Human Metabolome Database Version 3.5

Showing metabocard for Arachidic acid (HMDB02212)

Record Information
Version 3.5
Creation Date 2006-05-22 08:17:42 -0600
Update Date 2013-02-08 17:11:35 -0700
HMDB ID HMDB02212
Secondary Accession Numbers None
Metabolite Identification
Common Name Arachidic acid
Description Arachidic acid also called eicosanoic acid is a saturated fatty acid found in peanut oil. It can be formed by the hydrogenation of arachidonic acid. It is practically insoluble in water and stable under ordinary conditions -- Wikipedia.
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. Arachate
  2. Arachic acid
  3. Arachidate
  4. Arachidic acid
  5. Eicosanoate
  6. Eicosanoic acid
  7. Icosanoate
  8. Icosanoic acid
  9. N-Eicosanoate
  10. N-Eicosanoic acid
Chemical Formula C20H40O2
Average Molecular Weight 312.5304
Monoisotopic Molecular Weight 312.302830524
IUPAC Name icosanoic acid
Traditional IUPAC Name arachidic acid
CAS Registry Number 506-30-9
SMILES CCCCCCCCCCCCCCCCCCCC(O)=O
InChI Identifier InChI=1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22)
InChI Key VKOBVWXKNCXXDE-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Fatty Acids and Conjugates
Sub Class Straight Chain Fatty Acids
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Organic Compounds
  • Saturated fatty acids(KEGG)
  • Straight chain fatty acids(KEGG)
  • Straight chain fatty acids(Lipidmaps)
  • straight-chain saturated fatty acid(ChEBI)
  • very long-chain fatty acid(ChEBI)
Substituents
  • Carboxylic Acid
Direct Parent Straight Chain Fatty Acids
Ontology
Status Detected and Quantified
Origin
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Cytoplasm
  • Extracellular
  • Membrane (predicted from logP)
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point 75.4 °C Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP 9.29 SANGSTER (1993)
Predicted Properties
Property Value Source
Water Solubility 4.960E-05 g/L ALOGPS
LogP 8.53 ALOGPS
LogP 8.03 ChemAxon
LogS -6.80 ALOGPS
pKa (strongest acidic) 4.95 ChemAxon
Hydrogen Acceptor Count 2 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 37.3 A2 ChemAxon
Rotatable Bond Count 18 ChemAxon
Refractivity 95.49 ChemAxon
Polarizability 42.91 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Gas-MS Spectrum
1H NMR Spectrum
MS/MS Spectrum Quattro_QQQ 10
MS/MS Spectrum Quattro_QQQ 25
MS/MS Spectrum Quattro_QQQ 40
MS/MS Spectrum GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies )
MS/MS Spectrum GC-MS
[1H,13C] 2D NMR Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane (predicted from logP)
Biofluid Locations
  • Blood
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Detected and Quantified
12.8 +/- 3.2 uM Adult (>18 years old) Male Comment Normal
Blood Detected and Quantified
9.6 +/- 6.3 uM Adult (>18 years old) Male Comment Normal
Blood Detected and Quantified
6.4 +/- 3.2 uM Adult (>18 years old) Male Comment Normal
Blood Detected and Quantified
3.2 +/- 0.0 uM Adult (>18 years old) Male Comment Normal
Blood Detected and Quantified
0.238 +/- 0.002 uM Adult (>18 years old) Both Normal
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB002927
KNApSAcK ID C00001209 Link_out
Chemspider ID 10035 Link_out
KEGG Compound ID C06425 Link_out
BioCyc ID ARACHIDIC_ACID Link_out
BiGG ID 48230 Link_out
Wikipedia Link Arachidic acid Link_out
NuGOwiki Link HMDB02212 Link_out
Metagene Link HMDB02212 Link_out
METLIN ID 401 Link_out
PubChem Compound 10467 Link_out
PDB ID DCR Link_out
ChEBI ID 28822 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Download (PDF)
General References
  1. Dray F: Sensitivity and specificity of eicosanoid radioimmunoassays: new strategy. Br J Dermatol. 1983 Jul;109 Suppl 25:36-40. Pubmed: 6860583 Link_out
  2. Onodera Y, Kawaguchi T, Itoh H: Fatty acid of cerebrospinal fluid in arrested hydrocephalus. Childs Brain. 1982;9(2):95-101. Pubmed: 7094674 Link_out

Enzymes

Show all enzymes and transporters Important Only showing the first 50 enzymes. There are 70 enzymes in total.

Name: Fatty acid synthase
Reactions: Not Available
Gene Name: FASN
Uniprot ID: P49327 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Calcium-dependent phospholipase A2
Reactions: Not Available
Gene Name: PLA2G5
Uniprot ID: P39877 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Group IIF secretory phospholipase A2
Reactions: Not Available
Gene Name: PLA2G2F
Uniprot ID: Q9BZM2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytosolic phospholipase A2
Reactions: Not Available
Gene Name: PLA2G4A
Uniprot ID: P47712 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phospholipase A2
Reactions: Not Available
Gene Name: PLA2G1B
Uniprot ID: P04054 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Group 10 secretory phospholipase A2
Reactions: Not Available
Gene Name: PLA2G10
Uniprot ID: O15496 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Galactoside-binding soluble lectin 13
Reactions: Not Available
Gene Name: LGALS13
Uniprot ID: Q9UHV8 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Group IIE secretory phospholipase A2
Reactions: Not Available
Gene Name: PLA2G2E
Uniprot ID: Q9NZK7 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Group XIIA secretory phospholipase A2
Reactions: Not Available
Gene Name: PLA2G12A
Uniprot ID: Q9BZM1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 85/88 kDa calcium-independent phospholipase A2
Reactions: Not Available
Gene Name: PLA2G6
Uniprot ID: O60733 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Eosinophil lysophospholipase
Reactions: Not Available
Gene Name: CLC
Uniprot ID: Q05315 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phospholipase A2, membrane associated
Reactions: Not Available
Gene Name: PLA2G2A
Uniprot ID: P14555 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Group IID secretory phospholipase A2
Reactions: Not Available
Gene Name: PLA2G2D
Uniprot ID: Q9UNK4 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Pancreatic triacylglycerol lipase
Reactions: Not Available
Gene Name: PNLIP
Uniprot ID: P16233 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Hepatic triacylglycerol lipase
Reactions: Not Available
Gene Name: LIPC
Uniprot ID: P11150 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Inactive pancreatic lipase-related protein 1
Reactions: Not Available
Gene Name: PNLIPRP1
Uniprot ID: P54315 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Patatin-like phospholipase domain-containing protein 3
Reactions: Not Available
Gene Name: PNPLA3
Uniprot ID: Q9NST1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Gastric triacylglycerol lipase
Reactions: Not Available
Gene Name: LIPF
Uniprot ID: P07098 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Endothelial lipase
Reactions: Not Available
Gene Name: LIPG
Uniprot ID: Q9Y5X9 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Bile salt-activated lipase
Reactions: Not Available
Gene Name: CEL
Uniprot ID: P19835 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Pancreatic lipase-related protein 2
Reactions: Not Available
Gene Name: PNLIPRP2
Uniprot ID: P54317 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Lipoprotein lipase
Reactions: Not Available
Gene Name: LPL
Uniprot ID: P06858 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Liver carboxylesterase 1
Reactions: Not Available
Gene Name: CES1
Uniprot ID: P23141 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cocaine esterase
Reactions: Not Available
Gene Name: CES2
Uniprot ID: O00748 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cholinesterase
Reactions: Not Available
Gene Name: BCHE
Uniprot ID: P06276 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytosolic phospholipase A2 gamma
Reactions: Not Available
Gene Name: PLA2G4C
Uniprot ID: Q9UP65 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Hormone-sensitive lipase
Reactions: Not Available
Gene Name: LIPE
Uniprot ID: Q05469 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Group 3 secretory phospholipase A2
Reactions: Not Available
Gene Name: PLA2G3
Uniprot ID: Q9NZ20 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Bile acid-CoA:amino acid N-acyltransferase
Reactions: Not Available
Gene Name: BAAT
Uniprot ID: Q14032 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acylphosphatase-2
Reactions: Not Available
Gene Name: ACYP2
Uniprot ID: P14621 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acylphosphatase-1
Reactions: Not Available
Gene Name: ACYP1
Uniprot ID: P07311 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aminoacylase-1
Reactions: Not Available
Gene Name: ACY1
Uniprot ID: Q03154 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aspartoacylase
Reactions: Not Available
Gene Name: ASPA
Uniprot ID: P45381 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Aspartoacylase-2
Reactions: Not Available
Gene Name: ACY3
Uniprot ID: Q96HD9 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytosolic acyl coenzyme A thioester hydrolase
Reactions:
Eicosanoyl-CoA + Water unknown Coenzyme A + Arachidic acid details
Gene Name: ACOT7
Uniprot ID: O00154 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acyl-coenzyme A thioesterase 2, mitochondrial
Reactions:
Eicosanoyl-CoA + Water unknown Coenzyme A + Arachidic acid details
Gene Name: ACOT2
Uniprot ID: P49753 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acyl-coenzyme A thioesterase 4
Reactions:
Eicosanoyl-CoA + Water unknown Coenzyme A + Arachidic acid details
Gene Name: ACOT4
Uniprot ID: Q8N9L9 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acyl-coenzyme A thioesterase 8
Reactions: Not Available
Gene Name: ACOT8
Uniprot ID: O14734 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acid ceramidase
Reactions: Not Available
Gene Name: ASAH1
Uniprot ID: Q13510 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Homeodomain-interacting protein kinase 1
Reactions: Not Available
Gene Name: HIPK1
Uniprot ID: Q86Z02 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Peroxisome proliferator-activated receptor gamma
Reactions: Not Available
Gene Name: PPARG
Uniprot ID: P37231 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Long-chain fatty acid transport protein 6
Reactions: Not Available
Gene Name: SLC27A6
Uniprot ID: Q9Y2P4 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Long-chain fatty acid transport protein 3
Reactions: Not Available
Gene Name: SLC27A3
Uniprot ID: Q5K4L6 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Patatin-like phospholipase domain-containing protein 4
Reactions: Not Available
Gene Name: PNPLA4
Uniprot ID: P41247 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Long-chain fatty acid transport protein 4
Reactions: Not Available
Gene Name: SLC27A4
Uniprot ID: Q6P1M0 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 60 kDa lysophospholipase
Reactions: Not Available
Gene Name: ASPG
Uniprot ID: Q86U10 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phospholipase B1, membrane-associated
Reactions: Not Available
Gene Name: PLB1
Uniprot ID: Q6P1J6 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Patatin-like phospholipase domain-containing protein 2
Reactions: Not Available
Gene Name: PNPLA2
Uniprot ID: Q96AD5 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytosolic phospholipase A2 delta
Reactions: Not Available
Gene Name: PLA2G4D
Uniprot ID: Q86XP0 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Cytosolic phospholipase A2 epsilon
Reactions: Not Available
Gene Name: PLA2G4E
Uniprot ID: Q3MJ16 Link_out
Protein Sequence: FASTA
Transporters
Name: Long-chain fatty acid transport protein 1
Reactions: Not Available
Gene Name: SLC27A1
Uniprot ID: Q6PCB7 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA