Marvin  12140716002D          

 13 12  0  0  0  0            999 V2000
    2.8579    0.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.1833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -0.2292    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579    0.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.0083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.0083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.0542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  2  0  0  0  0
  1 11  1  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
  7 12  1  6  0  0  0
  8  7  1  0  0  0  0
  8 13  1  1  0  0  0
  8  9  1  0  0  0  0
M  END
> <ID>
CHEBI:42085

> <NAME>
(7R,8S)-7,8-diaminononanoic acid

> <DEFINITION>
The isomer of 7,8-diaminononanoic acid having (R)- and (S)- configurations at C-7 and C-8, respectively; an intermediate in the biosynthetic pathway of biotin. As biotin is made exclusively in plants and microorganisms, both the chemical structure and biosynthetic enzymes of DAPA are targets for the development of herbicides and antimicrobial drugs.

> <STAR>
3

> <SYNONYM>
DAPA; DAP; 7,8-diaminopelargonic acid; 7,8-DIAMINO-NONANOIC ACID; 7,8-DAPA; 7,8-DAP; (7R,8S)-7,8-diaminopelargonic acid

> <IUPAC_NAME>
(7R,8S)-7,8-diaminononanoic acid

> <FORMULA>
C9H20N2O2

> <MASS>
188.26738

> <MONOISOTOPIC_MASS>
188.15248

> <CHARGE>
0

> <SMILES>
C[C@H](N)[C@H](N)CCCCCC(O)=O

> <INCHI>
InChI=1S/C9H20N2O2/c1-7(10)8(11)5-3-2-4-6-9(12)13/h7-8H,2-6,10-11H2,1H3,(H,12,13)/t7-,8+/m0/s1

> <INCHIKEY>
KCEGBPIYGIWCDH-JGVFFNPUSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
6843830

> <DRUGBANK_ACCESSION>
DB01715

> <PDBECHEM_ACCESSION>
DNN

> <PUBMED_CITATION>
10452893; 1092682; 15937974; 19345718; 4892372

$$$$