11280714572D 1   1.00000     0.00000     0

 18 18  0     1  0            999 V2000
    8.8750   -6.1875    0.0000 C   0  0  2  0  0  0           0  0  0
    8.4792   -6.9500    0.0000 O   0  0  0  0  0  0           0  0  0
    8.0625   -6.1917    0.0000 C   0  0  2  0  0  0           0  0  0
    9.2750   -5.5000    0.0000 C   0  0  0  0  0  0           0  0  0
    7.3500   -5.7875    0.0000 C   0  0  0  0  0  0           0  0  0
   10.1000   -5.4875    0.0000 O   0  0  0  0  0  0           0  0  0
    7.3500   -4.9750    0.0000 O   0  0  0  0  0  0           0  0  0
    3.1125   -5.7875    0.0000 C   0  0  0  0  0  0           0  0  0
    4.5292   -5.7875    0.0000 C   0  0  0  0  0  0           0  0  0
    2.4125   -6.1917    0.0000 C   0  0  0  0  0  0           0  0  0
    8.8542   -4.7792    0.0000 N   0  0  0  0  0  0           0  0  0
    5.2292   -6.1917    0.0000 C   0  0  0  0  0  0           0  0  0
    3.8250   -6.1917    0.0000 C   0  0  0  0  0  0           0  0  0
    6.6500   -6.1917    0.0000 C   0  0  0  0  0  0           0  0  0
    5.9375   -5.7875    0.0000 C   0  0  0  0  0  0           0  0  0
    1.7000   -5.7875    0.0000 C   0  0  0  0  0  0           0  0  0
    7.5625   -6.8750    0.0000 H   0  0  0  0  0  0           0  0  0
    9.4875   -6.8500    0.0000 H   0  0  0  0  0  0           0  0  0
  2  1  1  0     0  0
  3  1  1  0     0  0
  1  4  1  6     0  0
  3  5  1  6     0  0
  6  4  2  0     0  0
  7  5  2  0     0  0
  8 13  1  0     0  0
  9 12  2  0     0  0
 10  8  2  0     0  0
 11  4  1  0     0  0
 12 15  1  0     0  0
 13  9  1  0     0  0
 14  5  1  0     0  0
 15 14  1  0     0  0
 16 10  1  0     0  0
  3 17  1  1     0  0
  1 18  1  1     0  0
  3  2  1  0     0  0
M  END
> <ID>
CHEBI:171741

> <NAME>
cerulenin

> <DEFINITION>
An epoxydodecadienamide isolated from several species, including Acremonium, Acrocylindrum and Helicoceras. It inhibits the biosynthesis of several lipids by interfering with enzyme function.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:29552

> <SYNONYM>
Cerulenin; (2R,3S)-3-((4E,7E)-nona-4,7-dienoyl)oxirane-2-carboxamide; (2R,3S)-3-((4E,7E)-Nona-4,7-dienoyl)-oxirane-2-carboxylic acid amide

> <IUPAC_NAME>
(2R,3S)-3-[(4E,7E)-nona-4,7-dienoyl]oxirane-2-carboxamide

> <FORMULA>
C12H17NO3

> <MASS>
223.26830

> <MONOISOTOPIC_MASS>
223.12084

> <CHARGE>
0

> <SMILES>
[H][C@]1(O[C@]1([H])C(=O)CC\C=C\C\C=C\C)C(N)=O

> <INCHI>
InChI=1S/C12H17NO3/c1-2-3-4-5-6-7-8-9(14)10-11(16-10)12(13)15/h2-3,5-6,10-11H,4,7-8H2,1H3,(H2,13,15)/b3-2+,6-5+/t10-,11-/m1/s1

> <INCHIKEY>
GVEZIHKRYBHEFX-NQQPLRFYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
4807182

> <CAS_REGISTRY_NUMBER>
17397-89-6

> <CHEMIDPLUS>
17397-89-6

> <DRUGBANK_ACCESSION>
DB01034

> <KEGG_COMPOUND_ACCESSION>
C12058

> <KNAPSACK_ACCESSION>
C00018711

$$$$