ChEBI


 20 19  0  0  0  0  0  0  0  0  1 V2000
   26.9400  -25.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8312  -26.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9400  -24.6443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7224  -25.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6136  -26.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5048  -25.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3960  -26.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2872  -25.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1784  -26.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0696  -25.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0488  -26.5648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9608  -26.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9608  -27.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8520  -28.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8520  -29.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9608  -30.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9608  -31.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0696  -32.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1784  -31.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2872  -32.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 11  1  0  0  0  0
 12 10  2  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  2  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  2  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
M  END
> <ID>
CHEBI:27432

> <NAME>
alpha-linolenic acid

> <DEFINITION>
A linolenic acid with cis-double bonds at positions 9, 12 and 15. Shown to have an antithrombotic effect.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:43891; CHEBI:10298; CHEBI:22462

> <SYNONYM>
linolenic acid; cis-Delta(9,12,15)-octadecatrienoic acid; cis,cis,cis-9,12,15-octadecatrienoic acid; alpha-linolenic acid; alpha-Linolenic acid; ALPHA-LINOLENIC ACID; alpha-Linolenic acid; all-cis-9,12,15-octadecatrienoic acid; ALA; 9-cis,12-cis,15-cis-octadecatrienoic acid; 9,12,15-Octadecatrienoic acid; (Z,Z,Z)-9,12,15-octadecatrienoic acid; (9Z,12Z,15Z)-Octadecatrienoic acid; (9,12,15)-linolenic acid

> <IUPAC_NAME>
(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid

> <FORMULA>
C18H30O2

> <MASS>
278.42960

> <MONOISOTOPIC_MASS>
278.22458

> <CHARGE>
0

> <SMILES>
CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O

> <INCHI>
InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-

> <INCHIKEY>
DTOSIQBPPRVQHS-PDBXOOCHSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
1727693

> <CAS_REGISTRY_NUMBER>
463-40-1

> <GMELIN_REGISTRY_NUMBER>
57558

> <REAXYS_REGISTRY_NUMBER>
1727693

> <CHEMIDPLUS>
463-40-1

> <DRUGBANK_ACCESSION>
DB00132

> <KEGG_COMPOUND_ACCESSION>
C06427

> <KNAPSACK_ACCESSION>
C00007247

> <LIPID_MAPS_INSTANCE_ACCESSION>
LMFA01030152

> <METACYC_ACCESSION>
LINOLENIC_ACID

> <NIST_CHEMISTRY_WEBBOOK>
463-40-1

> <PDBECHEM_ACCESSION>
LNL

> <WIKIPEDIA_ACCESSION>
Alpha-Linolenic_acid

> <PUBMED_CITATION>
10232625; 11304127; 19269799; 24320056; 24639012; 24855655

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