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Human Metabolome Database Version 2.5

 

Showing metabocard for Docosapentaenoic acid (22n-6) (HMDB01976)

Legend: metabolite field enzyme field

Version 2.5
Creation Date 2006-05-22 15:17:30
Update Date 2010-07-23 04:01:51
Accession Number HMDB01976
Secondary Accession Numbers Not Available
Common Name Docosapentaenoic acid (22n-6)
Description fatty acids, Unsaturated Docosapentaenoic acid is fatty acid found in fish oils. It is a minor constituent of the total serum unsaturated fatty acids in humans.
Synonyms
  1. Docosapentaenoate
  2. Docosapentaenoic acid
Chemical IUPAC Name (4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid
Chemical Formula C22H34O2
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Organic acids
Class
  • Fatty Acids
Sub Class
  • Long chain fatty acids
Family
  • Mammalian Metabolite
Species
  • carboxylic acid
  • alkene
Biofunction
—
Application
—
Source
  • Endogenous
Average Molecular Weight 330.504
Monoisotopic Molecular Weight 330.255890
Isomeric SMILES CCCCCC=C/CC=C/CC=C/CC=C/CC=C/CCC(O)=O
Canonical SMILES CCCCCC=CCC=CCC=CCC=CCC=CCCC(O)=O
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Docosapentaenoic acid Link Image
NuGOwiki Link HMDB01976 Link Image
Metagene Link HMDB01976 Link Image
METLIN ID 6412 Link Image
PubChem Compound 6438348 Link Image
PubChem Substance 700632 Link Image
ChEBI ID Not Available
CAS Registry Number 25448-00-4
InChI Identifier InChI=1/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10,12-13,15-16,18-19H,2-5,8,11,14,17,20-21H2,1H3,(H,23,24)/b7-6-,10-9-,13-12-,16-15-,19-18-
Synthesis Reference Not Available
Melting Point (Experimental) Not Available
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 1.04e-04 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge -1
State Solid
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP/Hydrophobicity 7.18 [Predicted by ALOGPS]; 6.987 [Predicted by PubChem via XLOGP] Calculated using ALOGPS
Material Safety Data Sheet (MSDS) Not Available
MOL File Show
SDF File Show
PDB File Show
2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Not Available
Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Not Available
Predicted 1H NMR Spectrum Show Image
Show Peaklist
Predicted 13C NMR Spectrum Show Image
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Mass Spectrum Not Available
Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location
  • Membrane (Predicted from LogP)
Biofluid Location
  • Urine
Tissue Location
Tissue References
Adipose Tissue —
Fibroblasts —
Platelet —
Concentrations (Normal)
Biofluid Urine
Value 6.4 +/- 5.6 umol/mmol creatinine
Age Adult:>18 yrs old
Sex Both
Patient information Normal
Comments Not Available
References
  • Kim KM, Jung BH, Lho DS, Chung WY, Paeng KJ, Chung BC: Alteration of urinary profiles of endogenous steroids and polyunsaturated fatty acids in thyroid cancer. Cancer Lett. 2003 Dec 30;202(2):173-9. [PubMed Link Image]
Concentrations (Abnormal)
Biofluid Urine
Value 3.0 +/- 2.3 umol/mmol creatinine
Age Adult:>18 yrs old
Sex Both
Condition Thyroid cancer
Comments Thyroid cancer
References
  • Kim KM, Jung BH, Lho DS, Chung WY, Paeng KJ, Chung BC: Alteration of urinary profiles of endogenous steroids and polyunsaturated fatty acids in thyroid cancer. Cancer Lett. 2003 Dec 30;202(2):173-9. [PubMed Link Image]
Associated Disorders
Condition References
Thyroid cancer
  • Kim KM, Jung BH, Lho DS, Chung WY, Paeng KJ, Chung BC: Alteration of urinary profiles of endogenous steroids and polyunsaturated fatty acids in thyroid cancer. Cancer Lett. 2003 Dec 30;202(2):173-9. [PubMed Link Image]
OMIM ID Not Available
Pathways
Name SMPDB Link KEGG Link
Alpha Linolenic Acid and Linoleic Acid Metabolism SMP00018 Link Image map00592 Link Image
General References
  1. Marckmann P, Lassen A, Haraldsdottir J, Sandstrom B: Biomarkers of habitual fish intake in adipose tissue. Am J Clin Nutr. 1995 Nov;62(5):956-9. [PubMed Link Image]
  2. Pedersen JI, Ringstad J, Almendingen K, Haugen TS, Stensvold I, Thelle DS: Adipose tissue fatty acids and risk of myocardial infarction--a case-control study. Eur J Clin Nutr. 2000 Aug;54(8):618-25. [PubMed Link Image]
  3. Park Y, Harris W: EPA, but not DHA, decreases mean platelet volume in normal subjects. Lipids. 2002 Oct;37(10):941-6. [PubMed Link Image]
  4. Francois CA, Connor SL, Bolewicz LC, Connor WE: Supplementing lactating women with flaxseed oil does not increase docosahexaenoic acid in their milk. Am J Clin Nutr. 2003 Jan;77(1):226-33. [PubMed Link Image]
  5. Williard DE, Nwankwo JO, Kaduce TL, Harmon SD, Irons M, Moser HW, Raymond GV, Spector AA: Identification of a fatty acid delta6-desaturase deficiency in human skin fibroblasts. J Lipid Res. 2001 Apr;42(4):501-8. [PubMed Link Image]
  6. Wikipedia Link Image