Showing metabocard for CE(18:1(11Z)) (BMDB0005189)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:15:33 UTC
Update Date2020-06-04 19:55:33 UTC
BMDB IDBMDB0005189
Secondary Accession Numbers
  • BMDB05189
Metabolite Identification
Common NameCE(18:1(11Z))
DescriptionCE(18:1(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(18:1(11Z)) may also accumulate in hereditary hypercholesterolemia, an inborn error of metabolism.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
cholesterol 1-(11Z-octadecenoic acid)Lipid Annotator, HMDB
CE(18:1(11Z))Lipid Annotator
cholesteryl 1-(11Z-octadecenoic acid)Lipid Annotator, HMDB
1-vaccenoyl-cholesterolLipid Annotator, HMDB
cholesterol 1-vaccenoic acidLipid Annotator, HMDB
Cholesterol Ester(18:1/0:0)Lipid Annotator, HMDB
cholesterol 1-vaccenoateLipid Annotator, HMDB
CE(18:1/0:0)Lipid Annotator, HMDB
CE(18:1)Lipid Annotator, HMDB
18:1(11Z) cholesterol esterLipid Annotator, HMDB
cholesteryl 1-(11Z-octadecenoate)Lipid Annotator, HMDB
Cholesterol Ester(18:1)Lipid Annotator, HMDB
cholesteryl 1-vaccenoic acidLipid Annotator, HMDB
cholesteryl 1-vaccenoateLipid Annotator, HMDB
1-(11Z-octadecenoyl)-cholesterolLipid Annotator, HMDB
cholesterol 1-(11Z-octadecenoate)Lipid Annotator, HMDB
CE(18:1n7/0:0)HMDB
CE(18:1W7/0:0)HMDB
Cholest-5-en-3beta-yl (11Z-octadecenoateHMDB
Cholest-5-en-3beta-yl (11Z-octadecenoate)HMDB
Cholest-5-en-3beta-yl (11Z-octadecenoic acidHMDB
Cholesterol 1-(11Z-octadecenoateHMDB
Cholesterol 1-(11Z-octadecenoic acidHMDB
Cholesterol ester(18:1n7/0:0)HMDB
Cholesterol ester(18:1W7/0:0)HMDB
Cholesteryl 1-(11Z-octadecenoateHMDB
Cholesteryl 1-(11Z-octadecenoic 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)-octadec-11-enoic acidGenerator, HMDB
Ba(2+)HMDB
Ba2+HMDB
BARIUM ionHMDB
Barium(2+)HMDB
BaHMDB
Chemical FormulaC45H78O2
Average Molecular Weight651.0996
Monoisotopic Molecular Weight650.60018174
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)-octadec-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)-octadec-11-enoate
CAS Registry NumberNot Available
SMILES
CCCCCC\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/C45H78O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h12-13,26,35-36,38-42H,7-11,14-25,27-34H2,1-6H3/b13-12-/t36-,38+,39?,40?,41?,42?,44+,45-/m1/s1
InChI KeyBNQAKMBVXYXXED-XZMNDPPTSA-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
StatusDetected and 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
logP10.68ALOGPS
logP14.56ChemAxon
logS-8ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count22ChemAxon
Refractivity204.53 m³·mol⁻¹ChemAxon
Polarizability87.47 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, Positivesplash10-00n0-5669048000-f28c59e0ffadb4a04488View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uxr-1165029000-ac2947e4ed453df66727View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01bi-5389031000-a3ab9c6c0a4a0c2cea6fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0629-6569140000-edfaf9f636b2ececdc62View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0024009000-dccc63058b1b8d7cddc9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0049003000-755458c70f1eed13712dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ku-2029000000-eb46f63851688fc838a3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0020009000-d95a9dce4154675002c9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0013009000-4739fcc5313461b0681dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0btj-7757697000-50f85c02f898feace699View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0gc0-9027024000-a8864878ab76581a1a98View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052f-9110000000-ca0d7d26ac3dda484196View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9110000000-a6da7427ed49edf3bdafView in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Ruminal Fluid
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Ruminal FluidDetected and Quantified23.5 +/- 15.7 uMNot SpecifiedNot Specified
Normal
    • Fozia Saleem, Sou...
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0005189
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB003764
KNApSAcK IDNot Available
Chemspider ID94609
KEGG Compound IDC13881
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBarium
METLIN IDNot Available
PubChem Compound104810
PDB IDNot Available
ChEBI ID37136
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available