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Human Metabolome Database Version 2.5

 

Showing metabocard for Stearidonic acid (HMDB06547)

Legend: metabolite field enzyme field

Version 2.5
Creation Date 2007-05-23 16:30:04
Update Date 2010-07-22 11:30:37
Accession Number HMDB06547
Secondary Accession Numbers Not Available
Common Name Stearidonic acid
Description Stearidonic acid is found in dietary plant oils which are metabolized to longer-chain, more unsaturated (n-3) PUFA. These oils appear to possess hypotriglyceridemic properties typically associated with fish oils.(PMID: 15173404) stearidonic acid may be used as a precursor to increase the EPA content of human lipids and that combinations of gamma-linolenic acid and stearidonic acid eicosapentaenoic acid can be used to manipulate the fatty acid compositions of lipid pools in subtle ways. Such effects may offer new strategies for manipulation of cell composition in order to influence cellular responses and functions in desirable ways. (PMID: 15120716)
Synonyms
  1. Stearidonic acid
  2. 6,9,12,15-octadecatetraenoic acid
  3. stearidonic acid C18:4
  4. 6,9,12,15-octadecatetraenoate
Chemical IUPAC Name (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid
Chemical Formula C18H28O2
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 276.414
Monoisotopic Molecular Weight 276.208923
Isomeric SMILES CCC=C/CC=C/CC=C/CC=C/CCCCC(O)=O
Canonical SMILES CCC=CCC=CCC=CCC=CCCCCC(O)=O
KEGG Compound ID C16300 Link Image
BioCyc ID Not Available
BiGG ID 2218006 Link Image
Wikipedia Link Stearidonic acid Link Image
NuGOwiki Link HMDB06547 Link Image
Metagene Link HMDB06547 Link Image
METLIN ID Not Available
PubChem Compound 5282837 Link Image
PubChem Substance 7850034 Link Image
ChEBI ID 32389 Link Image
CAS Registry Number 20290-75-9
InChI Identifier InChI=1/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10,12-13H,2,5,8,11,14-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-,13-12-
Synthesis Reference Not Available
Melting Point (Experimental) Not Available
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 5.02e-04 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge -1
State Solid
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP/Hydrophobicity 5.5 [Predicted by PubChem via XLOGP]; 6.19 [Predicted by ALOGPS] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)
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 Not Available
Biofluid Location Not Available
Tissue Location Not Available
Concentrations (Normal) Not Available
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. Wikipedia Link Image
Metabolic Enzymes
  1. Delta-6 fatty acid desaturase
Enzyme 1 [top]
Enzyme 1 ID 8800
Enzyme 1 Name Delta-6 fatty acid desaturase
Enzyme 1 Synonyms
  1. CDNA FLJ90458 fis, clone NT2RP3001738, highly similar to Fatty acid desaturase 2
  2. Fatty acid desaturase 2
Enzyme 1 Gene Name FADS2
Enzyme 1 Protein Sequence >Delta-6 fatty acid desaturase 
MGKGGNQGEGAAEREVSVPTFSWEEIQKHNLRTDRWLVIDRKVYNITKWSIQHPGGQRVI
GHYAGEDATDAFRAFHPDLEFVGKFLKPLLIGELAPEEPSQDHGKNSKITEDFRALRKTA
EDMNLFKTNHVFFLLLLAHIIALESIAWFTVFYFGNGWIPTLITAFVLATSQAQAGWLQH
DYGHLSVYRKPKWNHLVHKFVIGHLKGASANWWNHRHFQHHAKPNIFHKDPDVNMLHVFV
LGEWQPIEYGKKKLKYLPYNHQHEYFFLIGPPLLIPMYFQYQIIMTMIVHKNWVDLAWAV
SYYIRFFITYIPFYGILGALLFLNFIRFLESHWFVWVTQMNHIVMEIDQEAYRDWFSSQL
TATCNVEQSFFNDWFSGHLNFQIEHHLFPTMPRHNLHKIAPLVKSLCAKHGIEYQEKPLL
RALLDIIRSLKKSGKLWLDAYLHK
Enzyme 1 Number of Residues 444
Enzyme 1 Molecular Weight 52260
Enzyme 1 Theoretical pI 9.18
Enzyme 1 GO Classification
Function
  • binding
  • catalytic activity
  • cation binding
  • heme binding
  • ion binding
  • iron ion binding
  • oxidoreductase activity
  • oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen
  • oxidoreductase activity, acting on paired donors, with oxidation of a pair of donors resulting in the reduction of molecular oxygen to two molecules of water
  • tetrapyrrole binding
  • transition metal ion binding
Process
  • carboxylic acid metabolism
  • cellular metabolism
  • fatty acid biosynthesis
  • fatty acid desaturation
  • fatty acid metabolism
  • metabolism
  • organic acid metabolism
  • physiological process
Component
  • cell
  • membrane
Enzyme 1 General Function Lipid transport and metabolism
Enzyme 1 Specific Function Not Available
Enzyme 1 Pathways Not Available
Enzyme 1 Reactions Not Available
Enzyme 1 Pfam Domain Function
Enzyme 1 Signals Not Available
Enzyme 1 Transmembrane Regions
  • 132-154
  • 158-180
  • 266-288
  • 303-325
Enzyme 1 Essentiality Not Available
Enzyme 1 GenBank ID Protein 4406528 Link Image
Enzyme 1 UniProtKB/Swiss-Prot ID O95864 Link Image
Enzyme 1 UniProtKB/Swiss-Prot Entry Name O95864_HUMAN Link Image
Enzyme 1 PDB ID Not Available
Enzyme 1 Cellular Location Not Available
Enzyme 1 Gene Sequence >1335 bp 
ATGGGGAAGGGAGGGAACCAGGGCGAGGGGGCCGCCGAGCGCGAGGTGTCGGTGCCCACC
TTCAGCTGGGAGGAGATTCAGAAGCATAACCTGCGCACCGACAGGTGGCTGGTCATTGAC
CGCAAGGTTTACAACATCACCAAATGGTCCATCCAGCACCCGGGGGGCCAGCGGGTCATC
GGGCACTACGCTGGAGAAGATGCAACGGATGCCTTCCGCGCCTTCCACCCTGACCTGGAA
TTCGTGGGCAAGTTCTTGAAACCCCTGCTGATTGGTGAACTGGCCCCGGAGGAGCCCAGC
CAGGACCACGGCAAGAACTCAAAGATCACTGAGGACTTCCGGGCCCTGAGGAAGACGGCT
GAGGACATGAACCTGTTCAAGACCAACCACGTGTTCTTCCTCCTCCTCCTGGCCCACATC
ATCGCCCTGGAGAGCATTGCATGGTTCACTGTCTTTTACTTTGGCAATGGCTGGATTCCT
ACCCTCATCACGGCCTTTGTCCTTGCTACCTCTCAGGCCCAAGCTGGATGGCTGCAACAT
GATTATGGCCACCTGTCTGTCTACAGAAAACCCAAGTGGAACCACCTTGTCCACAAATTC
GTCATTGGCCACTTAAAGGGTGCCTCTGCCAACTGGTGGAATCATCGCCACTTCCAGCAC
CACGCCAAGCCTAACATCTTCCACAAGGATCCCGATGTGAACATGCTGCACGTGTTTGTT
CTGGGCGAATGGCAGCCCATCGAGTACGGCAAGAAGAAGCTGAAATACCTGCCCTACAAT
CACCAGCACGAATACTTCTTCCTGATTGGGCCGCCGCTGCTCATCCCCATGTATTTCCAG
TACCAGATTATCATGACCATGATCGTCCATAAGAACTGGGTGGACCTGGCCTGGGCCGTC
AGCTACTACATCCGGTTCTTCATCACCTACATCCCTTTCTACGGCATCCTGGGAGCCCTC
CTTTTCCTCAACTTCATCAGGTTCCTGGAGAGCCACTGGTTTGTGTGGGTCACACAGATG
AATCACATCGTCATGGAGATTGACCAGGAGGCCTACCGTGACTGGTTCAGTAGCCAGCTG
ACAGCCACCTGCAACGTGGAGCAGTCCTTCTTCAACGACTGGTTCAGTGGACACCTTAAC
TTCCAGATTGAGCACCACCTCTTCCCCACCATGCCCCGGCACAACTTACACAAGATCGCC
CCGCTGGTGAAGTCTCTATGTGCCAAGCATGGCATTGAATACCAGGAGAAGCCGCTACTG
AGGGCCCTGCTGGACATCATCAGGTCCCTGAAGAAGTCTGGGAAGCTGTGGCTGGACGCC
TACCTTCACAAATGA
Enzyme 1 GenBank Gene ID AF126799 Link Image
Enzyme 1 GeneCard ID FADS2 Link Image
Enzyme 1 GenAtlas ID FADS2 Link Image
Enzyme 1 HGNC ID HGNC:3575 Link Image
Enzyme 1 Chromosome Location 11
Enzyme 1 Locus 11q12-q13.1
Enzyme 1 SNPs SNPJam Report Link Image
Enzyme 1 General References
  1. Cho HP, Nakamura MT, Clarke SD: Cloning, expression, and nutritional regulation of the mammalian Delta-6 desaturase. J Biol Chem. 1999 Jan 1;274(1):471-7. [PubMed Link Image]
  2. Marquardt A, Stohr H, White K, Weber BH: cDNA cloning, genomic structure, and chromosomal localization of three members of the human fatty acid desaturase family. Genomics. 2000 Jun 1;66(2):175-83. [PubMed Link Image]
Enzyme 1 Metabolite References Not Available