Ketcher 07111617092D 1   1.00000     0.00000     0

 10 10  0     1  0            999 V2000
    9.9842   -3.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9788   -4.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8524   -2.9988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1257   -2.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8415   -4.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1148   -4.9947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7192   -3.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2575   -3.4839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7137   -4.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8442   -5.9988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0     0  0
  1  3  1  0     0  0
  1  4  1  1     0  0
  2  5  1  0     0  0
  2  6  1  6     0  0
  3  7  1  0     0  0
  4  8  1  0     0  0
  5  9  1  0     0  0
  5 10  1  6     0  0
  7  9  1  0     0  0
M  END
> <ID>
CHEBI:132399

> <NAME>
3-epi-fagomine

> <DEFINITION>
A member of the class of hydroxypiperidines that is piperidine carrying a hydroxymethyl substituent at position 2 as well as two hydroxy substituents at positions 3 and 4 (the 2R,3R,4S-diastereomer).

> <STAR>
3

> <SYNONYM>
3-epifagomine

> <IUPAC_NAME>
(2R,3R,4S)-2-(hydroxymethyl)piperidine-3,4-diol

> <FORMULA>
C6H13NO3

> <MASS>
147.173

> <MONOISOTOPIC_MASS>
147.08954

> <CHARGE>
0

> <SMILES>
[C@H]1([C@H]([C@H](CCN1)O)O)CO

> <INCHI>
InChI=1S/C6H13NO3/c8-3-4-6(10)5(9)1-2-7-4/h4-10H,1-3H2/t4-,5+,6-/m1/s1

> <INCHIKEY>
YZNNBIPIQWYLDM-NGJCXOISSA-N

> <CAS_REGISTRY_NUMBER>
156639-77-9

> <REAXYS_REGISTRY_NUMBER>
7072956

> <KNAPSACK_ACCESSION>
C00049947

> <PUBMED_CITATION>
18323202; 22207282; 8050098; 9157194; 9544568

$$$$