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Human Metabolome Database Version 2.5

 

Showing metabocard for Adrenic acid (HMDB02226)

Legend: metabolite field enzyme field

Version 2.5
Creation Date 2006-05-22 15:17:43
Update Date 2010-07-15 04:01:04
Accession Number HMDB02226
Secondary Accession Numbers Not Available
Common Name Adrenic acid
Description Adrenic acid, which is a prostacyclin inhibitor, appears to be potential prothrombotic agent. (PMID 1642692)
Synonyms
  1. 7,10,13,16-Docosatetraenoate
  2. 7,10,13,16-Docosatetraenoic acid
  3. 7,10,13,16-Docosatetraenoic acid (VAN) Adrenate
  4. 7,10,13,16-Docosatetraenoic acid (VAN) Adrenic acid
  5. Adrenate
Chemical IUPAC Name 7,10,13,16-Docosatetraenoic acid
Chemical Formula C22H36O2
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 332.520
Monoisotopic Molecular Weight 332.271515
Isomeric SMILES CCCCCC=C/CC=C/CC=C/CC=C/CCCCCC(O)=O
Canonical SMILES CCCCCC=CCC=CCC=CCC=CCCCCCC(O)=O
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID 2218009 Link Image
Wikipedia Link Adrenic acid Link Image
NuGOwiki Link HMDB02226 Link Image
Metagene Link HMDB02226 Link Image
METLIN ID 6560 Link Image
PubChem Compound 5282844 Link Image
PubChem Substance 698775 Link Image
ChEBI ID Not Available
CAS Registry Number 2091-25-0
InChI Identifier InChI=1/C22H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,23,24)/b7-6-,10-9-,13-12-,16-15-
Synthesis Reference Not Available
Melting Point (Experimental) Not Available
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 5.77e-05 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge -1
State Solid
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP/Hydrophobicity 7.42 [Predicted by ALOGPS]; 7.377 [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
Show Peaklist
Mass Spectrum Not Available
Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location
  • Membrane (Predicted from LogP)
  • Cytoplasm
  • Extracellular
  • peroxisome
Biofluid Location
  • Blood
Tissue Location
Tissue References
Myelin —
Concentrations (Normal)
Biofluid Blood
Value 0.417 +/- 0.070 uM
Age Adult:>18 yrs old
Sex Both
Patient information Normal
Comments Not Available
References
  • Nikolaos Psychogios, David D. Hau, Jun Peng, An Chi Guo, Rupasri Mandal, Souhaila Bouatra, Igor Sinelnikov, Ramanarayan Krishnamurthy, Roman Eisner, Bijaya Gautam, Nelson Young, Jinaguo Xia, Craig Knox, Ying Wei Dong, Paul Huang, Janet McManus, Theresa Pedersen, Fiona Bamforth, Russ Greiner, Bruce McManus, John Newman, David S. Wishart, The Human Serum Metabolome, PLoS ONE (Submitted).
  • Wishart DS, Knox C, Guo AC, Eisner R, Young N, Gautam B, Hau DD, Psychogios N, Dong E, Bouatra S, Mandal R, Sinelnikov I, Xia J, Jia L, Cruz JA, Lim E, Sobsey CA, Shrivastava S, Huang P, Liu P, Fang L, Peng J, Fradette R, Cheng D, Tzur D, Clements M, Lewis A, De Souza A, Zuniga A, Dawe M, Xiong Y, Clive D, Greiner R, Nazyrova A, Shaykhutdinov R, Li L, Vogel HJ, Forsythe I: HMDB: a knowledgebase for the human metabolome. Nucleic Acids Res. 2008 Oct 25. [PubMed Link Image]
Concentrations (Abnormal) Not Available
Associated Disorders Not Available
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. Martinez M, Mougan I: Fatty acid composition of brain glycerophospholipids in peroxisomal disorders. Lipids. 1999 Jul;34(7):733-40. [PubMed Link Image]
  2. Ren H, Magulike N, Ghebremeskel K, Crawford M: Primary open-angle glaucoma patients have reduced levels of blood docosahexaenoic and eicosapentaenoic acids. Prostaglandins Leukot Essent Fatty Acids. 2006 Mar;74(3):157-63. Epub 2006 Jan 10. [PubMed Link Image]
  3. Wikipedia Link Image