Marvin  02121315482D          

 27 29  0  0  1  0            999 V2000
    9.7580   -8.9761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3100   -9.5892    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0551  -10.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2481  -10.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9932  -11.3300    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1862  -11.5016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5452  -11.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2902  -12.7278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3521  -11.7716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1170   -9.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3718   -8.6331    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8870   -7.9657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3718   -7.2982    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1565   -7.5532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.8240   -7.0682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1565   -8.3782    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.8240   -8.8631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1170   -6.5136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6019   -5.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1170   -5.1787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3323   -5.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3323   -6.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6179   -6.6711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9034   -6.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9034   -5.4336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6179   -5.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6179   -4.1961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  1  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 18 19  1  0  0  0  0
 18 22  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 26  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <ID>
CHEBI:45453

> <NAME>
sinefungin

> <DEFINITION>
An adenosine that is the the δ-(5'-adenosyl) derivative of ornithine.

> <STAR>
3

> <SYNONYM>
Antibiotic A 9145; ADENOSYL-ORNITHINE; A 9145; 6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxydecofuranuronic acid; 6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-beta-D-ribo-decofuranuronic acid; (2S,5S)-2,5-diamino-6-[(2R,3S,R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]hexanoic acid

> <IUPAC_NAME>
(5S)-5-amino-6-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]-L-norleucine

> <INN>
sinefunginum; sinefungine; sinefungina; sinefungin

> <FORMULA>
C15H23N7O5

> <MASS>
381.38700

> <MONOISOTOPIC_MASS>
381.17607

> <CHARGE>
0

> <SMILES>
N[C@@H](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12

> <INCHI>
InChI=1S/C15H23N7O5/c16-6(1-2-7(17)15(25)26)3-8-10(23)11(24)14(27-8)22-5-21-9-12(18)19-4-20-13(9)22/h4-8,10-11,14,23-24H,1-3,16-17H2,(H,25,26)(H2,18,19,20)/t6-,7-,8+,10+,11+,14+/m0/s1

> <INCHIKEY>
LMXOHSDXUQEUSF-YECHIGJVSA-N

> <CAS_REGISTRY_NUMBER>
58944-73-3

> <REAXYS_REGISTRY_NUMBER>
3574678

> <CHEMIDPLUS>
58944-73-3

> <KEGG_DRUG_ACCESSION>
D05846

> <METACYC_ACCESSION>
SINEFUNGIN

> <PDBECHEM_ACCESSION>
SFG

> <PUBMED_CITATION>
20347768; 20859291; 21738746; 21781040; 22342622; 22362751; 22965231

$$$$