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Human Metabolome Database Version 3.5

Showing metabocard for Arachidic acid (HMDB02212)

• Identification
• Taxonomy
• Ontology
• Physical properties
• Spectra
• Biological properties
• Concentrations
• Links
• References

enzymes (70) transporters (1)

• Blood
• Urine

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	Download: MOL | SDF | SMILES | InChI Display: 2D Structure | 3D Structure
Synonyms	Arachate Arachic acid Arachidate Arachidic acid Eicosanoate Eicosanoic acid Icosanoate Icosanoic acid N-Eicosanoate 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 Normal 11115414 Blood Detected and Quantified 9.6 +/- 6.3 uM Adult (>18 years old) Male Normal 11115414 Blood Detected and Quantified 6.4 +/- 3.2 uM Adult (>18 years old) Male Normal 11115414 Blood Detected and Quantified 3.2 +/- 0.0 uM Adult (>18 years old) Male Normal 11115414 Blood Detected and Quantified 0.238 +/- 0.002 uM Adult (>18 years old) Both Normal 20671299
Abnormal Concentrations
	Not Available
Associated Disorders and Diseases
Disease References	None
Associated OMIM IDs	None
External Links
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
Chemspider ID	10035
KEGG Compound ID	C06425
BioCyc ID	ARACHIDIC_ACID
BiGG ID	48230
Wikipedia Link	Arachidic acid
NuGOwiki Link	HMDB02212
Metagene Link	HMDB02212
METLIN ID	401
PubChem Compound	10467
PDB ID	DCR
ChEBI ID	28822
References
Synthesis Reference	Not Available
Material Safety Data Sheet (MSDS)	Download (PDF)
General References	Dray F: Sensitivity and specificity of eicosanoid radioimmunoassays: new strategy. Br J Dermatol. 1983 Jul;109 Suppl 25:36-40. Pubmed: 6860583 Onodera Y, Kawaguchi T, Itoh H: Fatty acid of cerebrospinal fluid in arrested hydrocephalus. Childs Brain. 1982;9(2):95-101. Pubmed: 7094674

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Enzymes
Name: Fatty acid synthase Reactions: Not Available Gene Name: FASN Uniprot ID: P49327 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Calcium-dependent phospholipase A2 Reactions: Not Available Gene Name: PLA2G5 Uniprot ID: P39877 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Group IIF secretory phospholipase A2 Reactions: Not Available Gene Name: PLA2G2F Uniprot ID: Q9BZM2 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Cytosolic phospholipase A2 Reactions: Not Available Gene Name: PLA2G4A Uniprot ID: P47712 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Phospholipase A2 Reactions: Not Available Gene Name: PLA2G1B Uniprot ID: P04054 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Group 10 secretory phospholipase A2 Reactions: Not Available Gene Name: PLA2G10 Uniprot ID: O15496 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Galactoside-binding soluble lectin 13 Reactions: Not Available Gene Name: LGALS13 Uniprot ID: Q9UHV8 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Group IIE secretory phospholipase A2 Reactions: Not Available Gene Name: PLA2G2E Uniprot ID: Q9NZK7 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Group XIIA secretory phospholipase A2 Reactions: Not Available Gene Name: PLA2G12A Uniprot ID: Q9BZM1 Protein Sequence: FASTA Gene Sequence: FASTA
Name: 85/88 kDa calcium-independent phospholipase A2 Reactions: Not Available Gene Name: PLA2G6 Uniprot ID: O60733 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Eosinophil lysophospholipase Reactions: Not Available Gene Name: CLC Uniprot ID: Q05315 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Phospholipase A2, membrane associated Reactions: Not Available Gene Name: PLA2G2A Uniprot ID: P14555 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Group IID secretory phospholipase A2 Reactions: Not Available Gene Name: PLA2G2D Uniprot ID: Q9UNK4 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Pancreatic triacylglycerol lipase Reactions: Not Available Gene Name: PNLIP Uniprot ID: P16233 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Hepatic triacylglycerol lipase Reactions: Not Available Gene Name: LIPC Uniprot ID: P11150 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Inactive pancreatic lipase-related protein 1 Reactions: Not Available Gene Name: PNLIPRP1 Uniprot ID: P54315 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Patatin-like phospholipase domain-containing protein 3 Reactions: Not Available Gene Name: PNPLA3 Uniprot ID: Q9NST1 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Gastric triacylglycerol lipase Reactions: Not Available Gene Name: LIPF Uniprot ID: P07098 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Endothelial lipase Reactions: Not Available Gene Name: LIPG Uniprot ID: Q9Y5X9 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Bile salt-activated lipase Reactions: Not Available Gene Name: CEL Uniprot ID: P19835 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Pancreatic lipase-related protein 2 Reactions: Not Available Gene Name: PNLIPRP2 Uniprot ID: P54317 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Lipoprotein lipase Reactions: Not Available Gene Name: LPL Uniprot ID: P06858 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Liver carboxylesterase 1 Reactions: Not Available Gene Name: CES1 Uniprot ID: P23141 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Cocaine esterase Reactions: Not Available Gene Name: CES2 Uniprot ID: O00748 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Cholinesterase Reactions: Not Available Gene Name: BCHE Uniprot ID: P06276 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Cytosolic phospholipase A2 gamma Reactions: Not Available Gene Name: PLA2G4C Uniprot ID: Q9UP65 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Hormone-sensitive lipase Reactions: Not Available Gene Name: LIPE Uniprot ID: Q05469 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Group 3 secretory phospholipase A2 Reactions: Not Available Gene Name: PLA2G3 Uniprot ID: Q9NZ20 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Bile acid-CoA:amino acid N-acyltransferase Reactions: Not Available Gene Name: BAAT Uniprot ID: Q14032 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Acylphosphatase-2 Reactions: Not Available Gene Name: ACYP2 Uniprot ID: P14621 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Acylphosphatase-1 Reactions: Not Available Gene Name: ACYP1 Uniprot ID: P07311 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Aminoacylase-1 Reactions: Not Available Gene Name: ACY1 Uniprot ID: Q03154 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Aspartoacylase Reactions: Not Available Gene Name: ASPA Uniprot ID: P45381 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Aspartoacylase-2 Reactions: Not Available Gene Name: ACY3 Uniprot ID: Q96HD9 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 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 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 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Acyl-coenzyme A thioesterase 8 Reactions: Not Available Gene Name: ACOT8 Uniprot ID: O14734 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Acid ceramidase Reactions: Not Available Gene Name: ASAH1 Uniprot ID: Q13510 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Homeodomain-interacting protein kinase 1 Reactions: Not Available Gene Name: HIPK1 Uniprot ID: Q86Z02 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Peroxisome proliferator-activated receptor gamma Reactions: Not Available Gene Name: PPARG Uniprot ID: P37231 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Long-chain fatty acid transport protein 6 Reactions: Not Available Gene Name: SLC27A6 Uniprot ID: Q9Y2P4 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Long-chain fatty acid transport protein 3 Reactions: Not Available Gene Name: SLC27A3 Uniprot ID: Q5K4L6 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Patatin-like phospholipase domain-containing protein 4 Reactions: Not Available Gene Name: PNPLA4 Uniprot ID: P41247 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Long-chain fatty acid transport protein 4 Reactions: Not Available Gene Name: SLC27A4 Uniprot ID: Q6P1M0 Protein Sequence: FASTA Gene Sequence: FASTA
Name: 60 kDa lysophospholipase Reactions: Not Available Gene Name: ASPG Uniprot ID: Q86U10 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Phospholipase B1, membrane-associated Reactions: Not Available Gene Name: PLB1 Uniprot ID: Q6P1J6 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Patatin-like phospholipase domain-containing protein 2 Reactions: Not Available Gene Name: PNPLA2 Uniprot ID: Q96AD5 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Cytosolic phospholipase A2 delta Reactions: Not Available Gene Name: PLA2G4D Uniprot ID: Q86XP0 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Cytosolic phospholipase A2 epsilon Reactions: Not Available Gene Name: PLA2G4E Uniprot ID: Q3MJ16 Protein Sequence: FASTA
Name: Cytosolic phospholipase A2 zeta Reactions: Not Available Gene Name: PLA2G4F Uniprot ID: Q68DD2 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Calcium-independent phospholipase A2-gamma Reactions: Not Available Gene Name: PNPLA8 Uniprot ID: Q9NP80 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Cytosolic phospholipase A2 beta Reactions: Not Available Gene Name: PLA2G4B Uniprot ID: P0C869 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Putative neutral ceramidase C Reactions: Not Available Gene Name: ASAH2C Uniprot ID: P0C7U2 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Alkaline ceramidase 2 Reactions: Not Available Gene Name: ACER2 Uniprot ID: Q5QJU3 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Neutral ceramidase Reactions: Not Available Gene Name: ASAH2 Uniprot ID: Q9NR71 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Carboxylesterase 5A Reactions: Not Available Gene Name: CES5A Uniprot ID: Q6NT32 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Alkaline ceramidase 1 Reactions: Not Available Gene Name: ACER1 Uniprot ID: Q8TDN7 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Neuropathy target esterase Reactions: Not Available Gene Name: PNPLA6 Uniprot ID: Q8IY17 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Pancreatic lipase-related protein 3 Reactions: Not Available Gene Name: PNLIPRP3 Uniprot ID: Q17RR3 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Acyl-coenzyme A thioesterase 1 Reactions: Eicosanoyl-CoA + Water unknown Coenzyme A + Arachidic acid details Gene Name: ACOT1 Uniprot ID: Q86TX2 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Carnitine palmitoyltransferase 1B isoform a variant Reactions: Not Available Gene Name: Not Available Uniprot ID: Q53FV7 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Carboxylesterase 3 Reactions: Not Available Gene Name: CES3 Uniprot ID: Q6UWW8 Protein Sequence: FASTA Gene Sequence: FASTA
Name: CREB3L2-PPARgamma Reactions: Not Available Gene Name: Not Available Uniprot ID: Q86WD1 Protein Sequence: FASTA Gene Sequence: FASTA
Name: ADFP protein Reactions: Not Available Gene Name: ADFP Uniprot ID: Q6FHZ7 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Peroxisome proliferator activated-receptor gamma Reactions: Not Available Gene Name: ppar gamma2 Uniprot ID: Q9UEF6 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Peroxisome proliferative activated receptor gamma isoform 2 variant Reactions: Not Available Gene Name: Not Available Uniprot ID: Q53EW1 Protein Sequence: FASTA Gene Sequence: FASTA
Name: CPT1B protein Reactions: Not Available Gene Name: CPT1B Uniprot ID: A2RRE8 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Peroxisome proliferator-activated receptor Reactions: Not Available Gene Name: PPARG Uniprot ID: Q6L9M1 Protein Sequence: FASTA Gene Sequence: FASTA
Name: CPT1B protein Reactions: Not Available Gene Name: CPT1B Uniprot ID: A5PLL0 Protein Sequence: FASTA Gene Sequence: FASTA

Transporters
Name: Long-chain fatty acid transport protein 1 Reactions: Not Available Gene Name: SLC27A1 Uniprot ID: Q6PCB7 Protein Sequence: FASTA Gene Sequence: FASTA

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