Showing metabocard for Adrenic acid (LMDB00385)

IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-07-13 19:48:39 UTC
Update Date2016-07-20 21:00:26 UTC
LmdbLMDB00385
Secondary Accession NumbersNone
Metabolite Identification
Common NameAdrenic acid
DescriptionAdrenic acid, also known as adrenate, belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Based on a literature review a significant number of articles have been published on Adrenic acid.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(7Z,10Z,13Z,16Z)-Docosa-7,10,13,16-tetraenoic acidChEBI
7,10,13,16-Docosatetraenoic acidChEBI
7Z,10Z,13Z,16Z-Docosatetraenoic acidChEBI
all-cis-7,10,13,16-Docosatetraenoic acidChEBI
cis,cis,cis,cis-Docosa-7,10,13,16-tetraensaeureChEBI
(7Z,10Z,13Z,16Z)-Docosa-7,10,13,16-tetraenoateGenerator
7,10,13,16-DocosatetraenoateGenerator
7Z,10Z,13Z,16Z-DocosatetraenoateGenerator
all-cis-7,10,13,16-DocosatetraenoateGenerator
AdrenateGenerator
Adrenic acid, (Z)-isomerHMDB
7,10,13,16-Docosatetraenoic acid (van) adrenateHMDB
7,10,13,16-Docosatetraenoic acid (van) adrenic acidHMDB
FA(22:4(7Z,10Z,13Z,16Z))HMDB
(7Z,10Z,13Z,16Z)-DocosatetraenoateHMDB
Chemical FormulaC22H36O2
Average Molecular Weight332.52
Monoisotopic Molecular Weight332.271530396
IUPAC Name(7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoic acid
Traditional Namedocosatetraenoic acid
CAS Registry Number2091-25-0
SMILES
CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(O)=O
InChI Identifier
InChI=1S/C22H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,23,24)/b7-6-,10-9-,13-12-,16-15-
InChI KeyTWSWSIQAPQLDBP-DOFZRALJSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentVery long-chain fatty acids
Alternative Parents
Substituents
  • Very long-chain fatty acid
  • Unsaturated fatty acid
  • Straight chain fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
OriginNot Available
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP7.42ALOGPS
logP7.48ChemAxon
logS-6.8ALOGPS
pKa (Strongest Acidic)4.96ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count16ChemAxon
Refractivity109.16 m³·mol⁻¹ChemAxon
Polarizability41.37 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0036-6190000000-01004b4dbd386205a17aSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-009i-9363000000-8f2004351a750c8ae628Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0019-0094000000-df4348e7bc0ef4daa793Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0039000000-abc8b24aa60e4616175bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00yr-4493000000-120f43f1783f4df08296Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0597-8960000000-43890a474588aa5b958cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0019000000-22bd8471322b5ca375e7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01qi-1039000000-e56955cf18df0497d9a6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9140000000-046f31ddb29054b154e8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00lr-2229000000-84779d8a6e57c8c625edSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lr-8934000000-cfe052bf7962eec8453bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05o3-9400000000-052c317a4ec4bc2b6743Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0009000000-8720d4badc25c6c95dceSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01q9-1009000000-d05f8cd009c170badacfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9111000000-85f143e78a3bcd8b33e9Spectrum
Biological Properties
Cellular LocationsNot Available
Biofluid Locations and Tissue Locations
  • Oocyte
  • Oocyte (zona-intact oocytes)
Concentrations
BiofluidStatusValueConditionSpeciesReferenceDetails
OocyteDetected but not QuantifiedNot ApplicableNot AvailableOvine details
Oocyte (zona-intact oocytes)Detected but not QuantifiedNot ApplicableNot AvailableBovine details
Oocyte (zona-intact oocytes)Detected but not QuantifiedNot ApplicableNot AvailablePorcine details
Oocyte (zona-intact oocytes)Detected but not QuantifiedNot ApplicableNot AvailablePorcine details
DrugBank IDNot Available
HMDB IDHMDB0002226
FooDB IDFDB022918
Phenol Explorer IDNot Available
KNApSAcK IDC00052186
BiGG ID2218009
BioCyc IDNot Available
METLIN ID6560
PDB IDNot Available
Wikipedia LinkAdrenic acid
Chemspider ID4593749
ChEBI ID53487
PubChem Compound ID5497181
Kegg Compound IDC16527
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Tardy B, Bordet JC, Berruyer M, Ffrench P, Dechavanne M: Priming effect of adrenic acid (22:4(n-6)) on tissue factor activity expressed by thrombin-stimulated endothelial cells. Atherosclerosis. 1992 Jul;95(1):51-8. [1642692 ]