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Arachidonic acid (PC001174)

Record Information
Version1.0
Creation date2018-05-02 12:01:52 UTC
Update date2018-05-04 14:25:41 UTC
FoodComEx IDPC001174
FoodDB RecordFDB011872
Chemical Information
NameArachidonic acid
DescriptionEssential fatty acid. Constituent of many animal phospholipids Arachidonic acid (AA, sometimes ARA) is a polyunsaturated omega-6 fatty acid 20:4(omega-6). It is the counterpart to the saturated arachidic acid found in peanut oil, (L. arachis – peanut.) .
CAS Number506-32-1
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
(5Z,8Z,11Z,14Z)-5,8,11,14-IcosatetraenoateGenerator
(5Z,8Z,11Z,14Z)-5,8,11,14-Icosatetraenoic acidbiospider
(5Z,8Z,11Z,14Z)-IcosatetraenoateGenerator
(5Z,8Z,11Z,14Z)-Icosatetraenoic acidChEBI
(all-Z)-5,8,11,14-Eicosatetraenoatebiospider
(all-Z)-5,8,11,14-Eicosatetraenoic acidbiospider
5-cis,8-cis,11-cis,14-cis-Eicosatetraenoatebiospider
5-cis,8-cis,11-cis,14-cis-Eicosatetraenoic acidbiospider
5,8,11,14-all-cis-Eicosatetraenoatebiospider
5,8,11,14-all-cis-Eicosatetraenoic acidbiospider
5,8,11,14-Eicosatetraenoic acid, (all-Z)-biospider
5Z,8Z,11Z,14Z-Eicosatetraenoatebiospider
5Z,8Z,11Z,14Z-Eicosatetraenoic acidbiospider
AAChEBI
all-cis-5,8,11,14-Eicosatetraenoatebiospider
all-cis-5,8,11,14-Eicosatetraenoic acidbiospider
ARAChEBI
Arachidonatebiospider
Arachidonic aciddb_source
ArachidonsaeureChEBI
cis-5,8,11,14-EicosatetraenoateGenerator
cis-5,8,11,14-eicosatetraenoic acidbiospider
cis-delta-5,8,11,14-eicosatetraenoic acidmanual
cis-delta(5,8,11,14)-EicosatetraenoateGenerator
cis-Delta(5,8,11,14)-Eicosatetraenoic acidChEBI
cis-δ(5,8,11,14)-eicosatetraenoateGenerator
cis-δ(5,8,11,14)-eicosatetraenoic acidGenerator
Chemical FormulaC20H32O2
IUPAC name(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
InChI IdentifierInChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-
InChI KeyYZXBAPSDXZZRGB-DOFZRALJSA-N
Isomeric SMILESCCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O
Average Molecular Weight304.4669
Monoisotopic Molecular Weight304.240230268
Chemical Taxonomy
Description Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentLong-chain fatty acids
Alternative Parents
Substituents
  • 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
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP6.98SANGSTER (1993)
Experimental Water SolubilityNot Available
Melting PointMp -49.5°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity Available1 to 2 mg
Delivery Time2 weeks
Storage Formpowder
Storage Conditions-18°C
StabilityNot Available
Purityunknown
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Augustin ScalbertInternational Agency for Research on Cancer (IARC), Biomarkers Group, 150 cours Albert Thomas, Lyon, FR, 69372scalberta@iarc.fr
Commercial Vendors
AKSci R720
Cayman Chemical 17948
Cayman Chemical 90010
Cayman Chemical 90010.1
Cayman Chemical HMDB0001043
MetaSci HMDB0001043
Toronto Research Chemicals A765000
Toronto Research Chemicals A765001