1-eicosenoic acidLipid Annotator, HMDB
Cholesterol Ester(20:1)Lipid Annotator, HMDB
cholesterol 1-(11-eicosenoic acid)Lipid Annotator, HMDB
cholesterol 1-eicosenoic acidLipid Annotator, HMDB
20:1(11Z) cholesterol esterLipid Annotator, HMDB
CE(20:1(11Z))Lipid Annotator
cholesterol 1-(11-eicosenoate)Lipid Annotator, HMDB
cholesterol 1-eicosenoateLipid Annotator, HMDB
cholesteryl 1-(11-eicosenoic acid)Lipid Annotator, HMDB
CE(20:1)Lipid Annotator, HMDB
CE(20:1/0:0)Lipid Annotator, HMDB
1-(11-eicosenoyl)-cholesterolLipid Annotator, HMDB
Cholesterol Ester(20:1/0:0)Lipid Annotator, HMDB
1-(11-EicosenoateHMDB
1-(11-Eicosenoic acidHMDB
1-(11-Eicosenoic acid)HMDB
20:1 Cholesterol esterHMDB
CE(20:1n9/0:0)HMDB
CE(20:1W9/0:0)HMDB
Cholest-5-en-3beta-yl (11Z-eicosenoateHMDB
Cholest-5-en-3beta-yl (11Z-eicosenoate)HMDB
Cholest-5-en-3beta-yl (11Z-eicosenoic acidHMDB
Cholest-5-en-3beta-yl 11Z-eicosenoateHMDB
Cholest-5-en-3beta-yl 11Z-eicosenoic acidHMDB
Cholesterol 1-(11-eicosenoateHMDB
Cholesterol 1-(11-eicosenoic acidHMDB
Cholesterol ester(20:1n9/0:0)HMDB
Cholesterol ester(20:1W9/0:0)HMDB
CholesterylHMDB
Cholesteryl 1-(11-eicosenoateHMDB
Cholesteryl 1-(11-eicosenoic acidHMDB
Cholesteryl eicosenoateHMDB
Cholesteryl eicosenoic acidHMDB
(2R,5S,15R)-2,15-Dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl (11Z)-icos-11-enoic acidGenerator
Chemical FormulaC47H82O2
Average Molecular Weight679.1528
Monoisotopic Molecular Weight678.631481868
IUPAC Name(2R,5S,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl (11Z)-icos-11-enoate
Traditional Name(2R,5S,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl (11Z)-icos-11-enoate
CAS Registry Number70832-37-0
SMILES
CCCCCCCC\C=C/CCCCCCCCCC(=O)O[C@H]1CC[C@]2(C)C3CC[C@]4(C)C(CCC4C3CC=C2C1)[C@H](C)CCCC(C)C
InChI Identifier
InChI=1S/C47H82O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-45(48)49-40-32-34-46(5)39(36-40)28-29-41-43-31-30-42(38(4)26-24-25-37(2)3)47(43,6)35-33-44(41)46/h14-15,28,37-38,40-44H,7-13,16-27,29-36H2,1-6H3/b15-14-/t38-,40+,41?,42?,43?,44?,46+,47-/m1/s1
InChI KeyOWTYWMJVQZQWFH-JQTKPCACSA-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 DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP10.91ALOGPS
logP15.45ChemAxon
logS-8ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count24ChemAxon
Refractivity213.73 m³·mol⁻¹ChemAxon
Polarizability91.74 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0403-5257129000-b27d0d3ddc2bd4031a4dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-1054019000-c86c5443367a3151b1f1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0673-5389013000-4a0e6076c22d98c91b0aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0adi-6369202000-282b0a0d8581cea9a877View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0015009000-14b6a690b098c936dd8eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0029002000-c950bb4930782f98d9ffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014u-2019000000-4ba46fdafe3b6c32ab28View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-016r-4039026000-4e6fd31abff92ead7d1fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0aou-9121000000-4366e1d0de621eda361cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9210000000-1bc9e70439477ed75477View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0002009000-9654951dfa3aaeb70fe1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0004009000-923e37b8629a0ad89533View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0bvu-7045449000-50b94dc60ca69babbde1View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0005193
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023636
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC02530
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53477794
PDB IDNot Available
ChEBI ID88795
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available