Showing metabocard for Docosatetraenoic acid (BMDB0109636)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2020-03-31 16:40:33 UTC
Update Date2020-05-21 16:28:27 UTC
BMDB IDBMDB0109636
Secondary Accession NumbersNone
Metabolite Identification
Common NameDocosatetraenoic 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 NumberNot Available
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
StatusExpected 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 Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0036-6190000000-01004b4dbd386205a17aView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-009i-9363000000-8f2004351a750c8ae628View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0019-0094000000-df4348e7bc0ef4daa793View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0039000000-abc8b24aa60e4616175bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00yr-4493000000-120f43f1783f4df08296View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0597-8960000000-43890a474588aa5b958cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0019000000-22bd8471322b5ca375e7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01qi-1039000000-e56955cf18df0497d9a6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9140000000-046f31ddb29054b154e8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00lr-2229000000-84779d8a6e57c8c625edView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lr-8934000000-cfe052bf7962eec8453bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05o3-9400000000-052c317a4ec4bc2b6743View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0009000000-8720d4badc25c6c95dceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01q9-1009000000-d05f8cd009c170badacfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9111000000-85f143e78a3bcd8b33e9View in MoNA
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0002226
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022918
KNApSAcK IDC00052186
Chemspider ID4593749
KEGG Compound IDC16527
BioCyc IDNot Available
BiGG ID2218009
Wikipedia LinkAdrenic acid
METLIN ID6560
PubChem Compound5497181
PDB IDNot Available
ChEBI ID53487
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Elongation of very long chain fatty acids protein 5
General function:
Not Available
Specific function:
Catalyzes the first and rate-limiting reaction of the four reactions that constitute the long-chain fatty acids elongation cycle. This endoplasmic reticulum-bound enzymatic process allows the addition of 2 carbons to the chain of long- and very long-chain fatty acids (VLCFAs) per cycle. Condensing enzyme that acts specifically toward polyunsaturated acyl-CoA with the higher activity toward C18:3(n-6) acyl-CoA. May participate in the production of monounsaturated and of polyunsaturated VLCFAs of different chain lengths that are involved in multiple biological processes as precursors of membrane lipids and lipid mediators (By similarity). In conditions where the essential linoleic and alpha linoleic fatty acids are lacking it is also involved in the synthesis of Mead acid from oleic acid (By similarity).
Gene Name:
ELOVL5
Uniprot ID:
Q2KJD9
Molecular weight:
35377.0
Reactions
Arachidonic acid → Docosatetraenoic aciddetails