Marvin  04221316562D          

 18 18  0  0  0  0            999 V2000
    9.3128  -14.1566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3128  -14.9816    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0248  -15.3899    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7368  -14.9816    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7368  -14.1566    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0248  -13.7399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4525  -13.7462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4507  -15.3951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0248  -16.2149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5989  -15.3951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5971  -13.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5947  -12.9212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4549  -12.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1706  -12.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8838  -12.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5995  -12.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8838  -13.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8813  -14.5732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  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
  5  7  1  1  0  0  0
  4  8  1  6  0  0  0
  3  9  1  1  0  0  0
  2 10  1  6  0  0  0
  1 11  1  1  0  0  0
 11 12  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 17 18  3  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <ID>
CHEBI:66305

> <NAME>
rhodiocyanoside A

> <DEFINITION>
A  cyanogenic glycoside that is (2Z)-2-methylbut-2-enenitrile attached to a β-D-glucopyranosyloxy at position 4. Isolated from Rhodiola quadrifida, it exhibits anti-allergic activity.

> <STAR>
3

> <SYNONYM>
(2Z)-2-methyl-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}but-2-enenitrile

> <IUPAC_NAME>
(2Z)-4-(beta-D-glucopyranosyloxy)-2-methylbut-2-enenitrile

> <FORMULA>
C11H17NO6

> <MASS>
259.25580

> <MONOISOTOPIC_MASS>
259.10559

> <CHARGE>
0

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

> <INCHI>
InChI=1S/C11H17NO6/c1-6(4-12)2-3-17-11-10(16)9(15)8(14)7(5-13)18-11/h2,7-11,13-16H,3,5H2,1H3/b6-2-/t7-,8-,9+,10-,11-/m1/s1

> <INCHIKEY>
ZMELGIPFIBWPHX-GMLQCYRESA-N

> <REAXYS_REGISTRY_NUMBER>
7377117

> <PUBMED_CITATION>
10077434; 15122013; 22385904; 23079707; 7586066; 8945774

$$$$