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Human Metabolome Database Version 3.5

Showing metabocard for Pentadecanoic acid (HMDB00826)

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

enzymes (64) transporters (1)

• Blood
• Urine

Record Information
Version	3.5
Creation Date	2005-11-16 08:48:42 -0700
Update Date	2013-05-29 13:29:15 -0600
HMDB ID	HMDB00826
Secondary Accession Numbers	None
Metabolite Identification
Common Name	Pentadecanoic acid
Description	Pentadecanoic acid is a fatty acid of exogenous (primarily ruminant) origin. Many "odd" length long chain amino acids are derived from the consumption of dairy fats (milk and meat). Pentadecanoic acid constitutes 1.05% of milk fat and 0.43% of ruminant meat fat. The content of heptadecanoic acid in the subcutaneous adipose tissue of humans appears to be a good biological marker of long-term milk fat intake in free-living individuals in populations with high consumption of dairy products. (PMID 9701185 ; PMID 11238766 ).
Structure	Download: MOL | SDF | SMILES | InChI Display: 2D Structure | 3D Structure
Synonyms	N-Pentadecanoate N-Pentadecanoic acid N-Pentadecylate N-Pentadecylic acid Pentadecanoate Pentadecanoic acid Pentadecyclate Pentadecyclic acid
Chemical Formula	C15H30O2
Average Molecular Weight	242.3975
Monoisotopic Molecular Weight	242.224580204
IUPAC Name	pentadecanoic acid
Traditional IUPAC Name	pentadecanoic acid
CAS Registry Number	1002-84-2
SMILES	CCCCCCCCCCCCCCC(O)=O
InChI Identifier	InChI=1S/C15H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17/h2-14H2,1H3,(H,16,17)
InChI Key	WQEPLUUGTLDZJY-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 Straight chain fatty acids(KEGG) Straight chain fatty acids(Lipidmaps) long-chain fatty acid(ChEBI) straight-chain saturated fatty acid(ChEBI)
Substituents	Carboxylic Acid
Direct Parent	Straight Chain Fatty Acids
Ontology
Status	Detected and Quantified
Origin	Endogenous Food
Biofunction	Cell signaling Fuel and energy storage Fuel or energy source Membrane integrity/stability Signalling
Application	Nutrients Stabilizers Surfactants and Emulsifiers
Cellular locations	Cytoplasm Extracellular Membrane
Physical Properties
State	Solid
Experimental Properties	Property Value Reference Melting Point 52.3 °C Not Available Boiling Point Not Available Not Available Water Solubility Not Available Not Available LogP Not Available Not Available
Predicted Properties	Property Value Source Water Solubility 3.340E-04 g/L ALOGPS LogP 6.65 ALOGPS LogP 5.81 ChemAxon LogS -5.86 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 13 ChemAxon Refractivity 72.48 ChemAxon Polarizability 32.23 ChemAxon Formal Charge 0 ChemAxon Physiological Charge -1 ChemAxon
Spectra
	Gas-MS Spectrum 1H NMR Spectrum MS/MS Spectrum GC-MS
Biological Properties
Cellular Locations	Cytoplasm Extracellular Membrane
Biofluid Locations	Blood
Tissue Location	Adipose Tissue
Pathways	Not Available
Normal Concentrations
	Biofluid Status Value Age Sex Condition Reference Blood Detected and Quantified 1.34 +/- 0.91 uM Adult (>18 years old) Not Specified Normal 21359215 Blood Detected and Quantified 2.692 +/- 0.510 uM Adult (>18 years old) Both Normal 21359215 18953024 Blood Detected and Quantified 0.653 +/- 0.004 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	FDB010033
KNApSAcK ID	C00007423
Chemspider ID	13249
KEGG Compound ID	C16537
BioCyc ID	Not Available
BiGG ID	215864
Wikipedia Link	Not Available
NuGOwiki Link	HMDB00826
Metagene Link	HMDB00826
METLIN ID	5789
PubChem Compound	13849
PDB ID	F15
ChEBI ID	Not Available
References
Synthesis Reference	Not Available
Material Safety Data Sheet (MSDS)	Download (PDF)
General References	Matsuo S, Nakamura Y, Nakae I, Matsumoto T, Takada M, Murata K, Horie M: Scintigraphic evaluation of cardiac metabolism in multicentric Castleman's disease. Intern Med. 2004 Jun;43(6):490-2. Pubmed: 15283185 Nanasato M, Hirayama H, Ando A, Isobe S, Nonokawa M, Kinoshita Y, Nanbu I, Yokota M, Murohara T: Incremental predictive value of myocardial scintigraphy with 123I-BMIPP in patients with acute myocardial infarction treated with primary percutaneous coronary intervention. Eur J Nucl Med Mol Imaging. 2004 Nov;31(11):1512-21. Epub 2004 Jul 1. Pubmed: 15232655 Jong MC, Voshol PJ, Muurling M, Dahlmans VE, Romijn JA, Pijl H, Havekes LM: Protection from obesity and insulin resistance in mice overexpressing human apolipoprotein C1. Diabetes. 2001 Dec;50(12):2779-85. Pubmed: 11723061 Seki H, Toyama T, Higuchi K, Kasama S, Ueda T, Seki R, Hatori T, Endo K, Kurabayashi M: Prediction of functional improvement of ischemic myocardium with (123I-BMIPP SPECT and 99mTc-tetrofosmin SPECT imaging: a study of patients with large acute myocardial infarction and receiving revascularization therapy. Circ J. 2005 Mar;69(3):311-9. Pubmed: 15731537 Akutsu Y, Kodama Y, Nishimura H, Kinohira Y, Li HL, Yamanaka H, Kayano H, Hamazaki Y, Shinozuka A, Katagiri T: Contractile reserve, thallium-201 reverse redistribution and mismatch between perfusion and metabolism in reperfused infarct-related myocardium with delayed and incomplete functional recovery. Jpn Heart J. 2004 Sep;45(5):739-48. Pubmed: 15557715 Tani T, Teragaki M, Watanabe H, Muro T, Yamagishi H, Akioka K, Yoshiyama M, Takeuchi K, Yoshikawa J: Detecting viable myocardium and predicting functional improvement: comparisons of positron emission tomography, rest-redistribution thallium-201 single-photon emission computed tomography (SPECT), exercise thallium-201 reinjection SPECT, I-123 BMIPP SPECT and dobutamine stress echocardiography. Circ J. 2004 Oct;68(10):950-7. Pubmed: 15459470 Bauwens K, Jacobi CA, Gellert K, Aurisch R, Zieren HU: [Diagnosis and therapy of postoperative chyloperitoneum] Chirurg. 1996 Jun;67(6):658-60. Pubmed: 8767101 Wolk A, Vessby B, Ljung H, Barrefors P: Evaluation of a biological marker of dairy fat intake. Am J Clin Nutr. 1998 Aug;68(2):291-5. Pubmed: 9701185 Wolk A, Furuheim M, Vessby B: Fatty acid composition of adipose tissue and serum lipids are valid biological markers of dairy fat intake in men. J Nutr. 2001 Mar;131(3):828-33. Pubmed: 11238766

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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: 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: 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: 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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