Ketcher 07072116172D 1   1.00000     0.00000     0

 22 22  0     1  0            999 V2000
   15.2426  -19.6736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0492  -20.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7317  -21.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7368  -21.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4292  -20.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0037  -19.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7405  -20.6329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2163  -18.9874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1673  -22.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1647  -22.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7309  -21.3635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6004  -23.0931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5409  -22.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1406  -22.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1493  -21.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7493  -20.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3391  -20.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9390  -19.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9420  -19.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5290  -18.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5262  -18.5703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1292  -17.5489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0     0  0
  3  2  1  0     0  0
  3  4  1  0     0  0
  4  5  1  0     0  0
  1  5  1  0     0  0
  6  7  1  0     0  0
  6  8  2  0     0  0
  2  6  1  6     0  0
 10 11  2  0     0  0
 10 12  1  0     0  0
  9 10  1  0     0  0
  3  9  1  1     0  0
 13 14  1  0     0  0
 14 15  2  0     0  0
 15 16  1  0     0  0
 16 17  1  0     0  0
 17 18  2  0     0  0
 18 19  1  0     0  0
 20 21  1  0     0  0
 20 22  2  0     0  0
 18 20  1  0     0  0
  4 14  1  1     0  0
M  END
> <ID>
CHEBI:176782

> <NAME>
isodomoic acid A

> <DEFINITION>
An L-proline derivative that is L-proline substituted by a carboxymethyl group at position 3 and a 6-carboxyhepta-2,5-dien-2-yl group at position 4. It is isolated from the red alga, Chondria armata.

> <STAR>
3

> <SYNONYM>
(2S,3S,4S)-4-[(2Z,5E)-6-carboxyhepta-2,5-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

> <IUPAC_NAME>
(3S,4S)-4-[(2Z,5E)-6-carboxyhepta-2,5-dien-2-yl]-3-(carboxymethyl)-L-proline

> <FORMULA>
C15H21NO6

> <MASS>
311.334

> <MONOISOTOPIC_MASS>
311.13689

> <CHARGE>
0

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

> <INCHI>
InChI=1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h4-5,10-11,13,16H,3,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b8-4-,9-5+/t10-,11+,13-/m0/s1

> <INCHIKEY>
DDAJBUQQWFXHDM-UUYKTWPLSA-N

> <CAS_REGISTRY_NUMBER>
101899-44-9

> <CHEMIDPLUS>
101899-44-9

> <KEGG_COMPOUND_ACCESSION>
C20027

> <KNAPSACK_ACCESSION>
C00050911

> <PUBMED_CITATION>
10482392; 1520316; 17640694; 29321590

$$$$