Marvin  02221114542D          

 26 26  0  0  1  0            999 V2000
   11.8862   -4.5921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8862   -5.4171    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1717   -4.1796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1717   -5.8296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.4572   -4.5921    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.4572   -5.4171    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.6007   -4.1796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6007   -5.8297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1716   -6.6546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7428   -5.8296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7428   -4.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0283   -4.5922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6007   -3.3546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.3151   -2.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8861   -2.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8861   -2.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1717   -1.7046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6006   -1.7046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3151   -5.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0296   -5.8297    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.3151   -4.5922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0296   -6.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7441   -5.4172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3151   -7.0672    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.0296   -3.3546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3151   -2.1171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  6  1  0  0  0  0
  1  7  1  6  0  0  0
  2  8  1  6  0  0  0
  4  9  1  1  0  0  0
  6 10  1  6  0  0  0
  5 11  1  1  0  0  0
 12 11  1  0  0  0  0
 13  7  1  1  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  1  0  0  0
 22 24  1  0  0  0  0
 14 25  1  0  0  0  0
 14 26  2  0  0  0  0
M  END
> <ID>
CHEBI:61338

> <NAME>
bacillithiol

> <DEFINITION>
A thiol that is the α-anomeric glycoside of L-cysteinyl-D-glucosamine with L-malic acid.

> <STAR>
3

> <SYNONYM>
Cys-GlcN-mal; BSH

> <IUPAC_NAME>
(2S)-2-{[2-(L-cysteinylamino)-2-deoxy-alpha-D-glucopyranosyl]oxy}butanedioic acid

> <FORMULA>
C13H22N2O10S

> <MASS>
398.38600

> <MONOISOTOPIC_MASS>
398.09952

> <CHARGE>
0

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

> <INCHI>
InChI=1S/C13H22N2O10S/c14-4(3-26)11(21)15-8-10(20)9(19)6(2-16)25-13(8)24-5(12(22)23)1-7(17)18/h4-6,8-10,13,16,19-20,26H,1-3,14H2,(H,15,21)(H,17,18)(H,22,23)/t4-,5-,6+,8+,9+,10+,13-/m0/s1

> <INCHIKEY>
UHNHELGKNQMNGF-AOQKXWSCSA-N

> <METACYC_ACCESSION>
CPD8J2-3

> <WIKIPEDIA_ACCESSION>
Bacillithiol

> <PUBMED_CITATION>
19578333; 20308541; 20712413; 21751306; 22262099; 23030527; 23256780; 24115506; 24166956

$$$$