Record Information
Version3.6
Creation Date2005-11-16 15:48:42 UTC
Update Date2013-05-29 19:29:15 UTC
HMDB IDHMDB00826
Secondary Accession NumbersNone
Metabolite Identification
Common NamePentadecanoic acid
DescriptionPentadecanoic 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
Thumb
Synonyms
  1. N-Pentadecanoate
  2. N-Pentadecanoic acid
  3. N-Pentadecylate
  4. N-Pentadecylic acid
  5. Pentadecanoate
  6. Pentadecanoic acid
  7. Pentadecyclate
  8. Pentadecyclic acid
Chemical FormulaC15H30O2
Average Molecular Weight242.3975
Monoisotopic Molecular Weight242.224580204
IUPAC Namepentadecanoic acid
Traditional IUPAC Namepentadecanoic acid
CAS Registry Number1002-84-2
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 KeyWQEPLUUGTLDZJY-UHFFFAOYSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassLipids
ClassFatty Acids and Conjugates
Sub ClassStraight 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 ParentStraight Chain Fatty Acids
Ontology
StatusDetected 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
StateSolid
Experimental Properties
PropertyValueReference
Melting Point52.3 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
water solubility3.340E-04 g/LALOGPS
logP6.65ALOGPS
logP5.81ChemAxon
logS-5.9ALOGPS
pKa (strongest acidic)4.95ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count2ChemAxon
hydrogen donor count1ChemAxon
polar surface area37.3ChemAxon
rotatable bond count13ChemAxon
refractivity72.48ChemAxon
polarizability32.23ChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biofluid Locations
  • Blood
Tissue Location
  • Adipose Tissue
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReference
BloodDetected and Quantified1.34 +/- 0.91 uMAdult (>18 years old)Not SpecifiedNormal
BloodDetected and Quantified2.692 +/- 0.510 uMAdult (>18 years old)BothNormal
BloodDetected and Quantified0.653 +/- 0.004 uMAdult (>18 years old)BothNormal
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB010033
KNApSAcK IDC00007423
Chemspider ID13249
KEGG Compound IDC16537
BioCyc IDNot Available
BiGG ID215864
Wikipedia LinkNot Available
NuGOwiki LinkHMDB00826
Metagene LinkHMDB00826
METLIN ID5789
PubChem Compound13849
PDB IDF15
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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
  2. 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
  3. 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
  4. 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
  5. 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
  6. 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
  7. 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
  8. 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
  9. 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

Only showing the first 50 proteins. There are 65 proteins in total.

Enzymes

Gene Name:
FASN
Uniprot ID:
P49327
Gene Name:
PLA2G5
Uniprot ID:
P39877
Gene Name:
PLA2G2F
Uniprot ID:
Q9BZM2
Gene Name:
PLA2G4A
Uniprot ID:
P47712
Gene Name:
PLA2G1B
Uniprot ID:
P04054
Gene Name:
PLA2G10
Uniprot ID:
O15496
Gene Name:
LGALS13
Uniprot ID:
Q9UHV8
Gene Name:
PLA2G2E
Uniprot ID:
Q9NZK7
Gene Name:
PLA2G12A
Uniprot ID:
Q9BZM1
Gene Name:
CLC
Uniprot ID:
Q05315
Gene Name:
PLA2G2A
Uniprot ID:
P14555
Gene Name:
PLA2G2D
Uniprot ID:
Q9UNK4
Gene Name:
PNLIP
Uniprot ID:
P16233
Gene Name:
LIPC
Uniprot ID:
P11150
Gene Name:
LIPF
Uniprot ID:
P07098
Gene Name:
LIPG
Uniprot ID:
Q9Y5X9
Gene Name:
CEL
Uniprot ID:
P19835
Gene Name:
PNLIPRP2
Uniprot ID:
P54317
Gene Name:
LPL
Uniprot ID:
P06858
Gene Name:
CES1
Uniprot ID:
P23141
Gene Name:
CES2
Uniprot ID:
O00748
Gene Name:
BCHE
Uniprot ID:
P06276
Gene Name:
PLA2G4C
Uniprot ID:
Q9UP65
Gene Name:
LIPE
Uniprot ID:
Q05469
Gene Name:
PLA2G3
Uniprot ID:
Q9NZ20
Gene Name:
ACYP2
Uniprot ID:
P14621
Gene Name:
ACYP1
Uniprot ID:
P07311
Gene Name:
ACY1
Uniprot ID:
Q03154
Gene Name:
ASPA
Uniprot ID:
P45381
Gene Name:
ACY3
Uniprot ID:
Q96HD9
Gene Name:
ASAH1
Uniprot ID:
Q13510
Gene Name:
SLC27A6
Uniprot ID:
Q9Y2P4
Gene Name:
SLC27A3
Uniprot ID:
Q5K4L6
Gene Name:
SLC27A4
Uniprot ID:
Q6P1M0
Gene Name:
ASPG
Uniprot ID:
Q86U10
Gene Name:
PLA2G4D
Uniprot ID:
Q86XP0
Gene Name:
PLA2G4E
Uniprot ID:
Q3MJ16
Gene Name:
PLA2G4F
Uniprot ID:
Q68DD2
Gene Name:
PLA2G4B
Uniprot ID:
P0C869
Gene Name:
ASAH2C
Uniprot ID:
P0C7U2
Gene Name:
ACER2
Uniprot ID:
Q5QJU3

Transporters

Only showing the first 50 proteins. There are 65 proteins in total.