Mrv0541 04141413582D          

 16 15  0  0  0  0            999 V2000
    8.6129   -2.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8984   -2.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6129   -1.4711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1841   -2.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4696   -2.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7551   -2.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0407   -2.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3263   -2.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6118   -2.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3274   -2.7086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973   -2.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973   -1.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6117   -1.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3262   -1.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0407   -1.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7551   -1.4711    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
  1 10  1  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 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <ID>
CHEBI:27781

> <NAME>
myristoleic acid

> <DEFINITION>
A tetradecenoic acid in which the double bond is at the 9-10 position and has Z configuration. Myristoleic acid has been isolated from Serenoa repens and has cytotoxic and apoptosis-inducing effects.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:7058; CHEBI:25454

> <SYNONYM>
Myristoleic acid; Myristoleic acid; cis-tetradec-9-enoic acid; cis-Delta(9)-tetradecenoic acid; cis-9-tetradecenoic acid; 9Z-tetradecenoic acid; 9-Tetradecenoic acid; (Z)-Tetradec-9-enoic acid; (9Z)-Tetradecenoic acid

> <IUPAC_NAME>
(9Z)-tetradec-9-enoic acid

> <FORMULA>
C14H26O2

> <MASS>
226.35500

> <MONOISOTOPIC_MASS>
226.19328

> <CHARGE>
0

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

> <INCHI>
InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h5-6H,2-4,7-13H2,1H3,(H,15,16)/b6-5-

> <INCHIKEY>
YWWVWXASSLXJHU-WAYWQWQTSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
1724311

> <CAS_REGISTRY_NUMBER>
544-64-9

> <REAXYS_REGISTRY_NUMBER>
1724311

> <CHEMIDPLUS>
544-64-9

> <KEGG_COMPOUND_ACCESSION>
C08322

> <KNAPSACK_ACCESSION>
C00001229

> <LIPID_MAPS_INSTANCE_ACCESSION>
LMFA01030051

> <WIKIPEDIA_ACCESSION>
Myristoleic_acid

> <PUBMED_CITATION>
11304730; 11380153; 19761868

$$$$